Stephanie was my older sister’s best friend, but her family had moved out of town after she and her siblings went off to college. I would see her from time to time when I visited my sister at school, and we always had a flirty relationship. She’s slender with dark hair and incredible eyes. Very sexy in an elegant way and I think it was pretty obvious I was crushing on her.
I was home for the Summer of my Freshman year of college when Stephanie (about to go into her senior year of college) scored a great internship in the city 20 minutes away from my family’s house. Being such a close family friend, my parents invited her to stay in my brother’s room (who had moved away) down the hall from me. Needless to say, I was excited.
From the first night Stephanie was at our house, I felt a vibe. We started spending later and later nights hanging out together, drinking wine, with her always suggesting one last drink, and eventually we started having a nightly swim in the lake a half a mile walk from my parent’s house. Things would get flirty, but we also got along really well and I was just trying to enjoy these fantastic nights.
About a week in, however, we got to the lake with a bottle of wine, already pretty tipsy, and I heard Stephanie say “oh shit” all of sudden. I assumed something was wrong so I asked her what was up and she said “I totally forgot to bring a bathing suit.” It was hard for me to tell in the moment if she had planned this all along or if it was a genuine memory lapse, but after a moment I decided to go with it and told her if she was game to go skinny dipping, I was too.
Stephanie took a moment to consider it, then without saying a word took off her top and shorts, then stunned me by taking off her bra and pulling down her panties. I couldn’t help but stare at her incredible perky tits and nicely trimmed landing strip, but only had a moment before she told me to follow her into the water.
She dove into the water and I followed after her, but before I could get in she called out to me “it seems like you have on more clothes than me.” Despite already being pretty hard from the situation, I stripped off my bathing suit and jumped into the water after her.
In retrospect, I should have made a move right away, but we ended up spending what felt like an eternity swimming around each other in close proximity, switching between giggling and making pretty intense eye contact. Finally Stephanie said, “are you gonna kiss me already?”
That was the start to an incredible Summer together… if y’all like it I can tell you the rest….
Author: PortmanJones
[MF] The First Time I Fucked My Friend’s Younger Sister
I’ve been reading this sub for a bit and finally decided to share. Sorry for the length, but I wanted to give all the details.
I was 23 at the time and back at my parent’s house visiting for a week. A friend of mine who I’ve known for years lives next door so I was hanging out over at his house a lot that week. His sister, who I’ll call Anna, is 3 years younger than us (20 yrs old) and was on spring break from her last year in college. I’ve known Anna for a long time, and we’ve always been friendly, but I never thought of her as anything other than my friend’s younger sister – until that week.
My friend has a pool so we were chilling out there, enjoying the sun, having some beers, when Anna came out wrapped in a towel. When she took it off I couldn’t help but check her out. I hadn’t seen her in probably 2 years, but she really grew into herself at college. She’s short, probably 5’3, dark hair, but was in incredible shape and had perky full tits that I hadn’t noticed in the past. She grabbed a beer and hung out with us, and immediately I felt a vibe – she was laughing at my jokes, playful touches, a lot of eye contact. Some thoughts went through my head, but I thought that’s all it would be.