I fucked [M]y [F]riend’s younger sister at his birthday party

I made a post a few years ago about hooking up with my best friend’s little sister. That one was pretty long and sad so I thought I’d share a sort of similar story with a happier ending. This one is also pretty friggin long though so be warned.

A friend of mine from college, Rick, invited a bunch of us to go to his younger sister Angie’s farm for his birthday. He does this every year. I was pretty excited because I had a little crush on Angie, who I’d met when she came to visit Rick at college.

Rick is a few years older than me and Angie is closer to my age. She’s got sort of a country-hipster aesthetic going on: big chunky glasses, lots of tattoos, long legs, and a beautiful big ass. We hit it off the first time we met but at that time she had a long-term boyfriend so nothing happened between us. We just flirted a bunch and I left.

I [M] fucked my best [F]riend’s 18 yr old sister

Quick disclaimer: I have depression and this took place when I was going through a pretty dark time. Everything is filtered through the lens of what was a pretty crushing breakup for me and I’ve tried to convey that. Any disappointment with, or judgment of, the girl in this story is only a reflection of how I was perceiving her at the time in comparison to my only previous partner, with whom I was still very much in love.

This got pretty out of control length-wise so I’ve added the little *sex starts here* line people seem to love so much. Scroll down to there if you don’t want the backstory.

I was around 23 when this happened.

I’d recently broken up with my girlfriend of five years and was spending a lot of time over at my best friend Luke’s house. It was late summer and we were both home from college so a few of us would hang out most nights drinking beers, shooting pool in his parents’ basement.