Roommate Encounters?

I shared a room and flat one summer with a shy Belgian lad. I was pretty carefree, naked most of the time, brought people back. Once he came in the room whilst I was having a wank and I Came and asked him to put my jizz filled tissue and the bin, covering his hand in the process. Fun times.
 
Several years ago, I was looking for apartments and was struggling to find something within my price range. I had posted online and shortly after a guy I had once briefly dated reached out. We had become good friends and at this point there wasn’t any issue with us living together. The rent was cheap. He owned a great space and was just looking to rent out his second bedroom.

I want to preface that he’s a super sweet guy with a massive uncut cock. Total bottom. When we dated it was fun but we were not compatible.

One night, we both stayed in and drank a bunch. We ended up passing out on his large sectional sofa. We were both wearing pj bottoms and no underwear. We both passed out in a weird way where my arm was stretched out and his dick wasn’t too far away from my hand. He rolled over while he was sleeping and his cock landed in my hand. This woke me up. He was still visibly asleep. Here I slowly moved my hand while his cock grew harder and harder. In his ‘sleep’ he moved back and forth against my hand. I could feel the pre cum oozing through his pj bottoms. At this point I don’t know if he held back by stopping himself or woke up and realized what he was doing but he turned over quite quickly. I didn’t get to see him cum that time but it was really hot.

oh and he didn’t realize his photos were connected to his Apple TV so every time he left the apartment, his phone would sync and I would see all the photos he would take of himself in sexual poses. Super hot.
 
So a new situation has developed for me. A few months ago, my sister and I got an apartment together. I work remotely and she works at a local hospital so we usually only cross paths after work.

About two months ago, her new boyfriend came over an hour or so before she got home. She has the en suite bathroom, and I have the detached bathroom that guests use, so when I came out in my underwear to a 6’4” muscle god on my sofa, I was a little shocked. He told me who he was as I ducked into my room for a pair of shorts.

He came to the door of my room and congratulated me on my bulge. I thanked him nervously and he launched into telling me about how my sister was so sexy and he wished he could last longer with her. Still nervous, I joked that he could unload in me first. To my complete shock, he just said “Really? You’d do that for me?”

So for two months now, three times a week, he comes over early and pulls out his rock-hard 5” cock and rails me for like 30 seconds. He always stops with a look of shock on his face, then I feel that pump. pump. pump. pump.. pump.. pump.. pump… pump… It never lasts long but he’s so hot I don’t even care.
 
So a new situation has developed for me. A few months ago, my sister and I got an apartment together. I work remotely and she works at a local hospital so we usually only cross paths after work.

About two months ago, her new boyfriend came over an hour or so before she got home. She has the en suite bathroom, and I have the detached bathroom that guests use, so when I came out in my underwear to a 6’4” muscle god on my sofa, I was a little shocked. He told me who he was as I ducked into my room for a pair of shorts.

He came to the door of my room and congratulated me on my bulge. I thanked him nervously and he launched into telling me about how my sister was so sexy and he wished he could last longer with her. Still nervous, I joked that he could unload in me first. To my complete shock, he just said “Really? You’d do that for me?”

So for two months now, three times a week, he comes over early and pulls out his rock-hard 5” cock and rails me for like 30 seconds. He always stops with a look of shock on his face, then I feel that pump. pump. pump. pump.. pump.. pump.. pump… pump… It never lasts long but he’s so hot I don’t even care.
From your profile pics, it looks like you are much better hung than he is. It's cool that he's not too intimidated to top you.
 
In college, I used to have a latino roommate that was quite comfortable with me. Pretty sure he's straight, and at the time I had not come out yet. He's about 5'7", but quite beefy with nice legs since he plays soccer. He used to hang around the room with just his underwear on all the time. For some reason, one time we were talking about beaches and changing rooms, and I mentioned that I'm usually pretty shy and I try to go to a bathroom or hide in a towel to change clothes. He said that he doesn't care and usually he just uses a t-shirt to cover his dick and balls and puts on his new underwear after. Then he proceeded to show me how to hide it with his technique. Needless to say I was quite turned on the whole time. I didn't get to see his dick, but I'm sure he's uncut and probably around 6in soft with a bit of a bush. I moved away afterwards and haven't seen him since.
 
From your profile pics, it looks like you are much better hung than he is. It's cool that he's not too intimidated to top you.
I’m about 3” bigger. He’s so fascinated with my cock that he jerks me off with both hands the whole time he’s inside me.
 
Years ago I was looking for a roommate and a good friend of mine told me that his coworker (straight) had just moved into town and was looking for a place to stay. My roommate had just left so this was perfect. When I first met him I was floored. He was a bit taller than me, was well dressed, great head of a hair. Anyways, after a few weeks we started to become close and hung out quite a bit. One morning after a late night of partying we got up and hung out in our living room. Both of us were in our underwear and watching TV. He was lying on the couch and I could just focus on his massive bulge in these small pink briefs. After that one day we started getting more comfortable with each other and started just wearing our underwear around the house. He was lean and smooth with hairy legs.

I started doing this thing where I would go to bed naked and leave my door open and partially expose myself. My room was near the bathroom so I know he would see me when he would come in after going out.

One night he came into my room ‘drunk’ and jumped into my bed and started to tickle me. This night I wasn’t naked (unfortunately) and I grabbed him and pinned him down. He really liked it and it became a bit of a joke between us.

Years went by and he stayed over at my house while visiting friends in the city. In the morning I popped in the guess room and crawled into his bed. I told him to move over and started to cuddle him. He was shirtless and I was rubbing his smooth chest. His nipples started to get hard and he told me it felt good. So we chatted a bit and I was rubbing further and further down until I hit the band of his shorts. This is where I felt the tip of his hard cock tucked just under the elastic band of his shorts. I turned over to be little spoon and he couldn’t figure out where to put his hand. He had rested it on my hip and then pulled away. So we went back to the original position of being on our backs and rubbing his chest and ‘accidentally’ hitting the top of the elastic. Be never repositioned or moved away so I could tell he liked it. He kept saying that it felt nice. I could hear one of our other friends waking up from the couch and making their way down to the guest room. So I got up grabbed his cock with my hand and smiled at him. He smiled back and that was the end of it. From time to time he will text and flirt with me but I know we are both waiting for the next time he sleeps over again so we can go into round two. ;)
5 years later I'm here curious if anything ever happened again..
 
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I have written on another thread about me and my straight roommate in college. We were from the same town, but went to different high schools. Whenever he got drunk ( which was pretty often), he would get very horny. Since his " girlfriend" was really getting fucked by another guy and never gave it up to him, he would come back to the room frustrated and asked me for a massage; I guess he just needed another person's touch. So, he would strip down to his briefs and I would rub his back, legs, and his butt. It gave him pleasure and it made me very hard and horny. Eventually, he rolled over and always took my hand and placed it on his hardon. I would rub it and he would then take off the briefs and put my hand on his erect cock. It usually ended up with me giving him a handjob or, on that special occasion, a blowjob. After he came in my mouth or in my hand ( I would always lick his cum off my hand), he would just fall asleep naked on the bed and I would go to my own bed and beat off. This lasted two years and , since we were from the same town, happened a few times during summer vacation, ending up a couple times with him giving me a handjob as I blew him. During the second yr, he discovered that his " girlfriend" was pregnant from the other guy and my blowjobs became much more frequent. I remember those days fondly.
 
5 years later I'm here curious if anything ever happened again..
Hey, actually there were a couple other things that have happened. When we lived together we had a hook on the back of the bathroom door. We’d get changed and leave our clothes there. There was no need for this as we were both very tidy. We’d both make sure our pants would include our used underwear on the hook. I have inhaled into his underwear so many times. His distinct scent would drive me crazy. Other times we’d wake up on the weekend and walk around just in our briefs or boxer briefs. His briefs were always a little more revealing, a bit too loose here where you could see the side of his balls, material thin revealing the outline of his cock. Mmmmm. I’ll right about the time we went to the pool and got changed together.
 
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Hey, actually there were a couple other things that have happened. When we lived together we had a hook on the back of the bathroom door. We’d get changed and leave our clothes there. There was no need for this as we were both very tidy. We’d both make sure our pants would include our used underwear on the hook. I have inhaled into his underwear so many times. His distinct scent would drive me crazy. I imagine he did the same. Other times we’d wake up on the weekend and walk around just in our briefs or boxer briefs. His briefs were always a little more revealing, a bit too loose here where you could see the side of his balls, material thin revealing the outline of his cock. Mmmmm. I’ll write about the time we went to the pool and got changed together.
So another time he came to town and was staying at a hotel. He invited me over to hangout with him at the hotel pool. This was a fancier hotel so it had a spa attached to it and a great pool. We made our way to the men’s change room where we were given hotel towels. It was quiet in there and it was only the two of us. We got lockers close to each other and both stripped down. At this point we both became silent, taking our time to store our things in the lockers. I could feel him looking at my ass and cock from the corner of my eye. I was also looking his cock. He had a great length and it was starting to get hard. We started making small talk and put on our bathing suits. I was surprised his pubes had been shaved. They were just starting to grow back in. He had very hairy legs so I imagined his pubes would be bushy. So I was a big surprised. We ended up swimming and hangout out in the pool. He was telling me about girlfriend problems he had. Same old same old. They were not having sex. Relationship issues. When we went back to the men’s room we quickly took off our bathing suits and wrapped ourselves in our towels. We went over to the showers which were kinda like open showers. They had dividers but no curtains. Just translucent glass. We were both showering next to each other, seeing the outline of our bodies. I couldn’t hold it back. I was touching myself more and more with soapy water. He did the same. We started talking to each other once we got in but slowly had stopped. At this point I looked over more and more. We were both in there beyond the time of a regular shower. The changing room was still quiet. No one else was there. We kept adding more soap on our bodies washing body parts that had been already washed. I looked over again and he was completely hard jerking himself more and more. I did the same. I couldn’t see before but he was uncut like me. I walked over to his side and he kept jerking and smiling. He then said, “do you like it?”. I replied with a nod. I reached over and grabbed it from the base. He closed his eyes and his mouth opened up a bit as he exhaled. Years of mutual sexual tension… wanting to do this but stopping ourselves. He grabbed mine and we were both face to face jerking each other. I touched his smooth pecs and played with his nipples while he ran his hands over my hairy chest. We were going faster and faster and then he came all over my leg. He gushed ropes and ropes of cum. It was unreal. He gave me a smile. Just as I was cumming, the door opened up in the changing room. I made my way quickly back to my stall and finished cumming while he rinsed off and went back to the change room. I was still hard so I gave myself a minute before I got changed. I met up with him outside the change room where the only thing I said was “that was fun”. He gave me a smile back and we never spoke about it again. Several years have passed and we’ve never talked about it. I have not seen him in person since as he lives far away. But so glad I got to see his cock. It was a solid 8 inches. Not as thick as me but still a great cock.
 
I've shared this one on another thread somewhere here before.

When I was in college my living situation changed mid-term and I rented a downstairs room in a townhouse occupied by two coeds. Sisters. They had the top floor bedrooms. It wasn't long before the oldest came down to my room in the middle of the night to get her groove on. Once that happened the younger one had to do it, too. It became a regular thing. They had boyfriends overnight sometimes, but in their absence I was the go-to guy at hand for these girls. I never had both at the same time but did have both the same night. Sometimes when I was in the shower one or the other would just come in and join me for soapy sexy fun. All part of those college fuckfest years. :cool:
 
Begs me to ask the questions, "Is your friend / roommate on the hook? Or is the third man in being the responsible one?"
The other guy married her. My roommate never even got inside her; he wasn't very bright, but he was always horny and hard, so all was forgiven.
 
I regularly sucked off two different roommates back in the day. One was a total Italian stud, kinda cocky and full of himself. The other one was a total geek in every sense of the word. Both were hung af. The geeky dude REALLY surprised me when I first saw his cock. I was just not expecting that at all.