Throughout college, I had a great friend Abby. I’m even attending her wedding this coming April. However, our junior year, we hit a bit of a speed bump when her younger sister came to college.
Her sister looked a lot like Abby except she was taller. We will call her Emily. Emily was a tall brunette probably stood about 5’6”. She was a very fit girl and was trim all over but her face was absolutely beautiful.
Every Thursday night, one of the bars just off campus is also a bowling alley and they have a college night. People who are underage are allowed but marked so they won’t be served.
We had a pregame for our friends before going out. We always had it in my apartment because we were right across the street from the bar. Abby asked me if her sister and some of her friends could come. I said sure but not too many. It was like the third week of school so I didn’t want to have too many freshman over.
They all arrived and I was already feeling good. Her sister had on this cute little outfit of a crop top and Jean shorts. You know basic white girl stuff. Throughout the pregame we were talking and flirting. We all then decide to head to the bar and she wanted to follow me. She asked if I would be able to get her a couple drinks. I just said I could see what I could do. Turns out I was only really able to sneak her a couple drinks throughout the night.
There were so many people at the bar and it’s a big place so we all go kind of separated. Plus we were going around seeing other friends. After about an hour Emily found me again and asked if I could get her a drink. I try and I get her a rum and coke. Also one of my roommates was a bartender at the bar so I would just go with him. I turn around to her to hand it off and next thing she drags me away holding both drinks. We go down to one of the alleys and sit down. Next thing I know we start kissing.
She was a really good kisser. I decide to try something and slip my hand in the front of her shorts. I get a small feel of how wet she is before she pulls away and tells me I’m bad and that’s not for here. I ask her if she wants to go back to my place. We quickly down our drinks and we peace out.
When we get back to my place you can’t pull us apart. We get to the bedroom and I throw her on the bed. I pull off her shorts and reveal a cute little landing strip just above a glistening pussy. I go back to kissing her while I gently rub her pussy and slip a finger inside. After a couple minutes she pushes me off. I think I did something wrong but she tells me to take off my pants.
I of course oblige and I take off my boxers as well. My cock springs out and I still remember her reaction. It was one of the best I’ve ever had. She just responded with a “Holy shit” and a dropped jaw. I decided I didn’t need a blow job so I grabbed a small amount of lube and rubbed it over my cock before lining myself up.
When I slipped myself in she let out a small gasp. It was so sexy. She asked me to take it slow. Of course I do. After a little while she tells me to speed up. I oblige. I get her closer and closer. Her pussy felt amazing. I had to slow down so I pull out and she flips over to doggy. I gladly slip back in and start pounding her and she starts to have heavy moans. I heard a knock on my wall telling us to be quiet. One of my roommates had enough of hearing us I guess.
I feel myself about to explode and I tell her. She tells me to finish on her butt. I pull out. Things didn’t necessarily go to plan as when I pulled out I stroked it a couple times and my cum exploded out and reached all the way to her hair and her upper back. I immediately apologize and she tells me it’s ok. She asks if she could shower to get it off.
She ended up spending the night and we went a couple more rounds. My friend Abby found out a couple weeks later and wasn’t happy. She went about a month without talking to me. The one night wasn’t worth it. I never slept with her sister again and I actually met the girl I thought I would end up with, Ashley (yes the girl from the tailgate story).
Source: reddit.com/r/gonewildstories/comments/jgxr4l/the_time_i_slept_with_a_friends_sister_mf
Another good one, well-written! But eh, I wouldn’t say that night wasn’t worth. I know the sibling protectiveness is a thing but you both consented to have sex.
Damn, really too bad you didn’t have any more of Emily. She seems a lot of fun and would make a good gf