A Study Night Leads to Unexpected Connections

When I was in college, I had a quiet, petite, Asian female roommate who I knew from the dorms who was a little older. It was just a living situation. I didn't have a girlfriend, and I just did my work, cooked dinner, read, watched a little TV and went to bed. I had occasional dates, and some study dates. I would give her the heads up, and she would just stay in her room while company was over.

One night, I was studying for a biology class, actually human sexuality. It was more serious stuff, like a lot about human gonadotropin hormone. My roommate was a biology major, so she was interested. Part of it was I had to watch basically an adult version of a sex ed video, with full on closeups of human sexual response, penises getting engorged, women's breasts getting sex flush, spread labia opening and vaginas getting wet with clitoral stimulation. I was getting obviously turned on next to her in my pajamas. She asked if I got lucky on my date last night. It was the first time she had ever mentioned anything like that. I said no, and that Jen was a lesbian and I was just taking care because she wasn't feeling good, but that now that she had mentioned it, it was kind of frustrating. The video was now on orgasm and the places on the body that have the most nerve endings with pictures and videos. I put my hand next to hers, barely touching, and she moved closer. I was turned on and nervous, so I moved my pajamas a little to expose my hard cock a just little. She got between my legs and gave me the best oral I had ever had through the fly of my pajamas. She went slowly with good suction and swallowed every drop. I undid her jeans and laid her back on the floor and went down on her, practicing what we had just seen on the screen. It took a while, but I finished her.

We got addicted to pleasuring each other. At the end of every evening we were alone, one of us would knock on the other's door and we would just have sex until we were each satisfied and go back to our rooms to sleep. Even after I got a girlfriend, if my gf was away, we would pleasure each other. She would always give me a blowjob first. Then we would lay together. She knew I lasted longer the second time, maybe 10 or 15 minutes, so she would let me rest, then work her way down to get me hard again with her mouth and climb on top. She was tiny, so it didn't fit all the way, but she liked to ride on top until she would finish all sweaty. Then I could decide how I wanted to finish. I liked to finish missionary, but I also knew it could hurt her when I wanted to thrust deep. Sometimes I liked the feeling of hitting her cervix and her wincing in a little pain. It made me feel like I super stud, but then I also didn't want to actually hurt her.

One night, after a session, we were spooning. I was obsessed with anal because I had never had it before. I would finger around her little hole while going down on her, sometimes rimming her. That night, it was all wet down there. I had worked two fingers inside her and I had my cock throbbing right there. I pulled my fingers out and put the head against her hole and pushed a little. It went in and I was very excited that I was actually in a girl's ass. I used little short, gentle strokes until she relaxed and she could take me deep. It felt tight and intense at first, but then when she relaxes, it felt like nothing, very smooth, wet and loose. I loved it. It felt dirty, taboo, different, and exciting. The next night, I asked if she had ever done that before. She said that she had never been with another guy so everything was new to her. She said that if she wasn't deep enough to satisfy me, I could use her "back there, but use more lube next time."

We hooked up regularly for the next 15 years. We weren't relationship materials, but she gave me the best oral I have ever had in my life, and was always good for going around the world. It was what we both needed.