I got some good responses to my previous post, and going back to remember everything helped me recall so many more details that I haven't thought about in years. So, I am going to make some smaller posts to fill out each of the stories more.
I'll start at the start, with Jocy, a FWB that I got involved with during the first few weeks of my college experience. As I described before, she was curvaceous and beautiful, with a big, amazing ass and a lovely soft body. She was the fun-loving type, loved to party, super outgoing, adventurous, and in bed she felt empowered when she would take control. She really enjoyed riding on top, and I was happy to let her.
While we were FWB, she would sometimes have sexual experiences with other women and tell me about it. She she once described how she and two other friends wanted to trim their bushes into cute shapes, one wanted a landing strip and Jocy wanted a heart shape. They all got naked together and helped each other trim, since it was difficult to do it themselves. After helping each other trim and rinse off, she said that it progressed into lightly touching each other, playing, kissing, and then fingering and licking.
She would also often talk and gossip with her friends about their various "dick appointments." They even had a whiteboard up in their dorm room where they would score "points" for various sexual conquests, like giving blowjobs, etc. But, as far as I knew she wasn't having sex with any other men than me. Though, as I mentioned before, she made some comments that make me doubt if that was really the case.
I'm thinking of one specific instance, when I was at a dorm party with her and her roommates. We were all getting drunk on cheap alcohol, as college kids do, playing drinking games like never-have-I-ever. This of course devolved into gossiping about sexual experiences.
Two of the girls started talking and giggling about "riding the dragon." Apparently, there was a guy they all had heard of who had a truly massive cock, and they kicknamed him/it "the dragon." They said it was 12", but they were probably exaggerating as 12" is pretty unrealistic. I'm guessing it was probably closer to 10. Anyway, apparently one of the girls had heard about this huge dick, and wanted to try it, so she had sex with this guy. She explained that it was so huge that it was actually difficult to have sex with, but she said it was fun to play with. After telling the other girls about it, another one of the roommates had given it a try, with a similar experience. They were just laughing and giggling about how big it was, how they didn't think it was possible, how they felt sorry for him not being able to have sex easily and being objectified by women, etc.
Feeling shocked and a bit jealous, but still curious, I asked Jocy if she had tried it. She blushed and said "no!," but the other girls gave some knowing glances to each other, and made jokes about how Jocy was "probably the only girl who could take him." Which now makes me think that she had probably been involved with him in some way, whether with one of the other girls or on her own. Not that I mind, we were FWB and I had sex with other girls during that time too. It's also hot to imagine her riding a huuuge cock… like I said, she loved to ride, but with my pretty average 6" dick it would often slip out when she got really into it. It would be incredible to see what she would have been able to do on a really big dick, and I know she could fit most of it because she had some pretty large toys at the time. At one point we actually went to a sex shop to buy lube, and I ended up getting her a really bid dildo as a gift. She was pretty happy with it, and teased me about how big it was compared to me.
One specific comment makes me think she did have sex with "the dragon" without telling me. One time, we were watching porn together to get in the mood, and I noticed a thumbnail that had an extremely hung black guy's dick. I made a joke about it because he was circumcised, and his cock was two different colors. I said something like "why is this guy's dick striped?" Jocy turned to me and in a teasing way, she said "Oh, that's normal! What, you've never seen a huge black cock before?" At this point I remembered that when the girls were gossiping about "the dragon," one asked whether he was cut or uncut and the two who had fucked him said it was cut, which made it look even more impressive.
Later on in college, I did actually meet a guy who I became somewhat friends with; we smoked pot a couple times. We were bragging, sharing sex stories, and he actually got kinda quiet and sad. He said that his dick was so big that he had actually hurt a couple dates, and was now scared of hurting girls. He said that after his most recent date, he just stayed in the car and masturbated while on the phone, talking dirty with the girl. I wonder if it was the same guy, and if I actually wound up meeting a guy who had fucked Jocy while I was dating her. The thought of it left a pit in my stomach, but was also a turn on.
Let me know what I should write about next. Most of my more serious cucking experiences came later with Darcy, but I did cuck another guy before all that, so I might write about that next.
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