I’ll make my first story a simple one.
Jess was a peripheral member of the small friend group I had living abroad for a year in grad school. She was frenemies with my acquaintance Jenny—they were both there on Fulbrights—but even though the city was big we all hung out together semi regularly. None of us had really made local friends.
I didn’t like her very much. She was self centered and annoying, and not very smart, though she made a point of talking about she went to Cornell and it was a great school. Maybe I’m biased because she borrowed and then never returned a hardcover Harry Potter book from me.
Physically, she was shorter, maybe 5’4”, brown hair and eyes, proportionate figure, half Asian half Jewish. She was from suburban Atlanta I think, and had a very slight twang in her accent. She did have a big smile, and could smile with her eyes. She was 22 at the time, in 2005.
We’d all been out drinking and hanging out, and there’d been some drama among the girls. A bunch of us were going on a little trip out of the city for the weekend, but Jenny was just sick of Jess and didn’t want her along. She’d insisted on keeping the trip from Jess. I, Molly, and others going had agreed.
Thursday night late we were at Molly’s place, and it was getting late. Jenny decided to crash there. Jess and I shared a cab back toward our apartments.
I’d thought casually about fucking her before. It’d been weeks since I’d had sex. It also somehow seemed like a good way to shut her up. We’d never been alone together before this—she’d always hung out together with the girls.
I suggested she stop by my place rather than stay in the cab and go to hers. She came up. I think I put on a dvd that played for a few minutes as part of the pretext for her visit. We sat next to each other on the couch with our bodies touching. Soon, I turned and kissed her.
She kissed back. She wasn’t great at it. Too much tongue and saliva. Later, after pillow talk, I learned she wasn’t experienced—one sort of disappointing college boyfriend, she said. I tried to guide her. I slipped my hands under her clothes for an aggressive feel, and before long peeled her clothes off.
I liked having her there naked in front of me. She didn’t seem as arrogant, annoying, or talkative. I guided first her hands and then her mouth to my cock. She just put her mouth straight over it, no licking or anything, and bobbed up and down. As you’d guess by now her technique wasn’t great but she was trying.
Her body also looked quite different naked. She had very very small breasts, but not in the proportional way a lot of Asian girls do. They were on a somehow larger than expected white girl trunk, which made them almost disappear.
Eventually I maneuvered her underneath me. I joked a bit as I grabbed a condom and put it on. She told me it had been a very long time for her since her last encounter. Entering her felt great, even through the condom. I could feel the physical warmth and the sense of possession. The sex was simple and mechanical. It scratched an itch for me and I got my rocks off. The most memorable sensation though was her feet. They were very cold. As I fucked her in missionary she had splayed her legs out and then sort of drawn her knees up toward her chest, and so her feet kept touching my flanks, cold and brief just above the hip, when I would thrust into her. It felt strange and kind of great.
She slept over. In the morning I had to hurry to get rid of her because I was meeting Jenny, Molly, and the others for the trip. I lied to her about my plans, and felt bad about it—fucking her, then not being honest about going out with her supposed friends after she’d opened up to me, physically and emotionally.
It turned out that Molly, always the weak link, broke down and told her the same day. Maybe that’s why Jess never returned my book. It ended fine for her—she had a boyfriend that year, then later got in to JH off the waitlist. She’s now a neonatologist in suburban P married with a kid.
Source: reddit.com/r/gonewildstories/comments/m32euz/the_smallbreasted_frenemy_f_and_my_m_lost_harry
Eh I’d remove the city a d school she went to. Seems like too much info to give away