Roommate walked in on me having sex

Back in college I had this roommate who was a decent guy. He was around 5'7" and maybe a little overweight. He had a crush on this girl Annie a few years back and slept with her once but nothing else happened between them. A few months after the semester started I invited him to the bar but he said he couldn't go because he'd be out that night so I went with a few friends without him. Turns out Annie was there as well and I started a conversation with her. She was beautiful and we were having a good time and flirting and eventually I took her back with me.

When we got to my place we started making out in the living room and didn't even take things into the bedroom. When she got me hard she said I have the biggest dick she's seen and that meant including my roommate I was thinking. I bent her over on the couch and was nailing her from behind and she was loudly enjoying it until suddenly my roommate walks in. I was shocked to hear the door open and turned around and saw it was him, then apologized, realizing my dick was on full display for him. I took Annie in my room to finish things and she was being very loud so I told her to quiet down since my roommate was in. She said "you know he's jealous" and I said "yea he told me about you before" and she said "I meant because your cock is like 2 or 3 times bigger than his." After that Annie told me he was a little smaller than average and she didn't outright say it but I think that's why she didn't hook up with him again.

Maybe half a year later I finally talked to my roommate about her. He told me he was a little insecure with his size and told me he is a little under 5 inches and has to use small condoms because regular don't fit. He asked me about my size and said it looked huge when he walked in on me with Annie and I told him its 7 1/2 and I have to use magnums because regular condoms are too tight for me. He asked me if I bring a girl back to take it in the bedroom so that he and his girl don't walk in on me like before so she doesn't see how much bigger I am and I laughed and said ok.

By Anonymous

Sex CONFESSION

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