Did you ever hear your roommate jack-off while pretending to be asleep?

[heirtothewind]

I had a crush on a college roommate, who had a beautiful cock that hung well over his balls [the true meaning of 'well hung'], back when it was an open invitation for harassment, or physical violence, to be out of the closet. He swore he never masturbated, channeling sexual thoughts and urges into sports. But one night, he tip-toed in after a hot date, climbed into the upper bunk, and soon began to rustle the covers while trying to stifle moans of pleasure. I dared not move, though my dick was about to explode, until I heard him grunt in his climax. I was horny for days afterwards and splattered my cum in toilet stalls in the library or art building two or three times a day; but I never told him what I heard that night or how close I came to jacking off with a buddy.:smile:

 

[royboy361]

When I was in the military I had to stay in a room with another guy for about 2 weeks. He was nice enough and we got along fine. I had the top bunk. One night I woke up feeling the bunk shaking and figured out he was taking care of business. I let him finish and never spoke of it. Just trying to be a gentleman.

 

[223790]

When I was in university, I heard my apartment mate jerking off in his bedroom through the wall in my bedroom. He always used to claim that homosexuality was immoral and wrong, but it was quite the coincidence that he happened to be rubbing one out after coming into my room and seeing me lying naked on my bed on top of the covers (I have always slept nude). Coincidence or closet case? Hmmmmm.....I still wonder to this day!

 

[JohnDoeXXXm]

putting a guy at ease about the need to do some self-maintenance now and again is one of the best things to do when establishing a good foundation with a new roommate

 

[just_here]

I 've been on both sides of that scenario. I woke up many times to my roommate j/o. He would come in many times after I was already in bed with the lights out and "asleep". We both slept naked and had twin beds parallel to each other on opposite walls. I didn't always full cover or used just a sheet during the hot weather months in GA. I would aften wake up or see him coming in apparently unrelieved after being out with his gf to a bedtime stroke session.

I later had another roommate and we bunked the beds. He had a full length mirror in the closet door the gave a view if both bunks. One nite I brought my gf back and got onto the bottom bunk while he was asleep on the top. We starting fucking and I noticed the he was faking sleep and watching us in the mirror. She didn't see him so I whisper ed to her that I thought he was watching. She pulled all the cover s back and said let's give him a show. We acted as though we thought he was sleeping but position ed so that he could see the penetration in the mirror. After that I would often j/o when I knew he might be "asleep". We never talked about it, but he began bringing up dick size and masturbating in conversations quite often.

 

[deleted581546]

Not my roommate but my older brother, does that count? We shared a bedroom up until our late teens and I must have been about 12/13 and he was, well still is a year older when I first heard him wanking off. First time I pretended to be asleep cos I didn't want to embarrass him by disturbing him but as I listened to him wanking off I got a boner. After about 10 minutes he came and went back to sleep and so did I.
Then about half an hour later he was at it again, this time a little noisier and once again I got a stiffy, this time I thought I would say something so I asked " You having a wank?"
He stopped, think he was embarrassed and whispered "Yeah, thought you were asleep"
I said "Nah" and then he asked if I wanted to watch. I said " Yeah" so he pulled the duvet back and faced me side on, I remember his cock was still wet from his last cum and his technique was different from mine, he is left handed and he used only his thumb and two fingers to wank whereas I,m right handed, use a firmer all handed grip and lay on my back. As he wanked I decided to as well and we spent the next half hour wanking and staring at each other, trying to outlast each other, neither wanted to cum 1st, finally he came thrusting his cock forward and that set me off cumming hard.
The next night we started all over again. Never pretended to be asleep again.