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Awkward Encounters

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6 likes 12 views Category: Masturbation Male-Male Tags: m/m, semi public, caught
A few stories about awkward things that happened during, before and after, jerking off with someone.

My junior prom was held at a function hall, it had a huge dance floor with nice tables with tablecloths set all around at. Even though basically everyone at my school knew that I was gay, it had not been confirmed to the masses and no one knew that my boyfriend Matt was gay.  Matt was about 5'8" slender but well defined with dark brown hair and blue eyes. Even though we hung out at the prom together all night we didn't  dance or anything so Matt wanted to have some kind of fun with me at the prom. We were both sitting at a table covered by a tablecloth with both our backs to the wall, Matt decided to reach over and unzipped my pants and start playing my dick in a room with over 100 people in it. I'm super turned on, trying really hard not to make any notice, getting closer and closer and just as I'm about to cum, three people sit down at the table with us. Matt had to freeze, he just sat there unmoving with his hand still wrapped around my dick. If he moved his hand away it would've been obvious that at the very least it had been on my knee and given the reputation I had it probably would've been pretty obvious what he was doing. So for about the next hour and 20 minutes, until the others got up and left the table I was just sitting there with my dick in his hand, I was completely hard the entire time and it was getting pretty uncomfortable to be hard for so long. By the end the only bit of relief I was getting was when he would occasionally give my dick a light squeeze. When the others were finally gone and started stroking again I was coming after about five strokes and it was without warning so I made a pretty big mess on the floor and the underside of the table.

 So this happened a few years back and what is then super embarrassing if my face had been in the picture. I have been working out at the gym with my friend Caleb. Caleb 24, was about 6 feet tall and had a long neck and limbs, he was the kind of guy that you would assume was super skinny unless you saw and with his shirt off he was insanely muscular. He had reddish brown hair and green eyes that had a literal twinkle in them, smirky smile and ears that stuck out just enough to make him insanely cute. We had our usual workout and then headed for the locker room we jumped in the sauna together and no one was around so we opened up our towels and had a pretty intense make out session while jerking each other off.

 After coming it was time for a shower but before that Caleb headed for the mirror frame after work out selfie while his body was  glistening with sweat from the sauna. He was holding a towel in front of his junk for the picture but I didn't realize he was taking one and I was at my locker getting my stuff for the shower, the locker door was blocking my head but my naked body with still mostly hard dick was in full view of his camera. When he looked at the pictures he was really only looking at himself and didn't notice that I was in the background and posted the picture on social media. He's an attractive guy with a lot of followers. It wasn't until hours later when he saw all the comments that he realized a naked and mostly hard me was in the background of the picture.

 This happened a couple of summers ago with my friend Gabriel. Gabriel was 45 with salt-and-pepper hair with matching beard, about 6'2" with  greenish blue eyes and a very broad muscular build. Gabriel is bisexual and very happily married to a woman but he is allowed to have male jerk off buddies especially if his wife gets to watch. We were skinny-dipping in his pool and making out  a little bit, so when we got out we were both hard and we were going to jerk each other off when the backyard was invaded by a drone with a camera attached to it. It was very obvious that we were about to do something and a couple of minutes later his neighbor, whose wife was very close with Gabriel's barges into the backyard and starts yelling at him for cheating on his wife.

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