College

My brother and I play jokes with each other. I came home from school before him one time and I heard him coming in and he walked straight into our bedroom. I was in the WC, by the time I came out and walked into the bedroom he was on his phone jerking off. He saw me, said hi and just continued. :)
 
I roomed with two guys my sophomore year, and one - a sexy white fratboy type, buzzed dark hair, muscular/smooth body but with hairy af pits and pubes - I had a huge crush on from our previous year in the dorms. Anyway: one weekend he leaves town, and on that Saturday afternoon I got super horny and decided to invade his dirty laundry hamper :joy::yum Smelling his t-shirt pits, his briefs, and even (thank God) one of his musky jocks... and finding his pube hairs and pit hairs in them... it drove me fucking wild, I had to jo right there lol. So I pulled off my shorts and pulled on one of his dirty briefs, and - with his smelly jock in my mouth - I was rubbing my boner into his underwear - when my other fucking roommate decides to come home and walks in to see what I was doing : unamused:: unamused::confounded: and tho he’s been nice enough to say nothing to our other former roomie (or so he says), he still brings it up to me every fucking chance he gets lol :mad::heart:
 
I roomed with two guys my sophomore year, and one - a sexy white fratboy type, buzzed dark hair, muscular/smooth body but with hairy af pits and pubes - I had a huge crush on from our previous year in the dorms. Anyway: one weekend he leaves town, and on that Saturday afternoon I got super horny and decided to invade his dirty laundry hamper :joy::yum Smelling his t-shirt pits, his briefs, and even (thank God) one of his musky jocks... and finding his pube hairs and pit hairs in them... it drove me fucking wild, I had to jo right there lol. So I pulled off my shorts and pulled on one of his dirty briefs, and - with his smelly jock in my mouth - I was rubbing my boner into his underwear - when my other fucking roommate decides to come home and walks in to see what I was doing : unamused:: unamused::confounded: and tho he’s been nice enough to say nothing to our other former roomie (or so he says), he still brings it up to me every fucking chance he gets lol :mad::heart:
Thats so good. I did the same thing once in the swimming pool locker room, a hot guy that I would see on a regular basis left his briefs behind. I JO with them but then I put them back where he left them, literally 1 minute later he walked back in to the locker room to collect them :D
 
My college roommate and I had an understanding. He asked me the first week how I felt about "personal gratification" and I gave him the green light to masturbate whenever he felt the urge. I became very familiar with his body very quickly because he was always finding time to look at porn on his tablet and then he'd eventually finish off by masturbating on an old t-shirt that he kept under his bed for that purpose. I never wanted to come across too eager so I'd pretend I was sleeping or studying or something but I realized that once his mind was set on masturbating he didn't care if I watched or not. It was like he had tunnel vision once he got started. We lived in an all male dorm so I once asked him what he thought other guys in the building did and he said he knew that a lot of guys would go into one of the restroom stalls or masturbate while in the showers which were down the hall. With that information he left me a caveat to never use the showers barefoot and to get some shower shoes.
 
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I have this one older friend who’s like 26 and his thighs are so thick, I just knowwwww he has a fat ass. I wanna fuck him so bad cuz he’s so hot. One time he left the house for work, and I was staying there for a party, and I found one of his undies, and they smelled so good I JO right then and there.. if his ass was to look like something I’d say like this
 
I had a job to do in San Jose,,,knew a guy in the area and asked if I could crash at his place for a few days.. I did and every morning we wake up.. I wold go down stairs and he would have coffee ready. we would sit outside and talk and have coffee before I head to work.. One day I didn't have to go in, and as I walked by his room, he was in bed stroking his dick.. I just stared for a minute and then asked if he needed help.. I shocked him, .. but but then he says,,,sure..join me.. .. I did, and we jo off and sucked each other... great time
 
It was inevitable that walk-ins would happen to some degree. It was never discussed, but at the beginning of the semester you learned not only your new schedule but your roommate's also. It was rare that we both had early morning classes which meant one would be up and headed down the hall to the showers while the other got to sleep in a little longer; that translated to being assured you had 15-25 minutes alone with your morning wood while the roomie was showering and shaving. Several times I returned to the room and even though the room was dark it was obvious there was a quick covering with a sheet. Many days the aroma of fresh cum was noticeable and a nonchalant glance into the trash can often revealed a cum filled tissue. The same thing happened in reverse to me when the schedules changed. The most embarrassing situation was having a great wank thinking the roomie had gone to class but it turned out his class was cancelled and he returned unexpectedly while I was in the heat of the moment. There were instances when I would wake during the night and hear the familiar sounds of quiet stroking from my roommate. Finding that arousing, I began very quietly jerking as well. There were times I was certain we both were aware of what was going on but we would never have said anything. Looking back after 35 years, it seems silly to have handled things by ignoring and never talking about it but it was a different day with different attitudes.
 
Lived in a triple freshman year. John had gone off to class, Marc got up to take a shower, while. I stayed in bed, chatting a bit with Marc as he stripped naked and wrapped his towel around him. The sight of Marc's dick at eye level, enhanced the existing morning wood that I was hiding under the covers, so I decided to rub a quick one out while Marc went to the shower.

Surprise...I heard the door opening. John's class was cancelled. Luckily, we had an L-shaped room, so I had a few seconds to pull the covers up and managed to pull up my boxer shorts back on. Close call!

John plopped down on his bed...the single across from my lower bunk. When I was satisfied that my dick was flaccid, I got out of bed, with the intent of going to the shower. Almost immediately, I sensed a wet spot on my boxers from pre-cum. Mortified, I peeled them off and dropped them into my hamper, hoping he hadn't noticed the embarrassing wet spot, and continued chatting with him while I was naked, as my towel was on one of 3 hooks on the back of the door across the room. Meanwhile, Marc returned to the room and hung up his towel on the back of the door, so there were 2 of us naked, passing by each other as he entered the room to dress and I headed toward the door. We saw each other naked all the time--it was the 80's and this was just standard guy behavior--so this was all normal.

When I got to the door, I noticed something that was not normal... my dick head was covered with pre-cum and it was literally dripping out of my slit, apparently continued to ooze out after the aborted stroking session. It's hard to imagine that they didn't notice, given that John was sitting on his bed while I was chatting with him, so my penis was at his eye level and Marc and eye crossed paths crossing the room, so he had a full frontal view of me, so he pretty much had to see my penis by default. They both had seen my penis many times before, but not with pre-cum oozing out it! It was hard not to notice. I was mortified, but also turned on, so I rubbed one out in the shower.
 
I never did, but a buddy of mine hated his room mate so much in college he's purposely start jerking off before he'd come back to the room. He did it so many times, his room mate asked to be transferred and he got a double room to himself. haha.
 
Although it was kind of awkward in the beginning, i dormed with my best friend and it became kind of inevitable. After walking in on each other masterbating a couple times and he even walked in on me while I was playing with my dildo, we talked about how it’s not that deep, that we both masterbate so we shouldn’t be ashamed or embarrassed about it so we agreed to just do it when we wanted to, even if the other was in the room. Yeah it was weird in the beginning but we got over that quickly and made us closer
 
Not a roommate, but my land lady walked in on me. She was going to show our apartment to some potential renters and wanted to make sure it was clean first. I knew my roommates had class, so I thought I had the place to myself for a few hours. I had my bedroom door closed but not locked. She didn’t realize anyone was home and she didn’t knock. She got an eyeful too. She was really sorry and apologized.

About a half hour later she cane back with 3 girls. I told her I’m glad it wasn’t all four of them. She laughed and said if they saw my package it might have convinced them to move in next door. She was really cool about it.
 
My brother and I play jokes with each other. I came home from school before him one time and I heard him coming in and he walked straight into our bedroom. I was in the WC, by the time I came out and walked into the bedroom he was on his phone jerking off. He saw me, said hi and just continued. :)

Did the two of you ever jerk off together?
 
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Although it was kind of awkward in the beginning, i dormed with my best friend and it became kind of inevitable. After walking in on each other masterbating a couple times and he even walked in on me while I was playing with my dildo, we talked about how it’s not that deep, that we both masterbate so we shouldn’t be ashamed or embarrassed about it so we agreed to just do it when we wanted to, even if the other was in the room. Yeah it was weird in the beginning but we got over that quickly and made us closer
I had a roomy and we both used to masturbate, usually after a night out though we never talked about it. One night I got him and really felt horny and got my little friend out for a fun time, got naked and stuck my dildo with its plunger on the kitchen floor. There I was wanking and fucking my ass and he walked in, saw me, took it all in and smiled "suppose some of us need other stimulation to shoot" he said and went out. He didn't say anything else and we continued to masturbate till one night he said"if you need to fill your ass its ok with me, whatever turns you on", so I did but always discretely.
 
I had a roomy and we both used to masturbate, usually after a night out though we never talked about it. One night I got him and really felt horny and got my little friend out for a fun time, got naked and stuck my dildo with its plunger on the kitchen floor. There I was wanking and fucking my ass and he walked in, saw me, took it all in and smiled "suppose some of us need other stimulation to shoot" he said and went out. He didn't say anything else and we continued to masturbate till one night he said"if you need to fill your ass its ok with me, whatever turns you on", so I did but always discretely.
In the last few weeks of sharing together he got more interested in my anal pleasuring and eventually turned the conversation round to why I needed to wank and fill my asshole. So I told him I needed my ass satisfying as well as my cock. Said he's heard me moaning but only that once when I was sitting on the dildo had he seen what actually went in my hole. Well we weren't going to be rooming much longer and with nothing to lose I gave him a full on demonstration, totally naked right through to climax while he watched the dildo slide in and out as I wanked. Feel free to toss off I said, noticing his erection. And he did, eyes glued alternately to my asshole and wanking cock, as he shot I managed to get some to wipe round my cock before I too shot my load. After he said it was sexually exciting but he doubted he could take anything like that up his tight asshole. I started with a finger I said, smiled and admired his slowly softening cock. The night before we parted company I offered to let him try my little latex friend but he declined, even declined using it on me.
Two or so years later we met up and he introduce me to his boy friend, claimed it was all down to seeing me have fun that turned him into a bottom.