22F Slept with my high school crush at reunion

NSFWNo Regrets

This was at my 10-year high school reunion in Chicago last summer. I hadn't seen most people since graduation. I showed up in a nice dress, feeling good.

There he was Jake, the guy I crushed on hard back then (tall, funny, played soccer). We never dated, just flirted a lot. He looked even better now. We talked at the bar, laughed about old stories, drank a few beers. The old spark came back quick.

Party got loud, people dancing. He pulled me to dance close. His hands on my waist, my body against his. I felt him get hard. He whispered Want to get some air?We went outside to the parking lot behind the venue.

Found his car in a dark space. Got in the backseat. We kissed like crazy. He pulled my dress up, took my panties off. I undid his pants, stroked him. He was thick and ready. I climbed on top, sank down slow. Rode him steady, rocking my hips. He held my ass, thrust up to meet me. Felt so good—I came hard, shaking on him. He kept going, then flipped me under him. Fucked me deep until he pulled out and came on my thigh.

We fixed our clothes, went back inside smiling. No one knew. Said goodbye later with a quick hug. No numbers swapped, just good memories.

I drive past that venue sometimes and grin. was hot, nostalgic, and super satisfying. If I run into him again? I'd jump at the chance.

Posted Feb 20, 2026, 4:24 PM UTC

8520
Loading comments…