Inexperience to experience

jasonjosh90

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For a while I’ve been wanting to share my sexual history and how I got to where I am today.

I was shy through out high school, mostly focused on friends and playing baseball. Had some crushes on girls, but nothing ever happened. I would look at other guys butts in the locker room but always thought it was more of admiration and didn’t think anything beyond that. Fast forward to college..

Same situation, didn’t really date and hanged out mostly friends. I’d hear stories about people hooking up but it just wasn’t my thing. One weekend, my friends and I go to Vegas for my friends Finn’s birthday. We had a great time it was a big group of us and just fun overall. One of the nights Finn had met a girl and he wanted to take her to his room but he didn’t have his card key, so he asked me to walk them to the room which I thought was weird because I could just give them the key but whatever I went with them opened the room and was about to leave when Finn grabbed my arm and asked me to come in too, so I did and the girl went to the restroom and Finn told me she was here to have sex with the both of us. I froze and asked what?? He said “I know you’re still a virgin, you’re 21 and I think it’s time.” I politely declined as he started taking his shirt off. He then asked me if I have ever been with a guy or thought guys were sexy. This escalated I thought, well things escalated even quicker because he then just went to straight to my face and kissed me.

I didn’t stop him, in fact I liked it. It was hot. He stepped back and asked me how I liked that and I didn’t say anything. He then started touching my legs and I started to get hard and after a second he unzipped my pants.

“Nice white undies he said”

At that point the girl came out of the bathroom and said “my job here is done”

I was confused. So confused but it turns out Finn was just trying to get me back to the room.

He explained he’d been eyeing me for some time and although he identified as straight, he always thought I looked sexy and my personality was attractive to him. I told him I had never really thought about being with a guy before but I liked where this was going and though he was hot too.

He smiled, and proceeded to grab my cock.. I then smiled abs threw my head back and was ready for what was about to cum.

He put my cock in his mouth and started just going for it, it felt great. It felt AMAZING. I was so horny oh my god I couldn’t believe what I was feeling. He said my moaning was only making him harder. “Oh fuck I’m gonna cum I’m gonna cum” I said.

And a few seconds later I had bursted like I didn’t know I could. It was all over Finn’s face he was laughing “fucccck” he said. I asked him, have you done this before? And he said maybe once or twice.. now fuck me.

I again, froze because I had never fucked anyone. He ran to his luggage and brought out lube. He said since I was a virgin he wasn’t worried about using condoms.

I honestly didn’t care at this point I was still very horny and getting bricked up again. I then got the courage and grabbed him and said “time to really celebrate your birthday”

Part 2 coming soon.. let me know what you guys think!
 
I started kissing Finn’s chest, down to his abs, his voice.. he sounded hot, and vulnerable. Small moans as I licked his nipples and down his happy trail. His cock so hard, dripping in precum already



“I can’t believe this” he said

“Fuck me, fuck me real good, please”



I looked at him, and all the nervousness had gone away. I didn’t even recognize myself I was so excited about this all, I then started to suck him off. Shockingly I have to say, I was really good at it. His cock all wet and our bodies just naked together was an experience out of this world. He then stopped me,



“Get up” he said



And then grabbed the bottle of lube and put some in his hole and then started to put it on my cock. He got on all fours,



“I’m ready” he said



I then put my tip, and slowly started to get inside him… slowly moving my cock deeper



“Fuckkkk” We both said at the same time



After a few minutes he flipped and laid on his back, and again my cock went up his hole. Except this time I was ready to cum and I did. Inside him.. we both then just laid in bed, looked at each other and laughed. He then kissed me and said “thanks”



Let’s get back to the guys.



I was shocked. All this just happened and we were about to go downstairs and act like nothing happened.



Should we clean up I said?



“Nah, I want to keep your cum in my ass as long as possible, it’s my gift he said”



I didn’t even know what to respond. I smirked back, he threw my white underwear to my face and we changed. Went downstairs with the biggest smiles



“Where were you two” one of our friends asked, “you guys fucking that chick together”



I had completely forgotten about the girl.



“Oh we sure did” Finn said smiling back at me



I just nervously laughed and suggested we take shots.



This night was the beginning of my sexual awakening. What comes next was something I never expected and to be honest, sometimes regret.
 
I started kissing Finn’s chest, down to his abs, his voice.. he sounded hot, and vulnerable. Small moans as I licked his nipples and down his happy trail. His cock so hard, dripping in precum already



“I can’t believe this” he said

“Fuck me, fuck me real good, please”



I looked at him, and all the nervousness had gone away. I didn’t even recognize myself I was so excited about this all, I then started to suck him off. Shockingly I have to say, I was really good at it. His cock all wet and our bodies just naked together was an experience out of this world. He then stopped me,



“Get up” he said



And then grabbed the bottle of lube and put some in his hole and then started to put it on my cock. He got on all fours,



“I’m ready” he said



I then put my tip, and slowly started to get inside him… slowly moving my cock deeper



“Fuckkkk” We both said at the same time



After a few minutes he flipped and laid on his back, and again my cock went up his hole. Except this time I was ready to cum and I did. Inside him.. we both then just laid in bed, looked at each other and laughed. He then kissed me and said “thanks”



Let’s get back to the guys.



I was shocked. All this just happened and we were about to go downstairs and act like nothing happened.



Should we clean up I said?



“Nah, I want to keep your cum in my ass as long as possible, it’s my gift he said”



I didn’t even know what to respond. I smirked back, he threw my white underwear to my face and we changed. Went downstairs with the biggest smiles



“Where were you two” one of our friends asked, “you guys fucking that chick together”



I had completely forgotten about the girl.



“Oh we sure did” Finn said smiling back at me



I just nervously laughed and suggested we take shots.



This night was the beginning of my sexual awakening. What comes next was something I never expected and to be honest, sometimes regret.
More please... @jasonjosh90
 
After Vegas, almost 1 week later Finn got himself a girlfriend. I was happy we were able to share the experience we did and maybe He was just confused and needed to explore. I didn’t bring up anything but we would always just kinda smile at each other when we were around other people.

One night at around midnight I get a snap from him, it was a picture of his bulge and it said “I need dick” I’d be lying if I didn’t say I got a bit excited and happy to see this. “Where are you” I asked. He didn’t reply and that was that.



By that point i had started watching a lot of gay porn and was ready to keep exploring but on the Downlow so I decided to download Grindr. As I started to message a few guys I got nervous and scared. I didn’t feel prepare for this, I just wish I could mess around with a guy I knew. I started talking to a guy who seemed to share my nervousness. He was hot, said was a banker and had pics of him in a suit that really lined up his ass and bulge. After some back and forth we finally set some time to meet at his place.



I went over and was a nervous wreck but didn’t want this guy to know. I got to his place and he opened the door wearing gym shorts and a tank top.



“Hey man, glad you made it come in” he said



I came in and immediately he went in for a kiss. I was a little taken back but after a few seconds kissed him back. We started to get undressed, his cock already raging hard was huge. He then grabbed mine and started sucking it. Ohhh man it felt so good, I needed this. He came up and kissed me and back to sucking and so on, we then flipped and I did the same. He then put his finger up my ass and I stopped what I was doing and got a bit startled. “You okay” he asked, now I had no intentions of bottoming just yet and the feeling of something up my ass just didn’t sound comfortable to me just yet. I told him I’d never had anything up my ass and he said if I wanted to try anything. I said I wasn’t sure I was ready for that.



“I won’t push you to do anything you don’t want then”



We continued to make out and eventually I fucked him. After we were done I head home and all I could think of was Finn. This hook up was good but I couldn’t stop imagining Finn’s naked body. His sweet ass, nice abs, sexy smirk.. I decided to text him and asked if I could come over. Not even a minute later I had a replied “sure come on over :)



I got to his place, he was alone. We cAught up about work and other stuff and then he asked “so why are you really here”



I smiled and got to the point, “I want you to fuck me” I said
 
I started kissing Finn’s chest, down to his abs, his voice.. he sounded hot, and vulnerable. Small moans as I licked his nipples and down his happy trail. His cock so hard, dripping in precum already



“I can’t believe this” he said

“Fuck me, fuck me real good, please”



I looked at him, and all the nervousness had gone away. I didn’t even recognize myself I was so excited about this all, I then started to suck him off. Shockingly I have to say, I was really good at it. His cock all wet and our bodies just naked together was an experience out of this world. He then stopped me,



“Get up” he said



And then grabbed the bottle of lube and put some in his hole and then started to put it on my cock. He got on all fours,



“I’m ready” he said



I then put my tip, and slowly started to get inside him… slowly moving my cock deeper



“Fuckkkk” We both said at the same time



After a few minutes he flipped and laid on his back, and again my cock went up his hole. Except this time I was ready to cum and I did. Inside him.. we both then just laid in bed, looked at each other and laughed. He then kissed me and said “thanks”



Let’s get back to the guys.



I was shocked. All this just happened and we were about to go downstairs and act like nothing happened.



Should we clean up I said?



“Nah, I want to keep your cum in my ass as long as possible, it’s my gift he said”



I didn’t even know what to respond. I smirked back, he threw my white underwear to my face and we changed. Went downstairs with the biggest smiles



“Where were you two” one of our friends asked, “you guys fucking that chick together”



I had completely forgotten about the girl.



“Oh we sure did” Finn said smiling back at me



I just nervously laughed and suggested we take shots.



This night was the beginning of my sexual awakening. What comes next was something I never expected and to be honest, sometimes regret.
Wow! What a great story! Is this true or fiction?
 
For a while I’ve been wanting to share my sexual history and how I got to where I am today.

I was shy through out high school, mostly focused on friends and playing baseball. Had some crushes on girls, but nothing ever happened. I would look at other guys butts in the locker room but always thought it was more of admiration and didn’t think anything beyond that. Fast forward to college..

Same situation, didn’t really date and hanged out mostly friends. I’d hear stories about people hooking up but it just wasn’t my thing. One weekend, my friends and I go to Vegas for my friends Finn’s birthday. We had a great time it was a big group of us and just fun overall. One of the nights Finn had met a girl and he wanted to take her to his room but he didn’t have his card key, so he asked me to walk them to the room which I thought was weird because I could just give them the key but whatever I went with them opened the room and was about to leave when Finn grabbed my arm and asked me to come in too, so I did and the girl went to the restroom and Finn told me she was here to have sex with the both of us. I froze and asked what?? He said “I know you’re still a virgin, you’re 21 and I think it’s time.” I politely declined as he started taking his shirt off. He then asked me if I have ever been with a guy or thought guys were sexy. This escalated I thought, well things escalated even quicker because he then just went to straight to my face and kissed me.

I didn’t stop him, in fact I liked it. It was hot. He stepped back and asked me how I liked that and I didn’t say anything. He then started touching my legs and I started to get hard and after a second he unzipped my pants.

“Nice white undies he said”

At that point the girl came out of the bathroom and said “my job here is done”

I was confused. So confused but it turns out Finn was just trying to get me back to the room.

He explained he’d been eyeing me for some time and although he identified as straight, he always thought I looked sexy and my personality was attractive to him. I told him I had never really thought about being with a guy before but I liked where this was going and though he was hot too.

He smiled, and proceeded to grab my cock.. I then smiled abs threw my head back and was ready for what was about to cum.

He put my cock in his mouth and started just going for it, it felt great. It felt AMAZING. I was so horny oh my god I couldn’t believe what I was feeling. He said my moaning was only making him harder. “Oh fuck I’m gonna cum I’m gonna cum” I said.

And a few seconds later I had bursted like I didn’t know I could. It was all over Finn’s face he was laughing “fucccck” he said. I asked him, have you done this before? And he said maybe once or twice.. now fuck me.

I again, froze because I had never fucked anyone. He ran to his luggage and brought out lube. He said since I was a virgin he wasn’t worried about using condoms.

I honestly didn’t care at this point I was still very horny and getting bricked up again. I then got the courage and grabbed him and said “time to really celebrate your birthday”

Part 2 coming soon.. let me know what you guys think!
Dude you asked some feedback about this story so here's mine. That's amazing, I became rock hard almost instantly reading it, hope you will be posting more stories!
 
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Finn let me in and asked what had gotten in to me?

I wasn’t just horny, I was confused. I wanted clarity, this was all new to me and I wanted to know what it was. What I liked, what I didn’t. Finn awoke something in me that I had to continue exploring.



“I’m sorry” I replied, “I know you have a girlfriend and I just wanted to keep exploring but if you are okay with who you are now that’s great”



Finn smirked, “you’re so cute” he responded. And planted a nice kiss on me, and then slid his pants and boxers down.



Out his rock hard cock popped.



We continued to kiss, and I started to undress myself, he pushed me on to the bed and we kept making out for a bit.



“You ready?” He asked



“Go slow,”



“I got you don’t worry”



I looked up at his face, bitting his lip



He started to slid his dick in me, I let a small moan out,



“Your tight” he said real tight



He started to go a bit faster



You okay he asked



I tried to concentrate so I didn’t feel much pain,



“Yea Keep going”



He kept fucking me.. and as much as I felt pain, the pain started to transition to a hot feeling that I felt in my chest.. fuck what was this. I can’t believe I’m enjoying this?



Fuckkk Finn moaned “you feel warm inside”



You okay?



Yea I replied, he was so caring, it made everything so much hotter.



I kept touching his chest god this was hot. I felt warm, I felt warm. If I didn’t know better I’d think I had a fever but I didn’t. I was just discovering a new feeling.



But As great as this was I was ready for it to be over



“I want to fuck you I whispered”



Finn smiled, kissed me and kept fucking me.



“Let me cum first,”



I kissed him back



He pulled out his dick and cummed all over my chest.



Fuck I couldn’t believe this was happening still.



We continued to make out and I fucked him next, this time I came way quicker then the first time which was a surprise but Finn just laughed. We laid naked talking for a bit and he asked how bottoming felt.



I was still processing it, but it felt good. “I think I prefer to top tho” I responded. “But did enjoy your cock in me, I think I need to keep exploring”



“Oh?” Finn responded.



The months to follow we would both meet up and I kept bottoming, eventually realizing I was more of a top vers. I’m glad I had come to this conclusion because my life was about to change.



Finn moved out of state and so did I. We’ve kept in touch but jobs and life lead is to different paths, I was now in a new city, depressed, closeted, and back to being insecure, although now I was a bit more secured about my sexuality, I had no idea how to talk to guys and dating apps were just not me. I needed a connection.



After a few months I decided to stop being depressed and joined a new gym, that’s when I met him, the guy who would become my first relationship.
 
Finn let me in and asked what had gotten in to me?

I wasn’t just horny, I was confused. I wanted clarity, this was all new to me and I wanted to know what it was. What I liked, what I didn’t. Finn awoke something in me that I had to continue exploring.



“I’m sorry” I replied, “I know you have a girlfriend and I just wanted to keep exploring but if you are okay with who you are now that’s great”



Finn smirked, “you’re so cute” he responded. And planted a nice kiss on me, and then slid his pants and boxers down.



Out his rock hard cock popped.



We continued to kiss, and I started to undress myself, he pushed me on to the bed and we kept making out for a bit.



“You ready?” He asked



“Go slow,”



“I got you don’t worry”



I looked up at his face, bitting his lip



He started to slid his dick in me, I let a small moan out,



“Your tight” he said real tight



He started to go a bit faster



You okay he asked



I tried to concentrate so I didn’t feel much pain,



“Yea Keep going”



He kept fucking me.. and as much as I felt pain, the pain started to transition to a hot feeling that I felt in my chest.. fuck what was this. I can’t believe I’m enjoying this?



Fuckkk Finn moaned “you feel warm inside”



You okay?



Yea I replied, he was so caring, it made everything so much hotter.



I kept touching his chest god this was hot. I felt warm, I felt warm. If I didn’t know better I’d think I had a fever but I didn’t. I was just discovering a new feeling.



But As great as this was I was ready for it to be over



“I want to fuck you I whispered”



Finn smiled, kissed me and kept fucking me.



“Let me cum first,”



I kissed him back



He pulled out his dick and cummed all over my chest.



Fuck I couldn’t believe this was happening still.



We continued to make out and I fucked him next, this time I came way quicker then the first time which was a surprise but Finn just laughed. We laid naked talking for a bit and he asked how bottoming felt.



I was still processing it, but it felt good. “I think I prefer to top tho” I responded. “But did enjoy your cock in me, I think I need to keep exploring”



“Oh?” Finn responded.



The months to follow we would both meet up and I kept bottoming, eventually realizing I was more of a top vers. I’m glad I had come to this conclusion because my life was about to change.



Finn moved out of state and so did I. We’ve kept in touch but jobs and life lead is to different paths, I was now in a new city, depressed, closeted, and back to being insecure, although now I was a bit more secured about my sexuality, I had no idea how to talk to guys and dating apps were just not me. I needed a connection.



After a few months I decided to stop being depressed and joined a new gym, that’s when I met him, the guy who would become my first relatio
what happened next omg
 
Awesome. It's great that you continued exploring, discovering your preferences, staying safe and not giving up on yourself. Thanks for sharing your experience and please, keep letting us know more. You sound like a great guy, as well as sexy.
 
I had just finished warming on the stair masters and was just a bit out of breath still standing on the machine.



“Hey are you done here” I heard and looked back this hot good looking guy smiling at me



Oh yea I’m sorry I replied let me get out of your way



“No worries he said, tough cardio day?”



I honestly started acting all nervous and shy around him I’m not quite sure if those were his exact words.



“Yea haha” I replied.



I proceeded to lift some weights and looked back to check the guys ass. So bumbly and hot. About 15 minutes later he followed to where I was at, he exchanged some glances but nothing that seemed out of the ordinary or sexual. Just 2 dudes who crossed paths earlier working out.



I was done with my workout and went to hit the showers, I thought to myself wow imagine if the hot guy just walked in on me. The thought of it got me a bit turned on but I wasn’t about to jerk off in the gym, or was I? I decided against it finished the shower and went to change.



There he was again. “Good workout?” he asked



Yea how was yours?



Alright. I think I’ve seen you a few times just barely in the last week I’ve been a regular for a few years did you just start coming here!



Yes actually, I replied I just moved out here.



Nice, welcome! I’m Ben



We chatted for a bit longer and that was thst.



We started to talk a bit more each time we ran into each other and of course I was starting to really like him. I would go home imagine his hot body touching mine and jerk off just hoping the day would come when I would see him cum. I wasn’t even sure if he was in to dudes, yet.



We were in the locker room, It was a Friday afternoon we had finished working out and he asked if I had any plans as we were changing. Nope I responded I turned and looked at him just as he grabbed himself and adjusted his balls. He smirked, want to come over to my place and hang?



Sure!! I quickly squirmed, so embarrassing.



He laughed, cool then we can maybe order food and just see where the night takes us.

We got to this house, both of us still sweaty from the gym. His apartment was cute, clean & simple. Have a seat he said, let me turn on the tv and put some background noise. As he was standing in front of me I couldn’t help but just stare at him, so hot, so beautiful he turned Around and caught me. “Are you checking me out” he asked I was at his home and didn’t want to be too direct, no not at all, I said,

He replied “oh, shame it would of been better if you were” I looked at him, and I smiled he looked back, sat next to me and started moving towards me and planted a kiss on me. He pulled back, but I’ve had it with the waiting and pulled him back in.



We were making out, it was great and of course I started to get hard real quick. I’ve been wanting this and by the looks of it so had he. “I’d been wanting to do this for weeks he said, I just wasn’t sure you did”



I took his shirt off and abs started kissing his hot sweaty chest down to his abs. “Go down to the real thing” he said, I looked up “yea?” “Oh yea” he responded. I pulled his rock hard cock from his shorts and started sucking. He started to moan as I devoured every inch of his cock and licked his balls,



After a few seconds he looked down and said it was my turn. I sat back in the couch took my shorts off and he went to work right away. Sucking me off real good, I’ve needed this. “Of fucccck” is all that could come out of my mouth. I was getting close to cumming. “I think I’m going to cum soon” I said, he stopped and looked at me. “Wait, hold that. He grabbed my arm and walked me over too his bed and pulled out some lube and condoms. “You’re gonna fuck me first” he said