Andre's story of sexual self-discovery

[Jason-R]

Intro from the author​

You might recall this story posted before. This is the same one but we meet the character later in his life.

This story will unfold in several parts. It's inspired by true events shared with me by a friend of mine, though I’ve changed all names and locations to safeguard his identity. Over the years, we exchanged stories both in conversation and in writing, which sparked my imagination. I often hoped he would share more details; occasionally he did, but most of the time, he he did not. I understand that my friend is not a writer, nor does he like to write long messages. He is a numbers guy and tends to be very brief in his writing.

I often envisioned the scenes in my mind, letting my imagination run wild to fill in the gaps. I’ve read many stories online, and those that explore a guy’s journey in understanding his sexuality and boundaries have always captivated me. That inspired me to weave together the messages from my friend and craft his sexual story, aiming to do it justice, especially where there were plenty of blanks to fill.

I have a vivid imagination that I draw on frequently. Sometimes I pull from my own experiences, while other times I incorporate scenes I’ve seen in adult content to make everything feel more real. In many cases, I let my imagination take over, inventing dialogues or actions I would have liked to experience if I were in his shoes. In this story, I go by Jason. My own journey of discovery shares many similarities with his, but there are also significant differences that set us apart. I might be writing my own story later.

For my friend and I, condoms were standard when we first became sexually active. Most of the porn we watched also featured condoms, but I have to admit that I found the older, condom-free scenes more intriguing than what was popular at the time. As adult content shifted toward more bare sex, it became an even bigger turn-on for me. The journey of a man embracing his attraction to other men, exploring those desires and gradually discovering what he enjoys, really captivates me. The process of becoming more open sexually is a powerful draw.

It's worth noting that I didn't write this in chronological order. Initially, I focused on the stories that inspired me or resonated with me the most. As I read through it now, I can see my writing style evolving and changing slightly. I hope readers will understand that I'm not a professional writer and I do this in my spare time for entertainment.

This story will show a man discovering himself, what he likes and slowly giving-in to his desires.

I hope you enjoy.

 

[Jason-R]

Chapter 1 The earlier days​

I am a Crotian man now in my late 30s. I have two loving parents that are a little old fashionned and a brother who is 4 years older than me. My Brother was always the rebel and I always felt like I had to be the good one in the family.

The summer I turned 18, a lot of things happened; Things that changed my life and maybe led me to where I am today. You see, I was still trying very hard to be straight by dating girls and everything but as hard as I tried, nothing could stop my interest in guys. I would get very excited when there was male nudity in movies. At the beach, I always looked at the guys’ bulges in their speedos which are a norm in Europe. I would spend a lot of time at beach to watch the surfers in their tight body suits. Sometimes, in the afternoon, they get naked on the beach when they changed back into their clothes. At school, I got a thrill out of seeing the guys naked in the looker room. That is why I was still a virgin at 18 but, that was about to change.

I was spending my summer breaks with my grandmother at her beach house. My grandfather had passed away a few years prior and I would spend my summer breaks with her. I loved it there, my grandma was a very special person and very open minded. She lived a very beautiful life, traveled the world with my grandfather so it was always fun to hear her stories. It was hard to believe a woman like that would raise my dad to be so conservative.

Like in any small beach town, there were a lot of seasonal residents and visitors. I made a lot of summer friends. We only met in the summer each year, but always had so much fun together. We formed a beach team club, we fished, swam, played sports at the beach etc. That went on for years, even after I started university.

One day, a woman spending vacation in town asked me to help her daughter learn how to swim. She was in her mid thirties, very pretty, married with two kids. Of course, I accepted the job. Her husband was only there on the weekends, and she confided in me that she felt lonely. I used to drop off her daughter after swimming, and one day, she asked me to come in and have a snack with her and the kids. I said yes. The kids were playing outside, and she started having very mature conversation with me.

Right there I saw she wanted more than a conversation, but I was very nervous. I will never forget that day. As she was talking about sex, I became aroused, and she noticed. She kissed me on the lips and touched my cock over my shorts. She asked, “Can I touch you?”, and I said “Yes.”. It felt good to feel the touch of another person.

She took me to her bedroom, and we had sex. She said she was on the pill and there was no chance of her getting pregnant, so we didn’t use condoms. It was the first time I heard the phrases: “Cum in me! I want your load! Fill me with your cum!”, and of course I did. Little did I know that later in life, I would be using those exact words too while begging a guy to cum in my ass. But I’m getting ahead of myself. In those days, I was trying so hard to be the straight guy, there was no way I could imagine me getting fucked and telling a guy to breed me.

Most people would frown at a young guy having sex with a woman twice his age but, for me, at the time, it was the best thing that had ever happened. I was also in the moment with her, and I felt all I would ever want was what had happened right there. I was cured and told myself, I am not gay! I am cured; the actual word “cured” came to my mind, as if I had a disease. The fact that I mostly thought about guys while we were having sex did not seem like a problem to me. “That’s how it’s done.”, I thought to myself. I was so relieved.

Since that first time, we had sex every day, except on the weekends, as her husband was around. She left 3 weeks later, and I was really upset. As thrilling as that had been for me, I had to keep it a secret. I didn’t want to get her in any trouble. She had done so much for me, and I was so grateful to her. No one found out, not even my closest friends. It was something else I had to keep to myself and process in silence.

 

[Jason-R]

Chapter 2 Part 1 - First love​

That same week, one of my friends’ cousins came to town on vacation. When I met him, my heart skipped a beat. He was tall with chiselled facial features, Dark curly hair a smile that would melt any heart. For some reason, I felt he was different than the other guys too. The thought that he might have the same secret as me, crossed my mind but since I had just been straight sexually, I thought I would only ever be with women. I was not allowing my mind to internalize my attraction to him.

We became quick friends; it was like meeting a soulmate. There was nothing wrong with two guys of the same age being good friends in anybody’s eyes. He always made a lot of effort so that we would be alone together. If we went to a party, neither of us would make much effort to meet girls. We would usually leave those parties together and hang-out for a while after. He always wanted to go swim with me alone and not join our other friends. If there were not many people around, we would pull down our swimsuits in the water and swim naked, I found that very exciting. The more time I spent with him, the more I wanted to.

I accidentally touched his cock through his bathing suit, as we played in the water one time, and it made my own cock react. I was hoping he wouldn’t notice but I’m pretty sure he did. He would take me fishing and we stay late on the beach in our speedos which were obviously bulging. The sexual tension was incredible. More than my young mind could really process at the time.

One day, while on the beach and as the sun started to set, he made the first move. Something I would have never had the courage to do. We were talking while lying on our towels, facing each other. I was in mid sentence when he leaned in and our mouths met. I had been kissed by the guy I was jerking-off with when I was younger but that was just a quick peck in the lips with the mouth closed. This was a real kiss. He parted his lips as our mouths met. I did the same and our tongues touched and swirled around together. It took just one kiss to undo all the efforts I had made with the woman I was having sex with prior. I realized; I like guys much better. I had kissed girls before and I certainly kissed the woman I had sex with earlier that summer, and it was OK but, kissing him was totally different. It sent a surge of electricity through my whole body, including my cock. I had never been that turned on in my life. I liked him so much and, him kissing me, confirmed that he liked me too. In that moment, if he had asked me to spend the rest of my life with him, I would have said yes and never looked back.

We spent the rest of the summer together, having fun secretly. He had a small boat, and we spent a lot of time on it, finding secluded spots to kiss, we used to go to small caves to be alone, and eventually, all that sexual tension led us to making love. He is the one who took my virginity with men, specifically my anal virginity. He was a couple of years older and obviously had more experience than I did. I was still a bit naïve about sex, especially with what was about to take place.

It was a nice summer evening and we had spent a lot of time together on the sand, sneaking kisses when no one was looking. He took off his swimsuit on the blanket we were sharing and walked to the water completely naked. There were not a lot of people on the beach, but we were not alone either. I watched his beautiful back and ass as he walked away. That image is still burned in my mind; I had never seen anything as beautiful. I didn’t realize at the time, but I was falling madly in love.

I worked-up the courage to join him. I did not have the same confidence he did, and I felt my body was not as nice as his. Still, I removed my swimsuit and walked towards the water where he was already swimming. It was liberating to feel that confident, having a guy you care about watch you walk towards him while other people can see you also. Back then, I felt insecure about my body. Today, when I see pictures of myself in a speedo, as a young guy, I feel I looked very good. I was already developing in the leg, thigh, and butt area. My upper body was leaner than it is now and there were signs that I would have fairly hairy legs and a moderately hairy chest. My cock is not small so you could see the bulge it was creating. Of course, I didn’t realize any of that at the time.

As I joined him, my cock was definitely reacting. We played in the water, and I enjoyed each time my hand would brush against his cock, only this time I was doing it on purpose. When we got out of the water, I couldn’t get a good look at his cock as we were walking side-by-side. When we got to our towels, we put on our swimsuits back on and the bulges were obvious. We spent a few hours on the beach, lying side-by-side, touching slightly. My heart was racing. I had never felt anything like that for anyone. I could have stayed in that moment forever, but little did I know, the events that were coming-up that day would change my life forever.

 

[Jason-R]

Chapter 2 Part 2 – Losing my virginity​

Later in the evening, we were alone at the house his family was renting. We were hanging out, kissing, and rolling in his bed. He got up and took off all his clothes. Now, I could get a good look as he stood right in front of me. His cock was beautiful. I would guess 7”, uncut and with a nice downward curve. He reached for my t shirt and lifted if over my head. When he started pulling on my shorts, I lifted my ass to help him. My cock sprang out of my shorts; there was no denying my desire for him.

He got on top of me on the bed and for the first time, pressed together naked as we kissed. Our cocks were fully hard and touching. It might seem strange, but I had not thought of how our sex would play out between 2 guys but at some point, we were in each other's arms, he was on top of me, and he started to lift one of my legs as we rolled around and at one point with his cock was touching my hole. I realized what he wanted but felt a bit of panic. We kept kissing and he kept pushing forward. He must have been pre-cumming because I could slowly feel his cock making its way inside.

“I want to fuck you!”, he asked. I reminded him that I was very inexperienced, I said “I’m not sure. I’ve never done that before”. He assured me that it would be ok, and that he would be very gentle. “I really want to be inside you! I’ve been wanting your sexy ass since the day I met you.”, he said. Those words aroused me so much, “Inside you”, I thought. It might be strange, but in my fantasies about guys, I was never envisionning me getting fucked but in that moment, I wanted nothing else but having him inside me. I wanted to please him even though I knew it would hurt so I said, “OK.”.

He went to the bathroom and I watched him walk away and thought to myself, “You are so hot.”, and was so happy I was going to be losing my virginity to him. He returned with a small jar of Vaseline. He took some and put it on his cock Which was still hard and looking beautiful. Then as we kissed, he rubbed some Vaseline on my hole. I loved the feeling and was moaning in pleasure. He then started to insert a finger in my ass. It felt uncomfortable at first, but we kept kissing, and I could feel myself relax a bit. I was mentally bracing myself for a painful experience, but I really wanted to please him. He caressed a spot inside me with his finger and it sent a jolt of pleasure through my whole body. I would later learn that the prostate is the male G spot and later in life, mine would give me a lot of pleasure but I was just discovering it then.

He gently grabbed my legs, lifted them against my chest and began rubbing his cock on my ass. I could feel the head of his cock against my hole. After a few up and down slides, he slowly began pushing in. It didn't go in the first time, and it took him several more tries to make any progress. “Arrrghhh!”, I grunted as the head popped in. Sensing my discomfort, he stopped moving to let me adjust. I looked him in the eye. He was all I ever wanted. I nodded and he pushed a little further in, but still not quite all the way. He was being very gentle, and he continually asked if I was OK. It hurt but I kept nodding every time he asked. At that point, it felt like fucking would only be pleasurable for the top, but I liked him so much I wanted to give him that pleasure. I had completely lost my erection but, I wanted him to enjoy himself.

Slowly but surely, he proceeded, when suddenly his cock slid all the way in. I felt his balls on my ass. We were both taken by surprise at the suddenness of it, and he gave a deep moan as it slid in. He then went in and out of me with a slow, steady pace for a while. I was actually being fucked and my virginity had officially been taken. It hurt quite a bit, but I was expecting that. I was trying hard not to let him know because even with the pain, I didn’t want him to stop. With his cock in my ass, it was like he and I were one.

I always thought that in order for two guys to fuck, it would have to be doggie position but there we were, kissing while fucking in missionary position, just like men and women do. I had also thought anal sex would be painful for the bottom, but I was starting to see I was wrong. It was a bit surprised when I noticed the feeling inside my ass slowly changing. The initial pain was fading and being replaced by other sensations I had never felt before. It was becoming the most intense, natural feeling in the world. My ass was now controlling my entire body and mind. “Holy shit!”, I thought, “This is incredible”. I would later learn that a man’s g-spot is in his ass and the pleasure from it is the best feeling in the world.

How could something I always thought was wrong could feel so incredibly good and right? He looked into my eyes and kissed me several times as he fucked me. He made me moan and kept telling me how good my ass felt and how much he enjoyed being inside me. I knew I was not his first. He obviously had some experience to be that good and to have that much control, but I didn’t care. A guy I had strong feelings for was inside me and it felt incredible. I also knew I should have asked for a condom but realistically, I don’t think he had any and there was no way I would have refused him. I thought, “I’m just going to ask him not to cum in me.”.

Using my experience with a woman, I had him pull out, turned around and let him fuck me on all 4. That position made me feel a little slutty for some reason, but I enjoyed the feeling very much. If he liked the way my ass looked, he was going to have a good view of it as he fucked. I knew from checking myself out in the mirror that my ass was developing very nicely and even with the lack of confidence with my body, I knew it was my best feature. Again, I thought it was weird that the positions are exactly the same with two guys as they are with heterosexuals. “Man, you have a nice ass!”, he complimented me as he pushed his cock back in my hole and resumed fucking me.

There were mirrored closet doors in the room, and I could see him hold me by my hips as he was fucking me. There I was, on my hands and knees being fucked from behind by a very handsome guy. I noticed the pleasure in his eyes as he made love to me. I enjoyed watching some of the faces he made and watching him looking down at his cock going in and out of my ass.

I could also see my own cock, which was almost fully hard again swinging with each of his thrusts. My cock is a little bigger than the one that was in me; I am approximately 7.5 with a decent girth. I did not touch myself, I never even thought about it. Plus, I liked seeing him enjoy me.

He was saying things like “You have such a sexy ass, I love being inside you. You feel so good, Take my cock”. All of which made me feel sexy and drove me crazy. I kept moaning with each thrust, letting him know how good he felt. I heard myself say, “Fuck me!”, a few times and he would say “Yeah!” and fuck harder. Our bodies were slapping together as he was going full length with each thrust.

I got fucked for a very long time, or it seemed like a long time to me. I was very inexperienced and I could feel some discomfort returning the more he fucked. I was going to tell him but then it became more intense and I knew his orgasm was near. I still did not touch myself. Then, he told me, “I’m getting close. Are you ready?”, and I was. I thought I would ask him to pull-out earlier but in that moment, I repeated words that were said to me by a woman, not a long time prior: “Yeah! Cum in me! I want your load!”. He began fucking me faster, “I’m cumming!”, he announced as his entire body stiffened. He let out a loud, “Aaaarrrgggghhh!”, then laid down against my back, wrapping me in an embrace and came inside me. I could feel his cock spasms as came in my ass. I could actually feel his warm sperm inside as he kept pumping, and the feeling was incredible.

It was wonderful to feel his full weight on me as his cock pulsed a couple of more times after the initial blasts. The last of his load emptied into me as I lay there impaled on his cock. It was the most intimate of acts, even more intimate than sucking his cock, it felt strange, but I felt safe with him and now I was flooded with a feeling of satisfaction.

It is hard to express how erotic it was to feel him cum, but it was unlike anything I had ever done. I knew in that moment I was never going to be the same. He had completely taken my ass virginity and I knew that whatever happened, we would always be somewhat connected. I had taken my very first breeding.

He stayed in me for a few minutes while his cock softened, kissing my back and neck and then pulled out. I felt sorry he was no longer in me. He made me flip on my back then, sucked me to orgasm, which did not take long. He swallowed all of my cum and I thought to myself, “I have to try that someday”.

I don’t know how to explain how I felt; I had recently been with a woman who made feel so good, made me feel like a man, and now, a guy who made me feel equally good, not any less of a man. Even though I was the one getting fucked and bred. My hole hurt for a few days after but it was all worth it.

The physical attraction with him, however, was a lot stronger. How could being with a guy be that much better? With the woman, it was good in the same way I felt while masturbating; The feeling is good and It gets you off but, with him, it was on a whole new level. That’s when I realized the main differences, I had a preference for guys, and I was falling in love with him. The thought scared me a little.

You must remember that at that time, all this was in secret from the friends and families. I could not share that with anyone and on top of it, we had unprotected sex and I let him cum in me. It was not something that was very wise at the time. We kept hanging out together and went swimming a few more times but never had the chance to be alone again in a place where we could have sex. Still, I enjoyed every minute we spent together even though it looked like the sex we had was only a one-time thing.

Then, his vacation ended but he lived in the next town from my parents’ place, so we continued to meet secretly for almost a year. My parents were happy I had a guy friend. I think they were concerned that I had so many friends that were girls. Little did they know what was actually going on nor would they ever understand.

We did not have the ability to be together often and had privacy even less often. One time, we were alone at his house and took advantage of the situation. As soon as his parents left, he took me to his bedroom, and we got undressed very quickly. It felt so good to be in his arms, naked and kissing. I started stroking his cock, which was getting hard. He was moaning and I decided to try sucking for the first time. I got on my knees in front of him and he said, “Yeah!”, knowing what was coming.

I took his cock in my mouth. He growled in pleasure and his cock quickly grew hard as I sucked. I was wondering if I was doing it right because it was my first time. He told me he could not believe I didn’t have a lot of experience. That made me feel really good.

He picked-up the pace, sliding in and out of my mouth while his balls filled my hand, and I enjoyed every part of the experience, aware that this whole thing was probably not going to be very long lasting, at least not this first go-round. He quickly got out of control with his building lust, and his hips bucked back and forth as he rammed his cock in me. I ran my hand along his thigh, and then up and over his stomach as I worked his cock with mouth and tongue.

I knew I was doing it right by the sounds he was making. My own eagerness to taste his sperm as he had done to me was building. After what couldn't have been more than five minutes of sucking, he hit the wall. He gasped and grunted loudly as his hands held my head, he came, a powerful burst of warm and cum spurted into my mouth, followed by a couple more spurts. I took it all in and savoured the taste. There was some sweetness and creaminess, and I swallowed it down. I was happy to take whatever he had to offer. I was madly in love. I had been jerking myself while doing this, so I shot my load on the floor. Then, I eased his cock from my mouth and licked it clean.

Then, we crawled in bed and cuddled on top of the covers naked. I felt like I was in heaven in his arms. We fell asleep and were awakened by the sound of his parents arriving. “Shit! My parents!”, he said as he jumped out of bed and started to get dressed. I did the same and we barely had enough time to get dressed before his father appeared in the doorway to ask how our evening had been. That was close but it meant that sex was not a one-time thing. The thought of continuing to have sex with him made me feel very happy but he seemed to be a little freaked out that we almost got caught. “This can’t happen again.”, he said as I left. I understood we should be more careful and not get caught.

I looked at the time and realized it was time to go. It was a long bike ride home and I rode with a big smile on my face. I had tasted cum for the first time and knew I would want more. When I called him to get together a few days later, he made a lame excuse not to and for a few weeks, I didn’t hear from him. I realized what he said as I left the last time meant “We shouldn’t have sex again.”, and I it made me very sad. Deep down, I felt it was wrong for two guys to be together and I had not accepted my attraction for guys. I ran into him in town one afternoon and he was with a girl. He nodded at me but other than that, he barely acknowledged my presence. He did seem to make a point to let me know they were dating and I was so upset, I had to rush home and lock myself up in my room with tears in my eyes.

To my surprise, he called me a few days later. “Sorry about the other day.”, he said, and I answered, “It’s OK. I understand.”, not wanting to push him away. We made plans to get together and when we were alone, things were amazing but if there were people around, he avoided me. I saw him a few times with that girl but he never introduced us.

One day, he contacted me to go to the beach. I was very excited to hang out with him where we first started to show attraction to one another. While we were there, he pointed out guys walking towards the end of the beach and over the sand dunes. “Look at those pervs!”, he said and I asked what he meant. “They go and have sex back there.”, he added. I looked and saw a man in his forties disappearing behind the tall grasses on the dune. “Really?”, I asked, not being able to imagine the man I just saw being attracted to other men. “Yeah! It’s disgusting.”, he said in a very condescending tone. I was internally agreeing with him. At that point, I was not able to connect with the thought process of having sex with another man that was a stranger. The thought of it was not a turn on at all and I felt I would never participate in something like that.

We laid down on one blanket with our arms touching and I felt so good being near him. I wanted us to stay late and be able to go swim naked once most people were gone but it didn’t happen. We had only been there for a couple of hours when he announced he had to go. He didn’t ask me if I was ready to leave. He just put on his shorts and t-shirt and said goodbye, leaving me alone on the beach.

We made love multiple times over the following months. Sometimes oral only and other times, we fucked. It was always bare and with me as the bottom. After the first time, I never gave condoms a second thought. I took many of his loads in my mouth and ass. I was the passive one in that relationship. I was always the one doing the sucking or taking him in my ass. Not once did he even suck my cock after the first time. I was OK with that. It is during that time that I developed my preference for being passive, also for bare sex and getting bred even though I would soon be repressing it for years.

I loved giving myself to him completely, feeling I was his with no barriers between us. Being a vessel for his pleasure. At that point, I didn’t know if it would continue or if it would end. I was blindly in love and trying to focus on school as I was getting ready to start university. It was a good excuse to not have a girlfriend, so nobody asked even though my brother had multiple girlfriends by the time he was my age.

Each time we met, I felt him detaching more and more. He would spend more time with his group of friends and the time with me seemed to be only about sex, which was getting quicker and rougher each time.

 

[Jason-R]

Chapter 3 - The heartbreak​

One day, my parents and brother were out so I called him to ask if he wanted to hang-out for the afternoon. He said yes but there was something different with his tone. 45 minutes later, he rang the doorbell and I rushed to open the door. While I was letting him in, I reached to kiss him, but he looked back at the neighborhood, said, “Not here” as he pushed bast me to get in the house.

He walked directly to my bedroom, and I followed him. I thought, “This is direct”. I was happy he wanted sex, but we usually would hang-out and kiss first. He started undressing and told me to do the same. I did and when we were both naked, he took me in his arms, and we kissed. It was the most tender moment of our encounter that day.

He broke the kiss, bent me over the bed and dove into my ass. I gasped as he dug his tongue in, I pushed my ass out to meet his licks. He lapped his tongue up and down my ass and hole; I could hear and feel him slurp. At that point, lust and desire take over and I totally got lost in the moment. I was enjoying it a lot.

After a long rimming, he spread my cheeks apart and spat on his cock, I braced myself for it. I felt the tip as he pushed. I tried to relax my ass muscles so that it wouldn’t hurt. In previous times, he was always concerned about me, giving me time to adjust but not this time. He slid right in, down to his pubes with no lube and I grunted from the pain. He grabbed me by the hips and started pounding not giving me any time to adjust. Luckily, it was not my first time. My ass was now more accustomed to getting fucked but my hole did not relax as quickly as other times.

Some of the pain faded but there was still some discomfort. He reached around and grabbed me by the shoulders as he fucked my ass with all his strength. I just pushed my ass back, trying to open as much as I could and let him in deeper. It felt like his cock reached deeper than other times. He pulled me back into him, one hand on my throat, the other on my cock. I turned my head to the side, hoping for a kiss as he pounded me but instead, he increased his grip on my throat and cut most of my oxygen. I panicked a bit and tried to release myself from his grip, but he was too strong. I felt my cock grow in his hand because of the lack of oxygen which I thought was strange.

“You’re such a fucking whore!”, he said in my ear before releasing his grip on both my throat and cock. I coughed a few times, happy that I could breathe again. This was an authoritarian fuck. Not for my pleasure but entirely for his. He was degrading me and making me feel like a slut who is good for nothing but taking cock. Later in life, I would want that feeling again but, in that moment, I felt like he was punishing me. I almost had tears in my ass, missing the romantic guy who had made love to me multiple times before, but my body was conflicted because I noticed how hard my cock was. When I tried to touch it, he stopped me and pushed my had away.

He got close to coming and bent me over again, this time fucking at full pace, our bodies making loud sounds as they slapped together. I had to brace myself with both hands on the bed not to lose balance. He just slammed into my ass as he held me by the hips. “Take my fucking cum, you slut!”, he said, and I heard him moan as he leaned forward onto my back. I felt his cock squirt about 4 times as I felt my ass being filled with cum. When his orgasm stopped, he pulled out and I clenched my hole, making sure not to leak. I turned around and his lips met mine, his tongue diving into my mouth, he reached around and grabbed my ass cheeks, squeezing them, he dipped a finger into my hole then had me lick it.

We pulled apart and he started getting dressed. I started doing the same and not a word was spoken. He was dressed before me and left my bedroom right away. I finished dressing as quickly as I could and followed him as he made his way to the front door. He turned around and said, “Sorry, I gotta go. See you later”. And just like that, left my house, and sadly, my life.

I somehow knew as he left that day that I would not see him again even though no goodbyes took place. It was as if he was trying to prove something to himself. I was right; he stopped contacting me and never returned my calls, my heart was broken. I later found out that girl was indeed his girlfriend and that they were pretty serious. Our last fuck was just to conME himself that I was nothing but a slut and the only thing there was between us was sex, not love.

At the time, I felt like I was going to die. I even decided to take a year off from university and took a job in a local store. I suffered and healed my heart in secrecy, deciding that I would not be with guys anymore. I never went back to the beach house, never saw my friends from the beach. Started working and attending university part time not perusing girls and certainly not guys. I decided I was not going to be gay, not even bi. The only thing that seemed to heal my heart was burying my attraction to guys. I had decided to move on and put that part of my life behind me. When a guy would hint that he might be interested in me, it would just make me feel panic and fear.

A year later I re-connected with a couple friends from my younger years, and they introduced to Gloria, the girl who would later become my wife. Just like that, my life changed. She was cool, attractive and we became instant friends. I loved spending time with her, and we had a lot in common. She brought me back to life from the heartache I had experienced. Once again, I told myself I was cured from my homosexual feelings because I was able to have sex with her even though the thoughts of the last fuck with the guy I was in love with kept popping into my mind. We kept dating as I went back to university to get my degree. We were in the same year of different programs and graduated at the same time. We both found work right away and took an apartment together.

We did have sex often enough at the beginning even though, for me the passion was missing somewhat. The more time passed, the more I could only really perform if I thought about guys. Specifically, thinking about being fucked and bred. I know a lot of people will not understand but, I wanted to erase the hurt a guy caused me and the pressure of being straight led me to propose to her. She accepted and it made me very happy. It certainly made my parents very happy as I think they suspected I might be gay. The good boy delivered once again.

Our life as married couple was nice on every level, but the sex was quickly becoming less and less frequent. I always felt she was not one for sex anyway. She was never the one to initiate it and we slowly slipped into a sexless marriage. I don’t think she minded at all.

From time to time, I would go to the beach. I kept looking at those guys going behind the dunes and wondered what was actually going on. One day, I worked-up the courage to go and have a look. I tried really hard so that nobody would notice me. I got far enough that I could see guys standing and most of them fully clothed. I could not see what was going on below the waist, but I knew some of them were getting a blow job and others were fucking. A couple of guys were walking around, some had clothes, some speedos and others were naked. One looked at me and I panicked. I quickly turned around, went back to get my stuff and left. That was not the scene for me; I still had some healing to do.

Sex, for me became masturbating to porn whenever I had the chance. At first, I only watched straight porn having decided to repress my desire for men completely. I tried to ignore the guys and focus on the girls and sometimes it worked but most times, I would only cum if I looked at the guys and imagined they were fucking me instead of the women in the scene. Then, I made my way to bisexual porn with 2 guys and 1 girl. My favourite parts were always when the guys would have sex together. Eventually, I would make my way to gay porn and watch that exclusively. In those days most porn was with condoms. There were only a few sites that had bareback sex and I they gave me more thrill than the others.

The sex I had with my friend was in my thoughts more and more as time went by and the hurt diminished. Initially, I would remember vividly the intimate, loving sexual encounters we had but my mind often went to the last time he fucked me. At the time, I felt like a worthless slut, but the memory of his authority gave me the best orgasms. I would jerk off and finger my ass often and shoot my load from the prostate rub but, that never gave me the satisfaction of being fucked.

 

[Jason-R]

Chapter 4 - The move​

Years later, when career opportunities presented themselves in Canada, my wife and I decided to move to Toronto, a big contrast to the small Croatian town we had called home. She quickly found a job, and we initially rented a cozy apartment in the city. I found employment a few months later and after a year, we bought a larger home in the suburbs. My office was downtown, while her workplace was closer to our new place. We lived near the train station which was making an easy train commute to work and I appreciated for its moments of pause. Now in my mid-30s, I embrace my look with a shaved head and a beard. While I’m not slim, I have a solid build; Some might say I’m beefy. I work out regularly, keeping my legs and ass toned and my belly flat, with a moderate amount of hair on my chest. People often describe me as masculine, and I feel confident in that identity. Gone were the bullying years of my childhood and teenage years.

I’ve really come to enjoy city life. I settled into my role as an analyst at a large corporation with offices in three downtown locations. From the lower level of my building, I could access a sprawling pedestrian mall that linked several downtown buildings, including hotels. It became a favorite spot for my lunch walks, especially on days I didn’t hit the gym or if the weather was not nice. I began to notice guys checking me out, and I found myself appreciating the attention. I was also checking them out more and more. I thought I had repressed my desire for men even though the only porn I was watching was exclusively gay.

At first, I enjoyed the flirting, and tried everything in my power to supress my desires. I did not believe in being unfaithful. It was against my upbringings, and I had never done it. My intentions were only to flirt and indulge in the thoughts of being with those guys. I jerked-off thinking of the ones that I ran into and wondered about cruising sex.

It was aware that the guys checking me-out were sending signals but I was very nervous about it. I tried my best to tell myself I would just keep jerking-off thinking of having sex with them but eventually, curiosity got the better of me. I tried a couple different washrooms but no cruising seemed to be going on there so I obviously had not come across the right ones. One day, while on the computer, I searched for cruising areas downtown and there was a forum naming all the good places, many of them were near my work. It named which washrooms were the best for cruising and gave tips on avoiding getting caught by security.

I started visiting the places mentioned in the forum, and it was both strange and thrilling. My heart was racing and my cock responding. It would take me a while to understand the body language of the men cruising, but eventually, I did. During my lunch, I would go from washroom to washroom to check-out the guys. The best places, I discovered were in two of the hotels linked to the pedestrian mall. Both offered multiple washrooms because of their conference centres and meeting rooms, plus there were benches and sitting areas where you could blend-in with the crowd while pretending to check your phone while checking out the guys. They were good spots to see who was going in and out of the washrooms, making it perfect for cruising. There were regulars and I knew for sure those were cruisers. One day, I was standing at a urinal and a guy took the one next to mine even though there were plenty available. He pulled away and I could see his cock. My heart was racing as I reached to touch it. We heard the door open so he moved to another urinal, not to be obvious. When other men walked in, we both knew it would be useless so nothing else happened that day but, I had taken a step forward.

My cruising took a pause when we made a trip back to Croatia to visit our families. My parents had moved to a new town and their new place was near an area that had a long stretch of beach. The who;e trip was nice and on the last day day, because everybody had aother plans, I went to the beach alone. I was reminded of the times I hung out with my friend and first love. I remembered the sexual tension between us when we spent time on the beach, then I remember the heartache he brought me and quickly pushed those thoughts away.

I chose a spot near the water and laid down on my towel in my speedo. Those kind of bathing suits are not very popular in North America but in Europe, they are the norm. I love the way a speedo looks on me and what it does for my legs, bulge and ass. I also love how much they reveal of the other guys too. You know instantly if they have nice asses and if they are hung or not. The next best thing to being naked. There were all kinds of people in the area where I was, but it felt more family oriented. At some point, I decided to take a walk and check-out other areas of the beach. I could see a busier part of the beach ahead of me. As I got closer, I noticed the people seemed to be naked. Or at least a lot of them were. My heart was racing as I made my way there. It was indeed a nude beach.

I also noticed men going to a wooded area behind the beach and I knew exactly why. Instead of being freaked-out about it, I felt aroused. I was definitely healing from my first experience with a guy. I chose a spot to place my towel and laid down with my bathing suit still on. Aster about 10 minutes, I worked up the courage to take it off. It felt good to be that free. At one point, I needed to cool off, so I decided to go for a swim. As I walked towards the water naked, I felt all eyes on me but when I looked back, people were not paying particular attention to me. It was just very normal to them, and I loved the feeling. Of course, by that point in my life, I realized I had grown into my body and was starting to feel more confident about how I looked. At least enough to show my cock and ass in public.

After I cooled off in the water, I made my way back to my spot but I noticed a very handsome guy walking towards the wooded area. Curiosity got the best of me and I decided to go check-out what was going on. When I got there, I didn’t see anything at first but as I made my way further, I could hear the sounds of sex. My cock reacted and I continued to explore. There were guys walking around naked, others had clothes on. A lot of oral was going on and I saw the hot guy I followed fucking another guy. He made a gestured to join them but I was not ready for that. Instead, I stayed at a distance and jerked off watching them. I was so turned on that I didn’t last long. Soon, I was shooting my load on the ground.

I felt a little freaked out at the experience but as I made my way back to my towel, I felt myself entertain the thought of maybe engaging with men one day but not in the bushes at the beach. I could not process that at the time but I could imagine myself doing something in the cruising washroom. I later jerked-off multiple times after using the images of that day and thinking of cruising when I returned. I was slowly giving-in to my desire for men and realized that no amount of repressing those feelings was going to work anymore.

 

[Jason-R]

Chapter 5 – The beginning of cruising​

Returning from my trip to Croatia, I resumed my cruising but with a slightly different frame of mind. I could actually imagine myself doing something with those cruising men. The only thing is that I wasn’t sure what was actually going on between them. Was it jerking off in front of each other, hand jobs, blow jobs or maybe fucking? I had to find-out.

One day, I was pretending to check my phone while sitting on a bench near one of the washrooms when a guy I had not seen before walked by. He was obviously a downtown professional. He was tall with chiselled facial features, Dark curly hair a smile that made my heart skip a beat. He reminded me so much of my first love, I felt both butterflies and pain in my heart at the same time.

When he pushed the washroom door open, he looked back at me and paused; making sure I got the message, and I did. I sat there for a couple minutes with my mind racing. I didn’t want to be a cheater but the thought of seeing his cock and maybe touch it won the argument in my head. I was only going to look and touch a little.

I walked inside the washroom not knowing what to expect. Did I misread the signals? Was I a fool? Then, I saw him at one of the urinals. He looked behind as I approached but I didn’t want to take chances, so I walked to another urinal which was two down from where he was. I unzipped and pulled out my cock pretending to pee. I didn’t really need to pee, so I tried to get a glance at his cock put of the corner of my eye. He backed away from his urinal and I started to see his cock. I did the same and he quickly moved to the urinal next to me. The signals were clear.

He brought his hand over to touch my cock and it sent shivers down my spine with a mix of desire and fear. He stroked a few times, and the desire took over. I was rock hard in seconds. As he continued stroking me, I reached over to touch his cock. It was also hard and felt really good in my hand. I was thinking, “I’m only touching him. It’s not like I’m having sex with him.”, so I continued. The feeling of touching another man’s cock was overwhelming. I realized how much I had missed it.

We stood next to each other, stroking the other’s cock when he placed his other hand on my shoulder, applying pressure. “You wanna suck me?”, he asked, and I was conflicted. I was only planning on touching him, not sucking him but when given the option, I wanted it.

It had been so long; I was concerned I would be totally out of practice. He motioned for me to follow him to a stall. He pointed to one of the last stalls towards the back of the washroom. He went inside and then motioned for me to join him. I got in and he locked the door behind us. At the time, I was not thinking of getting caught that way. If security found 2 guys in a stall, they would know what was going on but that day, I was still new to cruising and unaware of that.

He said that he was going to tell me what to do and as long as I did exactly what he asked, I would do just fine. He grabbed his pants and underwear on both sides of his hips and yanked them all the way to his ankles.

I got down on my knees placing myself between his legs and to get my head as close to his cock as possible. After all those years, there was a cock in front of me. I grabbed it with my hand and my heart was beating so fast. I felt nervous, like a virgin. I also knew, once I took that cock in my mouth, there was no turning back. I was cheating on my wife, and I would never be able to undo it. Regardless, I wanted that cock more than anything and the beauty and smell of it made me feel more alive than I could remember. I had sworn off men, but it was the emotions that I didn’t want. On my knees in a public washroom stall was a rather degrading setting but it was just sex. I could have just sex, without any emotional connection. With that thought, I decided to go for it. I was just worried I was going to gag on his big cock.

“Come on, suck me!”, he said. Obviously, he had waited long enough while I was having my internal debate. I placed my lips around the head of his cock and to slowly put as much of it as I could into my mouth. The deed was done; I was sucking another man bobbing up and down on his dick, using my tongue to create as much friction as I could. Even though I was out of practice, I guess I must have been doing it right because he started moaning in pleasure while as I was sucking him. “Yeah man!”, he said in encouragement.

I wanted to get as much of him as I could in my mouth, but I was only able to get half of it at first. Besides being 8 inches long, he was also kind of thick and it was hard enough for me just to open my mouth enough to get him in. Still, I was surprised that he was enjoying what I was doing. I was sucking him and found that I enjoyed the taste in my mouth. His pre-cum was sweet and tangy, and I really wanted more of it. How did I go without cock for so long? My own cock was fully hard and trapped in my pants. I didn’t release it. I wanted to take care of him and give him pleasure.

All the time that I was sucking him, he kept giving me words of encouragement. He kept telling me how good I was sucking him off and how much he was enjoying my mouth on his cock. He kept telling me that I was a good cocksucker and to keep doing what I was doing. I noticed that his breathing had changed, and he was squirming quite a bit as I was sucking him off. After a few minutes, he told me that he was going to cum and I had already made up my mind before that I was not going to let him cum into my mouth. Sucking was one thing but taking cum was beyond my limits.

I took my mouth off his cock, and he grunted which I interpreted as disappointment. He grabbed his cock with his hand and finished himself off cumming on his hand. I looked at him shoot 5 or 6 spurts of cum in the and almost regretted not letting him cum in my mouth.

I wanted sex without any emotional connection and that’s exactly what I got. He took some paper, wiped the cum off his hand and cock, put it back in his pants and zipped-up. He gave me a gentle tap on the side of my face, and I had to stand-up to let him open the stall door. I locked the door behind him, as I heard him wash his hands, dry them and exit the washroom. I undid my belt and opened the front of my pants to release my hard cock and jerked-off to the thought of having a cock in my mouth for the first time since my first love. I came in the toilet.

I followed what he did and wiped my dripping cock with some paper, put it away and zipped-up. As I exited the stall, someone walked in. We crossed paths and I was certain that he knew what I just did. I felt weird and guilty. I looked at myself in the mirror as I washed my hands. Was I really the guy who was on his knees in a stall, sucking a stranger? It was almost as if that was another guy.

I went back to work but couldn’t stop thinking about what happened in the washroom. I got paranoid feeling all my co-workers’ eyes were on me as if they all knew. Still, I got through my afternoon and went home. My wife asked me what was wrong the moment she saw me. I told her it was work stress and she bought it. I was quiet all evening but after she fell asleep, I snuck into the bathroom to jerk off. As much as I tried to tell myself what I did was wrong, I was still so turned on by it I came withing a few minutes.

That unleashed a series of very frequent blowjobs in washrooms. I would make sure no guy came in my mouth. Some of them would ask but most wouldn’t. I got very good at avoiding taking the loads in my mouth and I didn’t know it at the time, but that was about to change in a big way.

 

[Jason-R]

Chapter 6 – Cruising oral​

One day, I had been sucking a guy I had been with before. He was a cruising regular, a professional in a suit and I would guess he was in his early 40s. He was tall, with a clean-shaven face and dark hair which he wore very short. I can’t say he had a gorgeous face but there was something about him that made him handsome anyway. Our encounters were all very similar with me on my knees sucking his big cock until he told me he was close, and I would remove my mouth from his cock, and he would shoot on the floor. On that particular day, he got more authoritarian and held my head while fucking my mouth. I was even able to deep throat him a few times and he really seemed to enjoy it. When his pace became faster, I tried to pull away, but he held me in place and with a loud “Arrrghhh!”, he flooded my mouth with cum. When he came down from his orgasm, he let go of my head and I quickly walked to a sink and spat the load. He straightened his clothes, washed his hands, and said, “Thanks man.”, as he left the washroom.

I did not respond. I was upset with him for forcing me to take his load in my mouth, but I have to say, I enjoyed the flavour of it which I could still taste. I ducked into a stall and jerked off at the thought and the taste in my mouth. I thought I would be just that guy and that I would not let others do that but the next time a guy told me he was about to cum, I just kept sucking and took the load in my mouth. Of course, I spat it after but enjoyed giving him more pleasure. I could tell they had better orgasms if they came in my mouth. After that, I started to let them do it unless they chose to pull out but, that rarely happened. In the following weeks, I must have taken at least 10 loads in my mouth which I all spat out after. I enjoyed taking their loads and giving them that pleasure.

One day, I was cruising at one of the hotels’ conference areas and there must have been an event in town because the crowd felt very different. There were a lot more early 20s, fit guys than usual. I walked in one of the usual washrooms and there were 3 of them at the urinals and I could see a couple of stalls were taken. I walked to one of the free urinals, pulled my cock out and tried to glance at them without being too obvious. Out of the corner of my eye, I could see the guy who was closest to me was stroking his cock and it looked like a nice big one. That gave me the confidence to turn my head slightly and I could see they were all jerking off. I stepped back slightly so they could see I was also stroking and getting hard. I wasn’t sure if I was the kind of guy, they were looking for, but they confirmed it by stepping back too and showing me their hard cocks. I heard one of the stall doors open and I instinctively went to my urinal as if I were peeing. They didn’t move. The guy that stepped out of the stall walked to the group with his hard cock in his hand. Another one joined us. He must have been the guy in the other stall even though I didn’t hear the door open. I turned around and joined the circle jerk.

The guys were all in shape and I thought they must be from some sport team. Two of them did not have the most handsome faces but ironically, had the nicest cocks. Overall, it was thrilling to be jerking with them. The one to my right looked at me, shook his cock and nodded. I understood he wanted me to suck him. I got on my knees and took his cock in my mouth. When I started sucking, I heard a couple of them saying, “Yeah!”, and I knew in that moment I was probably going to have to suck most of them if not all.

As I was sucking, the first guy, the others gathered around closer. I looked at all those nice young cocks and started to suck with more enthusiasm. The guy I was sucking was getting rock hard and moaning. I tried to take him deeper, but it made me gag a little. He obviously liked the feeling and tried to force his cock down my throat a few times. I tried to accommodate him and was successful a few times. He moaned louder and all of a sudden, he was cumming. “Aaarggghhh!”, I head him grunt as a big load filled my mouth. The other times that happened, it was over. The guy would take his cock out and I would spit out the load but this time, another guy placed his cock at my mouth the moment the first guy stepped away, “Now, suck me man!”, he said. It was the most handsome of them all and I really wanted to suck his beautiful cock. So, I did the only thing I could do, swallowed the load that was in my mouth and took the next cock. He was obviously already close before I started sucking because after only a few seconds, he came. I realized that, if I didn’t want to swallow 5 loads, I would have to stop the action and spit that load out. I also realized I didn’t want it to stop so I swallowed the entire load, and it was a big one. Then, I turned to the next cock. At that point, I didn’t care what they looked like. They were just cocks to me. Very nice cocks. I was also well aware that I was just mouth for their cocks and loads. They were probably not even into men but since a lot of girls don’t like to suck, they have to get it from guys. I was happy to provide that for them.

In the end, I sucked all 5 of them and swallowed it all. I have to admit, if there had been more, I would have been happy to keep going. Each of them left the washroom after he came and as the last one left, I stood in front of a urinal and jerked myself off with the taste of their cum in my mouth.

It was late and I had to head home. That night, I jerked off again at the thought of what happened earlier. I had gone from not swallowing at all to taking 5 loads in a row. I also could not wait to go back and suck more guys. I knew I would probably be swallowing every time going forward. It would later turn-out to be the case.

I told myself, it’s OK. It’s not like I’m getting fucked by them. I’m not really having sex with them; blowjobs are not real sex, right? The thought, however, stirred something in me, but I was not yet ready to give in to that temptation. That was soon to change.

 

[Jason-R]

Chapter 7 Part 1 - A step further​

I enjoyed the blowjobs I was giving but I was starting to long for the feeling of a cock in my ass. It had been so long, and the memory was starting to fade. Sure, a finger felt good while masturbating but I needed more. I worked-up the courage to walk into a sex shop in the gay area. I felt I would be less conscientious about buying a dildo for myself there. I chose a medium size one. Some lube, quickly, paid for them and left as fast as I could. I hid them in my bag and waited for an opportunity where I would be alone.

A few days later, my wife was going out with the girls, and I couldn’t wait for her to leave. As soon as I was alone, I took my purchases out of my bag, went to the bedroom but thought, this is too risky. Instead I went to the basement, closing the door just in case. If she returned, I could say I was re-organizing the tools or something.

Once I was down there, I took off my pants and underwear but kept my t-shirt on in case I needed to get dressed quickly. I put the lubricant from the bottle on the rubber cock and then put a lot on my hole. I noticed that when I did this, I liked the way my finger felt on my hole, even more than other times without lubricant. I could not wait to feel what this thing might feel like in my ass. Wondering if it was going to feel like a cock or was it going to be different. My cock started to get hard at the thought, but I was so out of practice, I decided continued to finger myself for a while to loosen myself up. I squatted down and finger fucked my hole. I wanted to shoot my load so bad, but I wanted to feel the dildo inside me more. I pulled my finger out and put it in position under me and lined it up with my hole.

I had trouble getting it in; it kept sliding off to the side. I had not had anything in my ass for quite a while. I knew my hole was tight, so I kept trying. I got a better grip on it, reached around and grabbed one of my ass cheeks to spread my hole apart and sat down on it. I rocked my ass back and forth working it in. I finally felt it go in.

It didn't feel like my finger at all, it hurt like hell. I pulled it out quickly and tried to relax my ass. How did that ever feel good? Was it simply that a real cock feels that much better? Then, I thought of some of the initial pain when I was first fucked and how good it felt in the end. After I got my composure, I noticed I was still hard, and I wanted to try again. It went in easier, and it hurt less. I pulled it out again and then put it back in. I did this like ten times until it moved in and out smoothly.

The final time I put it in, my hole must have been loosened up enough because it slipped in quickly and didn't hurt at all, it just felt like it belonged in me. Ho, how I remembered the feeling inside and through my whole body. I knew I would long for that feeling after this. It didn’t feel quite as good as a real cock but it was close. I looked down, grabbed my dick and started to do jerk myself off. I held onto the dildo underneath me and I began to ride it slowly. I couldn't believe how good it felt and it made my dick rock
hard. I started breathing heavy and moaning like I had before.

After bouncing on it for a while, I pulled it out again because I wanted to see what it felt like to be pulled out and shoved back in. Before I did that, I took a look at the dildo and for some reason, I wanted to suck it. Knowing it had just been in my ass turned me on so much. I licked the head first, taking in the taste of lube and a bit of myself. I almost came as I pushed it down all the way to my throat. I sucked on it a little bit, but I wanted to cum with it in my ass, so I placed it back at my hole. Unbelievably, it slipped right up my ass with no pain. I put my leg up on a chair and worked the dildo in and out of my ass while imagining it was a guy fucking me. I would alternate between my ass and mouth a few times but in the end, I imagined it was not a dildo, but a real cock and the guy was about to cum in me. I could hear him saying he was going to cum in me, fill me with his big load. I even said out loud, “Cum in my ass! Breed me!”, as I jacked off and quickly shot my load all over my jeans on the floor.

My ass hurt a little, but I had opened a door. I knew I would eventually have a guy fuck me. I just didn’t know who and when but I was brought back to reality when I heard my wife walk in upstairs. Had I been fucking myself that long? I panicked, quickly put my pants back on, threw the dildo and lube in the garbage and grabbed the bag. She called my name as I made my way upstairs and I said I had gone down to get the garbage bags to take to the bins as it was garbage night.

I had no way of sneaking out later and get my stuff back. When I heard the garbage truck, I knew my dildo was gone. It was probably just as well because I would have been paranoid keeping it in the house and risk her finding it. It would just have to be real cock and little did I know at the time but that was just about to happen.

 

[Jason-R]

Chapter 7 Part 2​

A couple days later, I was cruising as usual and met a handsome young guy in one of the main washrooms at one hotel. We were at side-by-side urinals, and he pulled away from his to show me his cock, so I reached to touch it. He responded by moaning so I got on my knees to suck him. Someone walked-in so we had to stop and take our initial positions at the urinals. The new guy went for a stall and my guy zipped-up, motioned for me to follow him with his head and walked out. I followed shortly after.

He was walking to a staircase going down to an area I had never been before. The stairs led to a large event area and there were washrooms behind a wall. I would have never found them if I haddn’t been following him, which made them very private. When I walked in behind him, his cock was already out, and he was stroking it. I walked-up to him, he reached for my belt buckle and undid it. He unzipped my pants and undid the button. I thought, “He doesn’t only want a blow job” “He’s going to blow me” However, he pulled my pants and underwear down to my ankles and made me turn around. I realized he was interested in my ass. I felt very nervous and excited at the same time.

He put some spit on his fingers and started rubbing my hole. It awakened something in me that had been dormant for a very long time. The feeling of a man playing with my hole was amazing. Then he whispered in my ear “Can I put it in?” and I nodded. I thought he meant his finger, but he took a condom out of his pocked, placed it on his cock. I thought, “This is it! I’m going to get fucked!”. He spat on his condom-covered cock, worked some of his saliva on my hole and started to push inside me. “Arrghhhh!”, I whispered, trying not to be too loud as he made his way in my ass. It had been a very long time since I had been fucked and even with the dildo from a couple weeks before, I was out of practice. Not enough to stop but certainly enough to make me doubt my decision. He didn’t give me time to adjust. He just started fucking right away, pulling almost all the way out before pushing completely in. I had never thought I would ever be fucked in one of these washrooms but there I was, holding on to a urinal’s plumbing while getting fucked by a stranger in a public place where someone could walk-in any minute. Fortunately, no one did.

I looked around taking it all in. The feeling in my ass was starting to be nice but I was not stroking my cock. I just let it flop around with the intense fucking I was receiving, being happy just to be dominated by him. I was just a hole to him that was there for his pleasure. I felt very degraded and thought, “Nobody In my life could imagine I would be giving up my ass like this”. I live a straight life; I’m married, have straight friends and co-workers. None of them would ever think I could be moaning like a whore while getting fucked by a stranger, in front of a urinal in a public washroom. The situation, however, thrilled me more than I could explain. I had lost my erection with the initial pain, but my cock was starting to get hard again.

He didn’t fuck very long but it was rough and intense. Soon he was breathing heavily and whispered in my ear, “Fuck! I’m getting close man!” And I replied, “Cum in me!”, knowing he was not actually going to do that. The fantasy of that was nice. He fucked more intensely than before and his hands gripped my hips so hard, it hurt but then came a grunt, “Aaaaarrrgghhhh!”, and came inside the condom in my ass. I felt the cock spasms but obviously, not the cum. I realized it was the first time I was fucked with a condom in my entire life but then again, he was only the second guy to fuck me in my entire life. Afterwards, everything happened so quickly. He pulled out of me, and the tip of the condom with the load inside stayed stuck at my hole so he had to pull a little harder to get it out. It confirmed that my ass returned to its tight status very quickly. I heard him zip-up then walked out throwing the condom in the trash can by the door. I was still in position, pants around my ankles, processing what had just happened. I had just been fucked for the first time in years and by a total stranger in a public place.

I had not had the chance to cum myself because I had to brace myself with both hands to steady myself during the rough fucking I had just received. I lifted my pants and underwear, and it was tough to zip up with my cock being fully hard. Then, I got the condom from the garbage can and went into a stall. I emptied the load in my mouth and jerked off to the thoughts of what just happened while fingering my ass. I replayed the scene in my mind, imagining he had fucked me without a condom and that when I told him to cum in me, that he actually did. I fantasized about feeling his load filling my ass as I shot a huge load in my hand while I swallowed the cum, I had kept in my mouth. Then I brought my own load to my mouth, licked all my cum and swallowed it.

After the high of my orgasm passed, I sat there for a few moments to process my thoughts. How could a guy who had always been a good boy, then a good man and later the faithful husband do what I just did? That was cheating. I might have been able to justify blowjobs as not cheating but getting fucked, definitely was. However, it felt so good to have a cock in me again and it was with a condom, that diminished the guilt. There was nothing romantic about it and I loved it; Actually, it made better. I had been afraid that being with a guy would awaken the pain of my first love but getting fucked like a slut by a random stranger didn’t. It awoke something in me, and I didn’t realize it at the time but, I would never be able to repress my sexual desires again.

I went back to work feeling lighter in my step, as if I took my place in life. I decided there would be more but as long as there was always a condom involved; it would justify my actions.

My cruising continued with all encounters being oral. I was enjoying it very much, but the more time went by, the more often I wanted to get fucked again. Sex with no emotional connection was what I needed. I wanted to re-create the feeling of getting fucked and I was starting to be disappointed when guys only wanted oral. I longed for another guy to fuck me and I didn’t know it at the time but that opportunity was about to present itself.

 

[Jason-R]

Chapter 8 - The conference​

My company sent me to a conference that was taking place downtown in one of the hotels that has a good cruising area and the washroom where I got fucked just a few weeks prior. I stayed at the show for a few hours, got some brochures and talked with a few people. I figured then; I could have some fun the rest of the time. I wondered if my friend from the last time was around. There was a guy that kept making eye contact. He was younger than me, about my height with light brown hair and blue eyes. He looked like he was in good shape under that suit. I had been so horny since getting fucked for the first time in my adult life, I was hoping for a repeat. I smiled at him, and my cock got hard at the thought having sex with him. We went in different directions, but a few passed, and we crossed paths again. This time, he walked up to me and extended his hand. We shook hands and he said, “I’m Rick”, I replied “Andre”. He was even more handsome up close. I was picturing him naked in my mind. We chatted for a few minutes about work related things but, I was very distracted the whole time. It might have been my imagination, but it almost looked like he was getting hard through his pants. I would have loved to make a move but didn’t know how. All too soon, it was time to go our separate ways.

He reached in his pocket which gave me a chance to look down at his crotch again. He was definitely bulging. He was either very hung or getting hard. He produced a business card and handed it to me. I took the card and looked down pretending I was looking at the information on it, but I was actually looking past the card to that that bulge. I am sure he caught me looking. He said, “Let me know if you need anything”, emphasising the word anything. As he said that, he grabbed his cock through his pants, making the message clear. I said, “Sorry, I don’t have business cards with me.”. He said, “You have my information. I have a room here.”, pointing up as he smiled and walked away. I might have not been good at flirting, but he was.

I felt so happy he wanted me. There were many handsome men around, but he chose me. I went to one of the seating areas that was empty. I sat there with the card in my hand, trembling at the thought of contacting him. After a few minutes, I decided to go for it. I took out my phone and started typing a text to him. I couldn’t believe I was actually texting a guy for sex. “Hi. It’s Andre.”, was my first text. I waited in anticipation for his reply, but it wasn’t happening. 15 minutes passed and nothing so, I thought, “He either found someone else or he was just playing with me.”. Disappointed, I put my phone back in my pocket and threw out his card.

It was an hour later when I felt my phone vibrate in my pocket. It was him! My heart raced as I read, “Sorry. Was stuck with the boss trying to land a deal with a supplier.”. I played it cool and replied, “No problem.”, and waited again. “Are you free?”, he asked, and I thought, “Bingo!”, I replied “Yes”, then he replied with his room number. I said, “Give me 15”, and he replied with a thumbs up and that he couldn't wait. I needed to get ready. I really wanted this to work out. I went out to the drug store down the street and bought some supplies. I'm knew the cashier knew what I had in store for later, with me buying condoms and lube. I suspected he was gay with the look he gave me. Damn, I was so horny I was imagining having sex with him too.

Back at the hotel, I took the elevator to the room in the text. I was as nervous as I was excited when I knocked on his door. He let me in, motioned for me to sit on the sofa and offered, “Drink?”, pointing at the mini bar; I said, “Yes. Beer?” He opened the fridge, took two beers out, opened both and handed one to me. He sat next to me on the sofa, and we chatted about random things while sipping our beers. There was a bit of awkwardness at first but, after about ten minutes everything was great. Maybe the beer was kicking in. No more awkwardness, just excitement when he said, “We should skip the whole wondering if the other one wants the same thing”, I nodded and he added, “Is it OK if I say I want to fuck you?”, and I replied, “More than OK.”, I was going to get my wish. Then, he stood up and said, “Let’s just get naked and have fun!” as he started taking off his clothes. His body was beautiful, and I felt a little self-conscious about mine. When we were both naked, he put my worries at ease when he said, “Wow! You’re so hot!”. “So are you.”, I replied sincerely, taking in his naked body. For a man that looked professional in a suit, he looked like an athlete without any clothes on. I was also surprised at how many tattoos he was hiding under there. His cock was not huge, but a good size and I couldn’t wait to have it inside me.

With that, I decided to go for it, I kneeled in front of him, grabbed his balls with my left hand, and took his whole cock into my mouth. I swirled my tongue around and around his head. He leaned back, closed his eyes for a second and told me how good that felt. I also loved it. I loved the feel and the taste. His cock was great. I stopped sucking it, looked at him, thought “Here it goes!”, and said “I want you to fuck me!”, and he said “Hell yeah! That sounds fucking hot. I’ve been checking-out your ass all day at the conference.”

My cock just became harder than I thought it could at the thought of his cock balls deep into my ass. I went to my bag and got the condoms and lube. I wanted to start out slow so that he didn't hurt me. I did not have a lot of experience at that time. I placed them on the nightstand and climbed on the bed on my hands and knees, facing him. He walked up to the bed, and I started sucking his cock. He gently started

fucking my mouth and I could taste some precum. I felt so slutty, but I loved it. After a few minutes he squeezed some lube on his fingers and reached for my ass over my back. He applied lube on my hole and pressed his finger up against it. He said to tell him if it hurt too much and to say stop or keep going. He pressed it into my hole. Slowly at first, just a little, then I said stop, then a little more, then I said stop, then a little more then soon enough, he was fingering me. He started with one finger, then two. After about 5 minutes, I told him to stop and said, “I’m ready for you to fuck me.”. While he put the condom on, I put some more lube on and in my hole. I also put some on his condom covered cock. I had him lie down on his back on the bed, I wanted to be in control at first on how much of his cock goes in and at what speed. He got on his back with his cock sticking straight up. My own cock was completely hard too, and I couldn't wait to feel him inside me. I faced him and put my legs on either side of him. I got down and straddled him just until the head of his cock was touching my hole.

I was so horny and couldn't believe this was happening. My cock was leaking precum and it was dripping down onto his stomach. I put one hand around his cock and spread my ass a bit with the other. I lowered myself and gently pushed the head if his cock in me. It was in but hurt a bit and I yelled, “Aaarrrhhhh!” as the head went in. The pain was leaving after a few seconds. I think the fingering loosened me enough so I slowly lowered a bit more then, slowly came back up. I didn't pull off of his cock, just to the very end. He was already telling me how great and tight it felt and that he was loving this. I went down again slowly, just a little more each time, then back up. I started a slow rhythm, going down a bit and back up. I was actually fucking myself on his cock with my ass. I couldn't believe it. I started going down further and after a few minutes, I had all of him in me. My cock was rock hard and dripping precum.

The last time I was fucked, it was in a washroom on the conference floor of the same hotel (Chapter 7). It was mostly anonymous with him fucking me from behind while I was bent over and holding on to a urinal. It was degrading but in a way I enjoy. This time, however, I was looking at Rick’s handsome face with both of us naked as I fucked myself on his cock. I couldn’t believe I was lucky enough to have him in me. I know it’s strange, but I felt more like I was cheating with him than the washroom encounters. He was moaning and telling me to keep going and I pushed the thought out of my mind. I started picking up the pace a bit. It was a position I enjoyed very much; he was hitting all the right spots inside. I was riding his cock all the way in and out of my ass. My own cock was bouncing up and down on his stomach as I he started to lift himself up, meeting me halfway. I was such a total slut. I started really getting into it. I was moaning a little and telling him how great his cock felt and how full my ass was. He was saying, “Ride that cock!”, and I did.

I suddenly stopped and got off of his cock. I asked if he was close to coming and he said not yet. I said “Good”, turned around, got on all fours again, put my head on the mattress, ass up, face down told him, “Fuck me like this!”. He was happy to oblige. I told him to pull out before he came though, because I wanted his load in my mouth. He got up on to his knees behind me. I felt his cock on my hole. In one motion he pushed his cock back in. He was in control now and it felt fantastic. He held his cock in me for a few seconds and told me, “Your ass is so nice, so tight!”, obviously enjoying seeing his cock in it.

He pulled back, then pushed in, back out and then in again. My cock got hard as again right away. He was fucking me doggie with a good rhythm. He had his hands holding me by the hips while he used me. I was so horny and felt so good being slutty. He kept fucking me, 10 or 15 more minutes. At one point, he said, “Fuck man, I’m getting close!”. I really wanted that load! I moved forward and his cock came out of my ass. I turned around and told him to rip off the condom, and I took his cock in my mouth. Then his hands pushed harder on my head, and he moaned, “Here it comes!”. I felt his balls harden first, then felt his load fill my mouth. I didn't want any cum leaking out. He was moaning and his balls and cock kept pumping cum into my mouth. I swallowed as much as I could, but I couldn't manage to stay connected to him fully and some started leaking out and running down my beard. After 5 cum blasts, he finally stopped. “Wow what a load!”, I thought. I took his cock out and swallowed what I had in my mouth.

He opened his eyes, looked at me and said, “Holy shit that was fucking awesome!”, as he walked towards the bathroom. I realized in that moment that he was not really interested in making me cum and it looked like it was time for me to go. I got up, walked over to the sofa and started getting dressed. When He came out of the bathroom, I was fully dressed. “I had a good time.”, he said and I told him I did too. He put his clothes back on, told me he would text me the next day but, I did not expect him to actually do it and I would discover later that I had been right.

We said our goodbyes and I took the elevator down still horny as hell and on a high from the good fucking I had just received. That and the fact that I did not cum with him explain for what was about to take place in the next chapter.

 

[random_joe]

Chapter 8 - The conference​

My company sent me to a conference that was taking place downtown in one of the hotels that has a good cruising area and the washroom where I got fucked just a few weeks prior. I stayed at the show for a few hours, got some brochures and talked with a few people. I figured then; I could have some fun the rest of the time. I wondered if my friend from the last time was around. There was a guy that kept making eye contact. He was younger than me, about my height with light brown hair and blue eyes. He looked like he was in good shape under that suit. I had been so horny since getting fucked for the first time in my adult life, I was hoping for a repeat. I smiled at him, and my cock got hard at the thought having sex with him. We went in different directions, but a few passed, and we crossed paths again. This time, he walked up to me and extended his hand. We shook hands and he said, “I’m Rick”, I replied “Andre”. He was even more handsome up close. I was picturing him naked in my mind. We chatted for a few minutes about work related things but, I was very distracted the whole time. It might have been my imagination, but it almost looked like he was getting hard through his pants. I would have loved to make a move but didn’t know how. All too soon, it was time to go our separate ways.

He reached in his pocket which gave me a chance to look down at his crotch again. He was definitely bulging. He was either very hung or getting hard. He produced a business card and handed it to me. I took the card and looked down pretending I was looking at the information on it, but I was actually looking past the card to that that bulge. I am sure he caught me looking. He said, “Let me know if you need anything”, emphasising the word anything. As he said that, he grabbed his cock through his pants, making the message clear. I said, “Sorry, I don’t have business cards with me.”. He said, “You have my information. I have a room here.”, pointing up as he smiled and walked away. I might have not been good at flirting, but he was.

I felt so happy he wanted me. There were many handsome men around, but he chose me. I went to one of the seating areas that was empty. I sat there with the card in my hand, trembling at the thought of contacting him. After a few minutes, I decided to go for it. I took out my phone and started typing a text to him. I couldn’t believe I was actually texting a guy for sex. “Hi. It’s Andre.”, was my first text. I waited in anticipation for his reply, but it wasn’t happening. 15 minutes passed and nothing so, I thought, “He either found someone else or he was just playing with me.”. Disappointed, I put my phone back in my pocket and threw out his card.

It was an hour later when I felt my phone vibrate in my pocket. It was him! My heart raced as I read, “Sorry. Was stuck with the boss trying to land a deal with a supplier.”. I played it cool and replied, “No problem.”, and waited again. “Are you free?”, he asked, and I thought, “Bingo!”, I replied “Yes”, then he replied with his room number. I said, “Give me 15”, and he replied with a thumbs up and that he couldn't wait. I needed to get ready. I really wanted this to work out. I went out to the drug store down the street and bought some supplies. I'm knew the cashier knew what I had in store for later, with me buying condoms and lube. I suspected he was gay with the look he gave me. Damn, I was so horny I was imagining having sex with him too.

Back at the hotel, I took the elevator to the room in the text. I was as nervous as I was excited when I knocked on his door. He let me in, motioned for me to sit on the sofa and offered, “Drink?”, pointing at the mini bar; I said, “Yes. Beer?” He opened the fridge, took two beers out, opened both and handed one to me. He sat next to me on the sofa, and we chatted about random things while sipping our beers. There was a bit of awkwardness at first but, after about ten minutes everything was great. Maybe the beer was kicking in. No more awkwardness, just excitement when he said, “We should skip the whole wondering if the other one wants the same thing”, I nodded and he added, “Is it OK if I say I want to fuck you?”, and I replied, “More than OK.”, I was going to get my wish. Then, he stood up and said, “Let’s just get naked and have fun!” as he started taking off his clothes. His body was beautiful, and I felt a little self-conscious about mine. When we were both naked, he put my worries at ease when he said, “Wow! You’re so hot!”. “So are you.”, I replied sincerely, taking in his naked body. For a man that looked professional in a suit, he looked like an athlete without any clothes on. I was also surprised at how many tattoos he was hiding under there. His cock was not huge, but a good size and I couldn’t wait to have it inside me.

With that, I decided to go for it, I kneeled in front of him, grabbed his balls with my left hand, and took his whole cock into my mouth. I swirled my tongue around and around his head. He leaned back, closed his eyes for a second and told me how good that felt. I also loved it. I loved the feel and the taste. His cock was great. I stopped sucking it, looked at him, thought “Here it goes!”, and said “I want you to fuck me!”, and he said “Hell yeah! That sounds fucking hot. I’ve been checking-out your ass all day at the conference.”

My cock just became harder than I thought it could at the thought of his cock balls deep into my ass. I went to my bag and got the condoms and lube. I wanted to start out slow so that he didn't hurt me. I did not have a lot of experience at that time. I placed them on the nightstand and climbed on the bed on my hands and knees, facing him. He walked up to the bed, and I started sucking his cock. He gently started

fucking my mouth and I could taste some precum. I felt so slutty, but I loved it. After a few minutes he squeezed some lube on his fingers and reached for my ass over my back. He applied lube on my hole and pressed his finger up against it. He said to tell him if it hurt too much and to say stop or keep going. He pressed it into my hole. Slowly at first, just a little, then I said stop, then a little more, then I said stop, then a little more then soon enough, he was fingering me. He started with one finger, then two. After about 5 minutes, I told him to stop and said, “I’m ready for you to fuck me.”. While he put the condom on, I put some more lube on and in my hole. I also put some on his condom covered cock. I had him lie down on his back on the bed, I wanted to be in control at first on how much of his cock goes in and at what speed. He got on his back with his cock sticking straight up. My own cock was completely hard too, and I couldn't wait to feel him inside me. I faced him and put my legs on either side of him. I got down and straddled him just until the head of his cock was touching my hole.

I was so horny and couldn't believe this was happening. My cock was leaking precum and it was dripping down onto his stomach. I put one hand around his cock and spread my ass a bit with the other. I lowered myself and gently pushed the head if his cock in me. It was in but hurt a bit and I yelled, “Aaarrrhhhh!” as the head went in. The pain was leaving after a few seconds. I think the fingering loosened me enough so I slowly lowered a bit more then, slowly came back up. I didn't pull off of his cock, just to the very end. He was already telling me how great and tight it felt and that he was loving this. I went down again slowly, just a little more each time, then back up. I started a slow rhythm, going down a bit and back up. I was actually fucking myself on his cock with my ass. I couldn't believe it. I started going down further and after a few minutes, I had all of him in me. My cock was rock hard and dripping precum.

The last time I was fucked, it was in a washroom on the conference floor of the same hotel (Chapter 7). It was mostly anonymous with him fucking me from behind while I was bent over and holding on to a urinal. It was degrading but in a way I enjoy. This time, however, I was looking at Rick’s handsome face with both of us naked as I fucked myself on his cock. I couldn’t believe I was lucky enough to have him in me. I know it’s strange, but I felt more like I was cheating with him than the washroom encounters. He was moaning and telling me to keep going and I pushed the thought out of my mind. I started picking up the pace a bit. It was a position I enjoyed very much; he was hitting all the right spots inside. I was riding his cock all the way in and out of my ass. My own cock was bouncing up and down on his stomach as I he started to lift himself up, meeting me halfway. I was such a total slut. I started really getting into it. I was moaning a little and telling him how great his cock felt and how full my ass was. He was saying, “Ride that cock!”, and I did.

I suddenly stopped and got off of his cock. I asked if he was close to coming and he said not yet. I said “Good”, turned around, got on all fours again, put my head on the mattress, ass up, face down told him, “Fuck me like this!”. He was happy to oblige. I told him to pull out before he came though, because I wanted his load in my mouth. He got up on to his knees behind me. I felt his cock on my hole. In one motion he pushed his cock back in. He was in control now and it felt fantastic. He held his cock in me for a few seconds and told me, “Your ass is so nice, so tight!”, obviously enjoying seeing his cock in it.

He pulled back, then pushed in, back out and then in again. My cock got hard as again right away. He was fucking me doggie with a good rhythm. He had his hands holding me by the hips while he used me. I was so horny and felt so good being slutty. He kept fucking me, 10 or 15 more minutes. At one point, he said, “Fuck man, I’m getting close!”. I really wanted that load! I moved forward and his cock came out of my ass. I turned around and told him to rip off the condom, and I took his cock in my mouth. Then his hands pushed harder on my head, and he moaned, “Here it comes!”. I felt his balls harden first, then felt his load fill my mouth. I didn't want any cum leaking out. He was moaning and his balls and cock kept pumping cum into my mouth. I swallowed as much as I could, but I couldn't manage to stay connected to him fully and some started leaking out and running down my beard. After 5 cum blasts, he finally stopped. “Wow what a load!”, I thought. I took his cock out and swallowed what I had in my mouth.

He opened his eyes, looked at me and said, “Holy shit that was fucking awesome!”, as he walked towards the bathroom. I realized in that moment that he was not really interested in making me cum and it looked like it was time for me to go. I got up, walked over to the sofa and started getting dressed. When He came out of the bathroom, I was fully dressed. “I had a good time.”, he said and I told him I did too. He put his clothes back on, told me he would text me the next day but, I did not expect him to actually do it and I would discover later that I had been right.

We said our goodbyes and I took the elevator down still horny as hell and on a high from the good fucking I had just received. That and the fact that I did not cum with him explain for what was about to take place in the next chapter.

This is so fucking hot

 

[Jason-R]

Chapter 9 – Cruising encounter​

After getting fucked by the handsome guy from the conference and not cumming myself, I went down to the conference floor washrooms hoping to find someone to get me off. There were a few guys around but because of the conference I was attending, it would be difficult to get any good action going. There was h the risk of running into someone I knew but I was so horny from getting fucked, I needed to get off. I was really only looking for a place where I could at least jerk off or maybe some oral fun. I tried one washroom but there were too many people for that, so I went to a urinal pretending to pee

When a guy in maintenance uniform came in to use a urinal, I zipped-up and left that washroom. I knew I had to be careful with staff and I didn’t want to get busted. I walked around hoping to see anyone interesting. The maintenance guy that I saw in the first washroom walked past me and I got a good look at him. He had a hotel tag on his uniform, and he was very handsome. Young, muscular, dark scruff on his face and a masculine walk. I thought, “Man, he’s hot! Too bad he’s straight.”.

I continued my cruising and tried another washroom. There were less people, so I went to a urinal and waited. The same maintenance guy came in and took the urinal right beside me even though there were many other available ones. I thought, “He either really wants to bust me for cruising or he is actually cruising too!”. My heart raced at the thought of maybe sucking such a hot young guy. When we were alone, he backed-out of his urinal to show me his cock. It was a very nice one. Not the biggest but a good size with a nice big head. I knew staff would not do that if they wanted to bust you, so I decided to go for it. I reached across to touch his cock, and he moaned in pleasure. Then, I got on my knees and started sucking him. He placed his hand on my head and guided me, forcing me to go deeper. I gagged a little but it was OK.

We heard the door so I stood-up in front of a urinal and he turned towards another one to hide his erection. The guy that came in was not a cruiser. The maintenance guy looked at me and made a gesture with his head to follow him. I nodded to let him know I understood but I didn’t move just yet.

Because it looks suspicious for 2 guys to leave at the same time, I let him leave, gave it a few minutes, and exited the washroom. I was hoping he was still there but was sorry I didn’t see him right outside the washroom. I thought I had lost him without getting the chance to do more. I had initially thought I would only do oral but he was so hot, I was hoping he would want more too. I had condoms with me, and I was lubed, so I was ready for anything.

Then, I saw him further down the hall. It’s a part of the hotel I would not normally go as I knew it led to staff-only areas. He made the same head gesture to follow him, and I did. He took me to a stock room. It contained tables and stacks of chairs. He pulled me to him and slid his hand inside my underwear to grab my ass. Then his finger touched my hole, and he said,” Yeah!”, as he pushed in my already lubed hole. I undid my belt and unzipped my pants. He made me turn around and I placed my elbows on the table in front of me. He pulled down my pants to my ankles, unzipped his pants, took out his hard cock and started stroking it. Then I felt a second finger enter me and he said, “Feels like you’re ready.”.

That’s when it occurred to me “He wants to fuck me, and I don’t have condoms”! I had left them in the room upstairs. He stood-up behind me, spat on his cock and started to push in. I grunted “Arrrghhh!” when the big head went in. He said, “Your ass is so hot man!” as he pushed more of his cock inside. He only got about half of it inside when I reached behind to push him back. I was thinking of then condom but he was obviously thinking of the lubrication. He said, “I’s OK. We can do this. Just relax.” “I gotta have your ass man!” so he spat on my hole and a few times on his cock while moisturizing my insides with his finger. “Did you just get fucked?”, he asked, and I nodded. I asked him, “Do you have a condom?”, and he said, “No. Do you?”, I said, “No.”, “Damn!”, I thought, “This is going to end here.”, but he placed his cock on my hole. “I want to fuck you so bad man! Too bad we don’t have condoms. Your ass is so fine. I really want to be inside you.”, he said. I don’t know exactly why, but I didn’t stop him. Instead, I just moaned like a whore as he pushed his raw cock head into my ass.

It must have been the thrill of the scenario, getting fucked a second time in one day. I was feeling like a total slut, and I loved it. Why break a moment like that? I thought, “Just this one guy, it’s OK. I’ll let him fuck me bare.”. The thought thrilled me beyond words, and I was so horny. When he pushed his cock inside me, it was easy and it felt good. I did not stop him. He was able to get all the way in until I felt his balls on my ass. He stayed there with his body against mine and his entire cock in me for a few seconds to allow me to get used to it. There would be no turning back; I was going getting fucked bare for the first time in my adult life. And by a complete stranger; something I had told myself I would never do.

Then, he asked “OK?” and I replied, “Yeah! Fuck me!”. He pulled almost completely our and slowly pushed back in. I grunted, “Arrrghhh!” again but this time in pure pleasure. I was loving the feeling of his cock inside me, and he realized it. “I’m gonna fuck you hard!”, he said not waiting for a reply. That’s when he started his assault on my hole. I held on to the table for dear life, unable to touch my own cock which was swinging and slapping my stomach, thighs, and balls. The table was squeaking, and I thought, at any moment, someone is going to hear the noises and walked in on us. That added to the thrill of it all. He did not seem to care if a colleague caught us fucking and he didn’t ask me to be quieter as I was going “Arrghh! Arrghh! Arrghh!” each time his body slapped onto my ass.

He fucked me roughly for quite some time with total disregard for me. I felt like I was a hole to him, and I kept bracing myself to my table accepting my role as a slut. I was moaning “Arrghhh!”, in pleasure, and he kept saying things like “Your ass feels so good, man! Take my cock”. I was squeezing his him with my ass muscles and saying, “Fuck me! Fuck me hard!”, and he would respond by grunting louder. If I thought I was a whore getting fucked with a condom in a hotel room, I was at a new level being fucked in a stock room.

After a while, he increased his speed, and I realized I was going to breed me if I didn’t speak-up. “Don’t cum in me!”, and he said, “Where do you want my load?” I said, “In my mouth” so grunted in disappointment as he pulled out. I know he would have liked to cum in me and quite frankly, I would have liked it too, but I was not ready for that. I turned around, got on my knees in front of him and opened my mouth. He jerked his cock and came in my open mouth. I swallowed the big load, then took his cock, which had just been in my ass, in my mouth and sucked the last drops of cum.

If you’re going to be a slut, you have to accept what happened next. He took his cock out of my mouth, tucked it in his pants and zipped-up. Then he said “You gotta get out of here”. Wham bam, thank you man. After all, I had just let a total stranger in my ass raw, in a storage room. I stood up pulled my pants up and tried to put myself together to go back to the public space not looking like a guy who had just been fucked. I went to a washroom and jerked-off in a stall at the thought of the hot sex I had that day.

Afterwards, I felt guilty for letting a total stranger fuck me without a condom. It also occurred to me that he knew exactly what he was doing, and I was probably not the first to get barebacked in that stock room. “I can’t let that happen again.”, I thought feeling very upset with myself. It was fun but I decided I would always use condoms.

Still, the thought of it thrilled me and I the jerked-off several times to the memory. I thought, the raw fuck was fun, but it was just going to be that one time, or maybe that one guy. If we were to meet again, I knew, I would probably let him fuck me bare. I was really hoping to see him again but in all my cruising time, but I never did.

 

[Jason-R]

Chapter 10 - Prequel​

After the encounter in the previous chapter where I had let a total stranger fuck me bare, I felt a little freaked-out. How quickly I had gone from oral only to getting fucked and then going raw in only three encounters. I found a clinic in town that does anonymous testing for STIs, and I went to get tested. I felt very weird and ashamed of myself sitting in the waiting room. I was internally judging the other guys in there knowing I we were all in the same boat.

The guy that tested me was very handsome and I appreciated that he did not give me any grief when I told him I had let a complete stranger fuck me bare. He had me pull down my pants and underwear for the exam and I was embarrassed that my cock was semi-hard being close to such a handsome guy. My mind went to picturing him fucking me raw right there on the exam table and my cock reacted accordingly. He remained professional and inspected my cock and did the proper ass swabbing. He was so sexy, I suppose it was not the first time that happened to him. I had to wait a week for the results and vowed to myself I would not be in that position again. They only call if they find something so when I didn’t get a call from them, I was relieved that everything was OK.

I refrained from cruising and sex altogether for a couple of months but after a while, I found myself cruising again. It was oral only and I even started to spit the loads at first but of course, when a really hot guy came in my mouth one day, I swallowed it all. After that, I swallowed every load, and I always carried condoms but the opportunity to get fucked was not presenting itself. At least not with the few guys I had been with during that period. The need to feel a cock in my ass was growing stronger and I started to look for other ways than cruising.

This is taking place before the gay apps, at least, I didn’t know they existed or maybe they were not popular yet. That is when I discovered a site that had all kinds of ads when I was looking to buy storage shelves for the garage. I explored other categories and found the personals. They had a category of “Men Seeking Men”, and it contained a lot of posts with different level of details about what they were looking for. Some had pictures but most didn’t. I set a fake e-mail address in case I was going to reply to some. The anticipation got me very excited, but it took me a while to actually respond.

I checked them often in the following weeks until one piqued my curiosity. It said, “3 guys looking for bottom”. I sent him an e-mail and he replied quickly. In his response, he said he was an older guy, in shape and looking for a bottom to take him and two other guys. He said he had condoms and lube, and they wanted to take turns at one guy. We exchanged pictures and I was surprized that the other two guys were much younger. They looked like they were in their 20’s while he looked to be in his fifties. He did appear to be in good shape and the thought of getting fucked by three guys excited me a lot. He said I had a very sexy ass, and they couldn’t wait to fuck me. I made it clear that condoms were a must, and he replied that it was the rule for them too. We made plans to meet in the afternoon the next day. Just like that, I had agreed to have my very first group sex. I was both excited and scared but there was no way I could have backed out.

 

[Jason-R]

Chapter 10 - First group​

I had trouble focussing on work that day and was both excited and scared as I made my way to the address that he had sent me. I had to take the subway and a bus to get there as it was a little out of the city. I arrived at the address, and it was a cute small brick house in a neighborhood of similar mid-century homes. The neighborhood looked very quaint. I knocked on the door and a young guy answered. He was as cute as his picture. He was taller than me, had short brown hair a short beard and a slim build that was visible through a tight-fitting white tank top. He said, “Hi. Come in!” and waved me in with a sexy smile then said, “I’m Tony by the way.”, I simply replied, “I’m Andre.”. Then, he said, “This is Sam.” Pointing at the other young guy who was sitting on the sofa. Sam said, “Hi!” and waived. He was more muscular than Tony. He had darker wavy hair, was clean shaven and had multiple tattoos on his arms. The older man came in from the kitchen and said, “Hello there. I see you’ve met”, I nodded. He had a nice medium build and was as tall as Tony. He looked older than in his pictures and I would have guessed late 50s for sure, but he was masculine. He had a nice, rugged look with a full head of grey hair and facial scruff. He extended his hand to me and said, “Grant!”, I shook his hand and said, “Andre.”. Looking at them together, I thought, “They could be a father and his two sons. Certainly, he and Tony had a lot of similar features.”. I decided not to ask and just let that fantasy play in my mind while we were having sex.

Grant asked if I wanted some water, and I accepted. I noticed a slight Australian accent that I thought was very sexy. When he returned, he said, “I hope you’re ready to get the fuck of your life?”, as he handed me a glass of water. I replied, “Yes!”, sounding more confident than I actually was. Sam stood-up and said, “Let’s do this!”, Grant looked at me and said, “This way.”, and we all walked down the hall to a bedroom. It was stark and looked more like a guest room than the other rooms I saw as we made our way there. I thought, “He doesn’t want to fuck a guy with his sons in his bed.”, which played along to my fantasies. All of a sudden, I wanted to be gang banged by those three more than anything else. Tony came up to me and started touching my ass. “I was checking you out as we walked. Nice ass!”, he said while unzipping his jeans. He took his cock out and it was a nice one. I instantly got on my knees and took it in my mouth. His cock hardened quickly as I sucked. I could see the other two getting undressed as I sucked. Tony took off his tank top and Sam presented his cock to me. It was similar in length to Tony’s but he had more girth and both were uncut.

I started sucking Sam and I could see Grant from the corner of my eye. He had a very nice body for a man his age but that’s not what caught my attention. He was stroking his cock watching us and it looked huge. Tony started lifting my shirt over my head and I undid my belt and unzipped my pants. Sam got behind me and pulled my pants down below my ass and said, “Nice!”. I stood up and removed my pants and socks. Now, we were all naked. I bent down and resumed sucking Tony’s cock, and I felt Sam’s tongue on my hole. He didn’t rim very long but he spat on my hole a few times, making me slick. Then Craig asked, "Which one of you is going fuck him first?", asked Grant, making me pull off Tony's cock. The men paused, looking like each of them wanted to be the first to tap my ass. "Since you're already back there.", Grant added as he winked back at Sam. "Open him up for us."

"Hell, yeah!", Sam gave my hole one last kiss before raising up. "Hope you can handle this." He slapped my ass. "I'm going to stretch that pussy!". I ignored the comment, not really liking my ass being called a pussy, and returning to sucking Tony's cock. I felt the head of Sam's cock on my hole. He inhaled deeply, relaxed his body and prepared himself. Then, he pushed forward. My hole gave some resistance then the head popped in. I gave a muffled “Hmmmmm!”, and moaned around Tony's cock then, Sam pushed forward. As I felt him slide into me, I stopped sucking Tony and said, “Do you have condoms?”. Grant said, “Yes. Guys, not bare, OK.”, so Sam pulled out. Grand came to us and handed Sam a condom, then I saw there were more of them on the night table as I bent over the bed. I was relieved because I had been feeling paranoid after letting the last guy fuck me bare.

Sam had quickly placed the condom on his cock, applied lube on my hole and then slammed all the way in me. “Aaaaarrrghhhh!, I yelled at the pain. He had an average length but certainly more girth than most. "Oh, my God.", he said as he sunk deep into me ignoring my reaction, then added, "Damn, he's so fucking tight!". He took hold of my hips and slowly began sliding his cock in and out of my ass and said, “Damn! He's massaging my dick!". I was not doing anything really, but I knew I must have felt very tight to him from the pain I was experiencing. I let him go at his own pace and started enjoying the feel of the thick cock in my ass as he slowly fucked me. He kept that slow pace and at one point, the pain faded, and I was starting to enjoy it. Tony said, “That’s so hot!”, and I was reminded that two guys were watching me getting fucked and became aware of the exhibitionist in me. Then I heard Grant say, "Are you going to fuck his ass or just play with it?".

The must have pissed Sam off because I felt him tighten his grip on my hips and his fingers dug into my skin. "Oh, you think he can handle all this?", he grunted as he started pounding me faster making our bodies slap together. I held on to the bed sheets as I took a rough pounding and going, “Arrgh! Arrgh! Arrgh!” with each thrust. I got lost in the fucking but was brought back to reality when I heard Grant say, “Who do you want to fuck you next?”, and my response was, “Him.”, pointing to Tony. I was not sure if I would even be able to take Grant’s huge cock at all, but I knew that it would help if I got stretched by the other two before. Tony smiled and said, “Get on the bed! Sam, it’s my turn”. Sam ignored the order and continued with his thrusts. "Sam, you'll get your turn again.", said Grant, "I don't want you guys coming too soon.", and Sam pulled out of me. It really sounded like a father instructing his sons which again, played into my fantasy.

I climbed on the bed on all four and Tony took his place behind me, and I felt his cock at my hole. When he pushed the head in, I said, “Condom!”, and he pulled out but instead of putting a condom on right away, he kept teasing my hole with his cock head. A few times, he pushed inside slightly and each time a bit further yet, I said nothing to stop him. Mostly because Sam had removed the condom he was wearing and was presenting his cock for me to suck. Sam moaned as I took him in my mouth and Tony stopped teasing me. After a pause, I felt him back at my hole but that time, he went in a lot further. I made a muffled, “Mmmhhhh!”, around Sam’s cock while reaching back to feel if Tony was wearing a condom or not. He pulled most of his cock out, waited for me to confirm that he was and then, started fucking. He had less girth than Sam, but I could feel the discomfort of his additional length. “Nice ass man!”, he said through his grunts. I stopped sucking Sam and said, “Thanks!”. I saw Grant sitting on the chair in the corner, stroking while watching me take cock at both ends. His cock was big, and I wondered if I would be able to take it. I could not think of it too long because Sam was jiggling his cock in front of my face, and I knew he wanted me to resume sucking which I did. As expected, the initial pain I felt when Tony entered me faded and I was starting to really enjoy being their fucktoy. It was certainly the sluttiest thing I had ever done, and I had not taken Grant yet.

The guys shifted, expecting to take the next position in rotation, which should have been Grant but
I had other plans or rather, I was trying to delay Grant fucking me. I guided Tony to the floor and straddled his hips. "New position." he said as he smiled. I grabbed Tony's cock, aimed it at my hole and lowered myself onto it. "Damn!", I said in almost a whisper, feeling him go a little deeper. His eyes rolled back in his head as my ass rested against his body. The other two watched Tony's cock disappear in me while stroking theirs.

Once my ass rested on Tony's hips, I took a moment to allow myself to adjust before reaching out with each hand and grabbing the other two's cocks. I pulled them toward him, taking Grant's cock in his mouth and stroking Sam while raising my hips up and down on Tony's cock.

I sucked the other two, moving from one cock to the other while keeping fucking myself on Tony's cock. Tony gripped my waist and began thrusting up, meeting me on my way down. "Why didn't we do this sooner?", Sam asked no one in particular, and it made me question their relationship even more. Were they all straight and fucking a guy for the first time?

Sam laid down beside Tony holding his condom covered cock up and shaking it. I understood what he wanted and lifted myself from Tony, moved over to Sam and guided his cock back in my ass. I squatted up and down on him and he lifted his pelvis, meeting me halfway. After a while, they lifted me up and made me get on all four on the bed and they took their turn at my ass. At one point, Tony removed the condom from his cock and presented it to me for sucking. I started sucking while Sam kept pounding me. Sam had the shorter cock of the two but he sure hit more pleasure spots, sending a very pleasurable in my entire body through my hole. Aster a few minutes, he started to fuck faster and then pushed himself all the way in and I felt his cock spasm as he came inside the condom in my ass.

When he was done cumming, he pulled out and collapsed on the bed. Tony went around taking Sam’s place behind me and pushed right in. It felt so good without a condom, but I said, “Not bare!”, so he only went in and out of me a few times, then pulled out. I could tell he really wanted to fuck me raw and a part of me wanted to let him but I had felt so guilty after the security guy from the hotel fucked me bare that I was not yet ready for another one. He reached to the bedside table for a condom and applied it to his cock. Then he laid back down on the floor and said, “Fuck yourself on me!”. I straddled him and lowered myself on his cock. He started lifting himself up to fuck me Tony went deeper than Sam and in that position, he was rubbing me right inside. Grant walked to me and presented his huge cock to me, wanting me to suck it. I took it in my hand and took the head in my mouth. He moaned and I pushed more of it in my mouth. I was impressed I could take that much but there was no way I was going to be able to takt it all. Still, he seemed to enjoy it and said, “Yeah, suck it!”, pushing himself in my mouth as far as it would go. I gagged a few times but kept going. All I could do was to hold myself there as they fucked me at both ends. When Tony started to fuck fast, and I knew what was coming next. He yelled, “Aaaarrrrrghhhh!”, as he shot his load in the condom. I could not feel the spasms that time because he continued fucking through his orgasm, but I had to stop sucking Grant and hold on to his body for balance while Tony came.

 

[Jason-R]

Chapter 10 continues​

"It's Grant's turn.", said Sam, bringing me back to reality. I settled on Tony's hips with his cock still in my ass, my hands stroking Grant and was still in awe of the size, but I knew I could not delay it much longer. I was going to take Grant up my ass even though I wasn’t sure it was going to feel good. I looked up see him smirking with a cocky grin as he said, "Come on man! Let's see what you can do with that big dick.". I let go of Sam and rose off Tony, making his cock slap down on his stomach.

I pulled Grant along with me and laid on my back on the bed. He grabbed my legs, spread them and raised them in the air. He winked at the boys who quickly laid on either side of me as he opened a condom and applied it to his cock. Each guy took a hold a leg and pulled them back to present my hole to Grant. "Your hole is going to be wrecked by the end of this.", he said climbing on the bed on his knees between my legs. He squeezed some lube out of the bottle and stroked his cock with it while looking at my exposed hole.

"Are you going to admire it or fuck it?", said Sam. Grant pushed my legs back further, leaned down and spat on my hole which made me feel very slutty. There I was, bent in half with two guys that had just fucked me holding my legs exposing my ass to the biggest cock I had ever seen and that was about to fuck me. Grant aimed his cock at my hole and started to push into me. The head popped in easily as I had just been tag teamed by the other two for at least 30 minutes. The head felt big but good as it made it's way inside. He looked directly at me, and I nodded, giving him permission to keep going. He pushed a few more inches in me and I could really feel the pressure and I am sure, so did he.

Grant began moving his hips slowly. "How the fuck is he still tight?", he let out a growl then sank deeper in me. "Take that fucking dick.”, he said as I felt the depth of my ass resisting him. “Oh! Fuck!”, I said, then yelled, “Aaaarrrrghhhhh!”, as he pushed through the barrier. I would later learn that’s that they call the second hole, and he had taken another level of my virginity. In that moment, I felt stretched to the limit and in pain as Grant started withdrawing and pushing back in. Each time his balls hit my ass, I yelled, “Aaarrghhh!”, feeling a jab of pain deep in my body. He said, “Shhhhhh.” But I just moaned louder and louder.

Then, as quickly as it arrived, the pain went away. He smiled as he saw my expression go from pain to pleasure and said, “Yeah?”. I replied, “Yeah! Fuck me!”. I did not know why but he felt completely different inside me. Grant rose to the challenge, pulling almost completely out then, pushing all the way in making his body slap against mine. I felt the suction each time he withdrew and the pressure each time he pushed in. I felt like a real whore getting fucked by the biggest cock I had ever seen while two guys held my legs back. “Bet he doesn’t feel tight now.”, said Tony which made Sam laugh but Grant said, “Oh, you’d be surprized.”, then looking at me, added, “Fuck, you’re good!”. It made me feel really good but I also wondered if my hole would ever feel the same again. Grant fucked me for 10 minutes or so then, said, “Turn around!”, while pulling out of me. I got on all four and he took his place behind me and shoved his cock all the way in. Even after getting fucked for quite some time, I still yelled, “Aaarrrghhh!”, as his body slapped against my ass. He didn’t wait for me to get adjusted and started fucking right away. He was going faster than before, and I wondered if he was close to cumming. I was starting to wish he was.

I was still an inexperienced bottom, and my ass was starting to feel the strain. He placed a hand between my shoulder blades and pushed me forward. I laid flat on my stomach, and he moved with me, never stopping his assault on my hole. I was thinking, “An ass should not take that much cock.”, while whimpering into the bed spread. I heard Tony say, “You’re wearing him out.”, picking-up on my expression. Grant laid flat on top of me and whispered in my ear, “Am I too much for you?”, and I just said, “You’re so big.”. He was fucking slower, and I realized the sensation changed. The speed made a very big difference and my moans changed to pleasure. He fucked me with his chest on my back for a few minutes and then lifted himself in a push-up position which was allowing him to make longer strokes. After a couple minutes, I heard Sam say, “I think the condom broke!”, and Grant pulled out of me saying, “Fuck!”. I quickly turned around to look and sure enough. Grant’s huge cock head was naked, and the condom was bunched-up on his shaft. “I thought it felt different.”, he added and that’s when I realized why the sensation had changed. The condom had ripped, and he was fucking me bare. It was a good thing he didn’t cum like the others did in condoms because I would have taken that load whether I wanted it or not. That would have freaked me out.

I looked at the night table and there were no more condoms. Grant saw what I was doing and said, “That was the last one. Fuck!”, and I said, “You can cum in my mouth.”. He smiled and said, “OK but, I was not done fucking. Your ass feels so good.”. He had been fucking me bare for a while already and that’s why I didn’t stop him when he took off the broken condom and pointed his cock at my hole. I heard Sam say, “Hey, that’s not fair!”, but Grant ignored him. Instead, he looked at me as if looking for my approval to bareback me and asked, “Are you clean?”. My logic was that he had already been fucking me with a broken condom anyway so, I nodded, and he pushed back in. It was the truth plus, in that moment, I wanted him to do it.

The knowledge that we were actually fucking bare made me jerk my cock and it wasn’t long that the thought and the sensation in my ass got me too close, so I stopped. We were looking in each other’s eyes and I think we were both feeling the connection of fucking without a condom. He confirmed it when he leaned in and kissed me passionately. “Does this feel good?”, he asked, keeping his face close to mine. I replied, “Yes! Fuck yes!”, looking into his eyes. It was incredible to feel him and not rubber. I held my legs to allow him better access and I felt him push a little deeper. He was big but it seemed it was easier to take him without the condom. He continued kissing me while driving his bare cock in me. My cock was rubbing between our bodies with each thrust and soon, I felt an orgasm rise in me that I had no way of stopping. I moaned in his mouth as I shot my load between us, but he was not done. I became aware of the other two who were watching us fuck and I started feeling a little self-conscious of the whole thing. After my orgasm, all I felt was them judging me for allowing a stranger to fuck me without a condom. I wanted to tell him to stop but I didn’t.

After about 10 minutes, I was feeling my hole getting sore, so I was happy when he increased his speed and asked, “Do you want my load?”. I replied in a panic, “No, no, no! Don’t cum in me!”. He kept fucking for a few minutes and I was afraid he was going to cum inside me even though I told him not to but then, he pulled-out, let my legs go, climbed over my chest and jerked himself off near my mouth. He started to push his cock head to my lips, and I took it in my mouth realizing in that moment, it had been in my ass. I enjoyed the thought, and Grant liked the ass to mouth action. “Yeah!”, he said pushing himself as deep as my mouth and throat would allow. Then he pulled out, stroked himself a few times and said, “Open your mouth!”, which I did. He filled my mouth with cum and I struggled to swallow fast enough.

When he was done, it was over for them. They all got off the bed and started getting dressed, so I got the message, it was time for me to go. They all had fucked me and that’s all that mattered. My first group sex and a gang bang. My ass was still inexperienced, and it felt pretty sore after all that pounding.

As I was getting dressed, I asked, “You guys are safe, right?”, Grant said, “Yes, you said you were too?”, and I said, “Yes.”. “Good!”, he added, and I felt OK with the fact that all three of them had been in my ass bare even if it wasn’t for a long time for the two younger guys. I told myseld that those did not really count. It was a different story for Grant but there was nothing to be done about it at that point.

It all felt a little awkward as they walked me to the front door. Grant went ahead, opened it and looked each way to see if the coast was clear. I guess he was concerned the neighbors would be outside. Then, he placed a hand on my shoulder and said, “Thanks man!”, and I replied, “Thanks guys!”, as I walked out.

I made my way home feeling both happy about the fun encounter and guilty for the bare sex. I later jerked-off at home replaying the event in my head but in my fantasies, it was all bare. I didn’t think at the time if that would ever happen. My hole took a few days to feel normal again. It was a lot of fucking and Grant was very big. The biggest I had ever taken. I didn’t know it at the time but, there would be bigger in the future. I would just have to go back to the clinic and hopefully, I would get a different nurse.

 

[Jason-R]

Note from the author – The next chapter where I come in Andre’s life. The way I describe myself is from his own words and taken from a conversation we had later, when we told each other what our first impressions were. I find all kinds of men attractive, but Andre’s looks really do it for me. I love his slightly beefy frame. He fills a dress shirt and pants very well and I am always attracted to men with a bald head and a beard. And that was before I had the pleasure of seeing him naked, even though I saw his big cock within the first few seconds of us meeting but, I’m getting ahead of the story. I was very new to cruising at the time. I had just started a new job, and our office building was next door to one that was connected to the underground pedestrian mall. I suspected there might be cruising but I did not see any right away. When I made my way to one of the hotels, I started to see the body language of cruising and I thought it was thrilling. I had not done anything with anyone when I met him.

At first, I thought he was a straight guy just wanting a blow job because he was not getting any at home. I had read there were many of those. Imagine my surprise when I found out he was actually married to a woman. It excited me so much when I saw him sucking other men and even more when I realized he would let me fuck him. Then, I discovered he had taken cocks from other guys up his beautiful bubble ass. The chapters you have read until now are part of our e-mail exchanges as we got to know each other and shared hot stories from our past. I found out we both threaded similar waters when it came to bareback sex. For me, hearing about him getting fucked turned me on so much and bare, even more. I have always loved a man with a nice ass and for me, his was perfection. I am normally more of a bottom but for him, I turned into a total top. My desire for my friend made my imagination run wild from his very breif descriptions of the sexual encounters he had. My work requires me to travel a lot so he had many encounters when I was away and so did I. We promised each other to share our encounters and if you continue reading, you will see we did that a lot. I don’t want to give too much away here so I will go back to his point of view in chapter 11.

 

[Jason-R]

Chapter 11 - Meeting Jason​

After the gang bang, I felt I had let things go a bit too far. I had gone back to the clinic and of course, I had the same hot nurse. I had to tell him what happened, and I respected that he did not give me a lecture for my actions. Everything was OK, but I decided I was only going to do some cruising oral for a while and that’s what I did. I counted back and already; six guys had fucked me and two of them bareback. The good, wholesome guy was becoming sluttier than he intended.

There’s was guy I had seen a few times while cruising the washrooms. I would guess we were around the same age. He had a lean body, wavy light brown hair and a trimmed beard. The opening in his shirt showed he was moderately hairy, and his ass filled his dress pants very well. He looked to me like he was new at cruising. He behaved the same way I did in my early cruising days. He was at the sinks in one of the hotel’s washrooms and I walked to the urinals. He could see me through the mirror, and I made sure I backed away enough so he could see my cock. I wanted him to know I was interested. We didn’t do anything that first time because it was busy and there were too many interruptions.

A few days later, there was this hot young guy at one of the cruising hotels. He was going from washroom to washroom, so he was obviously cruising. I also saw the same guy that saw my cock through the mirror, the other day. At one point, I was waiting at a urinal in a quiet washroom and the hot young guy walked in. He went to a stall but kept the door open. He pulled his pants down exposing a nice big cock and stroking it. I got on my knees and started sucking. Then, somebody walked in. It was the guy from before. We had both stopped and pretended we were peeing but when I saw who it was, I went back to sucking. I invited the new guy to join me with a hand gesture. He got on his knees beside me, and we took turns sucking the young guy. After a while, when he was in my mouth, he came. I took it all but didn’t swallow. I turned towards the other guy to kiss him with the load in my mouth. He did kiss but when I tried to push the cum in his mouth, he pulled away. I was right about him being new. He was not ready yet and I remembered when I was in that phase. The young guy zipped-up and left. We were left to play with each other’s cocks until we got interrupted and he had to leave. His cock above average but you would not describe it as huge or small. It’s a beautiful cock though and I enjoyed it very much. There was also something about that guy. I felt something different than with the others.

We kept seeing each other around the cruising areas and sometimes shared a cock or two. That went on for weeks and I could tell he was getting more comfortable with cruising. One day, we ran in each other again at the usual hotel’s convention area. I had been noticing security being more prominent in recent times and one of the cruisers had told me to watch out not to get busted. That day was no different. The security guard was hot but definitely going after us. We were at the urinals, stroking our cocks when he walked in. He went to the urinal at the end and I tucked my cock in, zipped-up and went to the sinks to wash my hands and he did the same. I left first, went to a seating area and waited until he joined me. We chatted for a while, and I told him everything I knew about cruising and what to watch for. He asked me if we could exchange e-mail addresses and of course, I said yes.

That started an exchange that would lead to everything you are reading. We shared a lot of fantasies, especially the ones that involved sex without condoms. He told with me that in his relationship, he was mostly bottom but outside of it, he was versatile. He seemed to be turned on by the fact that I was married to a woman and that I identified as bisexual. Initially, we shared stories from our past but as time went by, we would tell each other every encounter when they happened.

Our relationship would develop into a very strong friendship. Over the years, we transformed our cruising acquaintance into an unbreakable bond, through shared experiences and mutual support. Initially the exchanges were about sexual encounters, but they quickly evolved into deeper discussions about life, dreams, and fears. We met several times over coffee in our favorite coffee shop allowed us to explore each other's vulnerabilities and desires. We both knew we could confide in each other without hesitation, finding comfort in the fact that our darkest secrets were safe between us. It was a unique bond, a friendship built on acceptance and understanding in contrast to the knowledge that everyone around us would not accept us if they knew what we did. Through laughter and sometimes tears, we celebrated milestones, good and bad news, job changes, and even hardship, creating memories that connected our separate lives. As time passed, our friendship became very strong; Each of us considering the other his best friend.

We didn’t do anything else that day because it was too risky but from that point on, we could tell each other when we would be going cruising so the other one could join if he was available. Of course, email is not as effective as text but also was low risk considering we were both married.

 

[Jason-R]

Chapter 12 - Security guard encounter​

That particular day had been pretty busy at work, and I needed some release before getting home. I thought it would be nice to get fucked that day, so I made sure I was ready, checked my condom supply and lubbed my hole. I sent an e-mail to Jason telling him I was going cruising in case he wanted to join me and made my way to the hotel that usually has the best options later in the day.

It was relatively slow, compared to lunchtime but I had seen it worse. I went from washroom to washroom to check-out the action. The only potential I saw was four guys at urinals in one of them. I knew at least two of them from cruising and I had sucked one of them a few weeks prior and he was the first guy I sucked since I began cruising. That encounter is in Chapter 5. He is a tall, handsome, professional looking man with a long cock that I enjoyed very much. I did not swallow his load the last time but If I was lucky enough to have min cum in my mouth again, I would swallow for sure. I suspected they were not all cruisers because they were all looking straight ahead while peeing, or at least pretending to pee. I did the same and slowly, the group dissipated as they left the washroom one by one. I waited a moment and left that washroom too. I was not seeing any of the potential cruisers nearby but at least, I knew there was going to be options because the crowd had grown. There must have been a conference or meetings that were finishing and that often means some of the straight guys want to get a blow job before heading home.

I decided to sit on one of the benches and checked my e-mails. Jason had responded that he had a haircut appointment but was going to make his way after. He said he did not have a lot of time, but he wanted to have some fun too. I replied for him to join me as soon as he was done and that there were a few good prospects. Then, I lifted me head and saw a guy I had seen around before. He wore a uniform that reminded me of security guys’ but, there were no badges to indicate what he did or where. I had the chance to suck him briefly a few weeks prior but did not finish the job because we got interrupted and he left. He is a stud. Average height but nice build. Dark hair and a beard and you would never guess he was into men. I suspect he must be straight in his real life but could not resist the urge to have sex with guys. The best part of him was his cock. It is approximately seven inches, but it is so perfect they should use it as mould for sex toys. He also gets so hard; it almost seems impossible that it is real, but I know for a fact that it is because it had been in my mouth. I wished I was going to take it in my ass that day, but another blow job would also be nice as well. Maybe complete the job and swallow his load that time.

I watched to see where he was going, waited a minute, and followed him. He went to one of the washrooms I had already been to, it was empty at the time, so I thought it was perfect. When I walked in, he was the only one in there and was standing at one of the urinals. I didn’t waste any time and walked to another urinal, leaving one in between. We stood there holding our respective cocks for a minute and then, he glanced my way. He must have recognized me from before because he backed away and turned towards me. There it was, his amazing cock, fully hard and looking better than I remembered. I slid towards him and took it in my hand; he quietly moaned as I gently stroked it but hand job was not all I wanted to do. I got on my knees in front of him and took it in my mouth. His moaning was not as quiet which told me he was enjoying my sucking skills. He grabbed the back of my head and pulled me towards him each time he pushed himself in my mouth. I took as much as I could and gagged a few times, but I enjoyed giving him pleasure.

I felt I was on the verge of taking his load in my mouth when I heard the door. “Fuck!”, I thought, and we both took our original place at our respective urinals just as an older, out-of-shape man appeared around the corner. He went to a stall, and I knew he was a cruiser, but I was not interested in him at all. The hot security guard was not into him either because he just tucked in his cock, zipped-up and walked away. The old guy did not close his stall door and looked at me as if to invite me in. I heard the washroom door open which meant the hot guy had left. I just zipped up and left feeling very frustrated.

When I exited the washroom, I could not see the security guard. It seemed he was freaked out and had left. I walked around for a few minutes in case I would run into him again, but I didn’t. I sat on a bench and checked my messages. Jason had just finished with his haircut and was on his way. That made-up for what had just happened with the security guard. I told him where I was and waited for him. He arrived about 5 minutes later and during that time, I did not see any men I would be interested in. The old guy that spoiled my encounter walked by and tried to get my attention, but I still was not interested. Especially not since I had a chance to be with Jason. I had condoms and a lubbed hole so maybe I was going to get fucked by him that day. It would not be the last time I would see the old man but I’m getting ahead of myself.

We said hi and he sat beside me. I told him about that happened with the security guard and he knew who he was. As it turns out, he had sucked him too. He shared with me that he did not have a lot of time, and the conversation made us both horny, so I asked him to follow me, and he did. I took him to a washroom that was the furthest away because there were less chances of interruptions there. Once inside, I was happy to see that there was nobody inside. I did not even make it to the urinals, turned around to push him against the wall and we started kissing. It was passionate the way two people that have a deep connection have. We ran our hands all over each other as we kissed. I undid my belt which allowed him to slide his hands down my pants and underwear to feel my ass. I moaned into his mouth as his finger found my hole. The lube allowed him to finger me, and I found my cock hardening against his through our clothes. The encounter with the security guard made me very horny and the thought of Jason fucking me made me even hornier. I grabbed his cock through his pants, and he was ready. I undid his belt and his pants, lowered his zipper and pulled his cock out.

I got on my knees and started sucking him. Not for long because I needed to get fucked and wanted to get to it before being interrupted. When I was sure he was hard and ready, I stood up, undid my pants and turned around, facing the wall. Then, I lowered both my pants and underwear below my ass. He watched while jerking himself. His other hand found my hole and even though no words were exchanged, I know he realized I was lubbed. Then, he started teasing me with the head, not going in at first. He then, crouched behind me and I felt his tongue along my crack and hole. He made me moan like a whore with a nice and deep rim job. I loved the feeling of his tongue going in and out of my hole.

He wanted me ready, and I certainly was but just as he stood up, the washroom door opened. He got in a stall, and I lifted my pants to get in front of a urinal just in time. The guy who walked did not look like a cruiser. He went to a urinal, peed, went to the sinks to wash his hands and left. Jason opened his stall door and just as he got next to me, I lowered my pants and underwear, exposing my ass once again. He fingered me with one hand while jerking his cock with the other. It looked like we were back on track, but the washroom door opened once again. He also took a urinal that time and a few guys walked in. They must have finished the same meeting. All of a sudden, all urinals were taken along with a few stalls. There was no way we could wait them out that time, there were too many of them. I tucked my cock in and arranged my clothes. Jason stayed longer at the urinal, probably waiting for his hardon to go away. I washed my hands, exited the washroom and sat at a bench nearby to wait for him.

When he exited the washroom, he looked in a hurry. He walked over to me and said, “I didn’t realize how late it was. Sorry but I really have to go.”. I told him I understood but I was going to stay a little longer. He said, “Just let me know what happened.”, and I promised him I would.

That area became busy with non cruisers, so I went to a different area. The old man was still around but I tried to pretend I did not see him. I walked around, checking-out all the possible areas and slowly, the people that had finished a meeting left and everything became very quiet. I was about to give-up and go home when I saw the hot security guard walking towards me. I stood there, waiting for him to walk past me and see if he was still cruising or leaving. As he came closer, he looked straight at me and nodded as he walked by. I took that as my signal to follow him, leaving a little distance between us. He went to a washroom that I knew had stalls that went all the way to the floor with very little gap under the door. When I walked in, he was waiting for me in the stall at the end. There was nobody in the washroom and the chances of being interrupted would not be very high at that time.

He gestured me in the stall, I went in, and he closed the door. I was uncomfortable doing that because if security were to check that washroom, you could not pretend nothing was going on because two men would have to exit the same stall. Still, I thought he was so hot, and I was very horny that I was going along and accepting the risk.

He unzipped his pants and took his cock out. I immediately got on my knees and started to suck him again. He did not force my face into his crotch that time, instead, he reached down my back with both hands. I kept my mouth on his cock and undid my belt and pant button. Then, I lowered my zipper and allowed him access. He slid one hand down my pants, grabbed my ass through my underwear first, then slid inside them. I continued sucking his rock-hard cock as his fingers found my hole. I moaned into his cock as he pushed one finger in and started to slowly finger me. I made sure I did not suck too fast or hard because I did not want him to cum yet. I wanted him to fuck me and was going to make sure it happened. I unbuttoned his pants and lowered them down to his ankles, getting my first look at his muscular, hairy legs. Then, I started to run my hands up his shirt, feeling his very fit stomach and chest. He was surprisingly not very hairy above the waist, but his entire body was perfect. He unbuttoned his shirt to allow me better access to his sexy body.

Since the chances of interruptions are always there, I do not want to miss my chance of getting fucked by that stud. I stopped sucking, stood-up, pulled my pants down and turned around, facing the wall. He stroked his cock with one hand and fingered me with the other. My moans must have told him I was ready because after only a few seconds, I felt his cock on my hole. “Do you have a condom?”, I asked as the head started to make its way in. “No.”, he replied, “Do you?”. I reached in my pocket and handed him the condom. He kept hit cock head in my hole as he opened the package but then, he pulled out and rolled the condom on his cock. I spat in my hand, reached behind to lube the condom because I knew that size and hardness was going to be a challenge.

When he pushed back in, he was not gentle. I yelled, “Aaaarrrhhhhh!”, trying to be too loud. He said, “Shhhhh!”, but ignored the fact that he was hurting me. It was just so hard. He started fucking right away and I tried my best to be quiet as I grunted in pain, bent over, and bracing myself on the wall in front of me. We were both trying not to moan and groan too loud as he took control of my ass with his hard cock. I had wanted to get fucked by him since the first time I saw him, and it was finally happening. As expected, the pain did not last, and my hole eventually gave in to the assault it was receiving. My cock started to harden but it was still stuck in the front of my pants and underwear. It was clear I was a hole to him, and I was OK with that.

After fucking me facing the wall, he pulled out, lowered my pants down to my ankles. He made me turn around and started to unbutton my shire. He only undid a couple buttons and started unbuttoning his. I finished unbuttoning my shirt as he took his off and hung it on the hook behind the door. His body was perfection, and I almost felt intimidated next to him. His manners, however, made me feel like he was really into me and that gave me confidence. He grabbed my shirt by the collar and made it slide down my arms and hung it over his. For a moment, I thought he was going to kiss me as our faces got really close, but he didn’t.

When the only clothing left on both of us was our pants and underwear at our ankles, he made me bend over the toilet almost completely naked. He fingered my hole a few times, then re-inserted his cock in one hard push. I braced myself on the toilet seat as he resumed his powerful fucking. With no clothing in the way, the noises of our bodies slapping together seemed to resonate in the washroom. If anybody walked in there would be no doubt as to what was going on in our stall. My cock was almost fully hard by that point, and it swung with each powerful thrust. I was going to be sore afterwards but, I didn’t care. I looked behind to see his arms and pecks flexing as he fucked me, holding my hips. He was so sexy, and I was wishing we could be face to face and I could really enjoy the sights of that stud having his way with me. However, it was a washroom cruising fuck and all too soon, he started to pant and fuck faster. The sounds of our bodies slapping together were even louder and I tightened my grip on the toilet to keep balance. Then he grunted, “Aaarrghhh!”, through his teeth and I knew he was filling the condom with his load. I felt his cock getting bigger with each spurt.

He leaned on my back with his cock still in me while he caught his breath. It must have been quite the workout for him because I could feel his sweaty chest against my back. At least it was for me. I enjoyed being in his arms for a few minutes and then, he pulled away, removed the condom containing his big load and went to throw it in the toilet. I grabbed it from his hand before he had the chance. I stood up and turned around, but he tried to avoid eye contact. It reinforced my suspicion that he is a guy who is not ready to admit he is into guys and the guilt had set in. He had to lift my shirt to get his and handed it over to me. He got dressed as fast as he could and without as much as a thank you, he left the stall. I closed the door behind him and hung back my shirt. I looked at the condom I was holding, and it was a big load. I emptied it in my mouth and savored the taste before swallowing it. I and fingered my ass as I jerked off at the thought of what had just happened. I came on the floor but being the considerate person I am, I wiped it before getting dressed.

Afterwards, I made my way home happy but with a sore hole. I could not wait to tell Jason about my hot and intense encounter. I would have loved for him to fuck me too but that would be for another time. He messaged me the next day, “That was fun yesterday. I almost fucked you.”, and I replied, “Yep. That was fun.”, then proceeded to tell him about the hot security guy.