Three stories from my Freshman year of college.
1. Dorms, drinking, start making out with a girl on my friends bed, my friends leave the room for us. She is moist over her clothes and I'm raging hard in my jeans. She reaches down, feels my bulge, traces it with her fingers, and squeezes it, looking startled and unsure, she stopped. Kissing ended, she was done. That one wasn't that fun. She then proceeded to tell her Gay best friend who then never stopped bugging me that year.
2. Made friends with this attractive girl, she was a bit promiscuous and one night when she was drunk she confessed to me that she could deepthroat, and her ex had an eight inch dick. Later she admitted that she had exaggerated to me because she had a crush on me and that was part of her way of showing off. We became closer and eventually kissed, on night we were chatting online and penis size came up, I admitted that my ex was very petite and that fitting me caused problems often for her, she admitted that her ex was not really eight inches big, and then begged me to tell her my size. When she found out that I really was as big as what she claimed her ex to be she was stunned and it seemed to turn her on. Time went by, she later turned into a huge drama queen and I stopped talking to her, one night a few months later I was talking to her friend. Talking about that girl, (we'll call her amanda) the friend said in passing, "Yea she was scared off by your dick", I was shocked and questioned the friend even more, she finally admitted, "Well she told me about you, you didn't know that you scared her off because your dick was too bigg?"
3. That summer I reconnected with my old ex, the very petite one. She had the most trouble accommodating my dick.More than once, we would be going at it, I would be inside of her, she would usually get off within the first 3-5 minutes, then again after about 10, and if I took more than about 12-15 minutes to cum, she would have to stop me because it became too painful for her, "You're rubbing me raw." She would say, usually with tears in her eyes.
Sometimes she felt soo bad for having to stop she would try to keep going, and tell me to just keep fucking her, she would place a pillow over her face to cover her expression because she was in too much pain but wanted me to finish. Those occasions weren't too fun.
I will admit that the routine of going to the kitchen to get her advil and an ice pack every time after we had sex was a confidence booster in a twisted way, and even more fun when her roomates learned why I would always go get them for her...