[MF] Sex with plain Jane from college

This happened 30+ years ago, but I will never forget my first night having sex with Carrie.

Carrie and I were both students at a small midwestern college. We were pretty good friends there and she was a fun companion — a great conversationalist, smart, and available and up for adventure. I thought she might have a thing for me, but I didn’t really have the hots for her. Carrie was plain looking and shy. She dressed conservatively and seemed inexperienced, so I didn’t think of her sexually. I was more interested in her roommate, who was seductive and sexy and damn good looking, but I never got anywhere with her roommate.

Still, Carrie and I kept in touch over the years after college. She eventually landed in graduate school a few hours away from me, and we’d write letters or call each other, and she even came to visit me a couple of times. During one visit she and I had dinner with another couple (who had more brains than me) and they liked her and could tell that she was interested in me. They privately asked me if we were dating, and when I said I wasn’t, they said “that’s too bad”. Instead, I was trying to get back with an old girlfriend named Rachel — Rachel was experienced and great in bed, and I wanted to be with Rachel again — so I just treated Carrie like a friend during that visit.