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College roommate had biggest I’ve ever seen
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I met my wife freshman year of college. My randomly assigned roommate (who had become a good friend) brought her around at the beginning of the second semester. We had no intentions of dating then but after a few times of hanging out we obviously hit it off.

When we started dating I already knew of his and her past. They had been great friends since childhood. At the beginning of our freshman year she had actually taken his virginity. And of course as college freshman he wanted to brag to me about this (before we started dating). Once we started dating it didn’t bother me at all I mean it was college these things happened.

It actually wasn’t something I thought about at all really. That was until one day when he came in from the showers and felt comfortable enough to not try and hide while throwing his pants on. And holy shit I had never seen anything like it in person. I didn’t stare at it so I only got a glimpse but it was the biggest cock I’ve ever seen in my life. It didn’t even hit me right away it wasn’t until later that night it came to me that ‘holy shit he fucked my girlfriend with that’. Back then I was very self conscious about it because we had just started dating and I am quite a bit below average. But of course I got over it and it didn’t bother me enough to do or say anything.

It wasn’t until after college, and about 3 years ago, that I discovered the Hotwife lifestyle and how much it turns me on. Part of me thinks this had something to do with it. And then about another year before I brought it up to my then fiancé.

Pretty early on into discussing my Hotwife kink I brought up my old roommates dick and asked her if it was as big as I had actually seen. She was super shy and nervous about it and wouldn’t give me specifics but just blush and say yeah. I’ve been exploring the kink with her throughout the years and while it seems we’re still far away she will now talk about his dick while we fuck.

She says it was almost as big as her forearm and she was so embarrassed because it was the first blowjob she gave and she struggled to get the head to fit in her mouth. It was only the second time for her having sex so she didn’t realize what she had when she was having it. Now she will bring up how she’s had dreams telling him that she’s a married woman but he doesn’t care and she cant resist. She’ll tell me how deep he hit and how much he stretched her and how hard it was just to get him to fit.

All in all it’s the sexiest and furthest thing she has done and admitted to. I’ve even brought up the scenario of him being in town (he lives across the country now) and how hot it would be if she got another chance to appreciate his dick. This is really the only scenario she has seemed really on board for but will be tough as we don’t really stay in touch with him anymore. I’m just waiting for some college friends to get married to bring him in, get a hotel room, and make my perfect scenario come true.

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10 months ago