I cheated on my gf with her best friend in college. I never told her and now we’re getting married.
This has been on my mind rent free for 6 years now.
It was senior year on Halloween night. We were at a house party and my gf wasn’t drinking. After a while, my gf left to go do something and me and her best friend, let’s call her S, went out to the bars. The drinks were flowing, and we were dancing and having fun.
Let’s back up for a bit, because the dynamic here is a bit important to the story. S was her roommate from sophomore year, and they were very close. So close, they use to shower together… well a few weeks before Halloween, S had come down to my dorm, where I was with my gf. She was visibly drunk, and was throwing herself at us on my bed. Idk if my gf was in on it, but I had a feeling she wanted to start a threesome (in hindsight). Remember this.
Back to the bars, as it was Halloween, the bars were packed and all. I decided to make a ballsy move, and I grabbed her ass. She didn’t react much, she just looked back at me with a grin and locked eyes. A little later my gf came and scooped us up. I was in the passenger seat and S was in the back seat. The entire drive back I was holding her hand and my gf was unaware as she was driving. We dropped S off at another house party and headed back to campus. My gf went to her dorm to shower and I went to mine.
When I got to my dorm I got a text from S asking if I could get her and meet her by the entrance of campus to escort her back. I asked if she wanted us to pick her up, and she said no, don’t tell my gf, she just wanted to see me.
I ran to her. She was with another guy and we exchanged looks and then we started walking back to campus (just me and S). We started talking about the night and things got flirty. I had asked her about the other night when she went to my room and she admitted she was trying to start a threesome! I also told her my gf told me about the showers and that I always wanted to see her tits (they were amazing). She said okay let’s go, and we both agreed we couldn’t go to either of our dorm rooms because our roommates would recognize us. So we went into the woods.
This is where it gets good. She pulled down the top of her tight dress to reveal her chest in the moonlight, and they were better than I’d imagine. I asked if I could touch them and she said yes. I asked if I could lick them, and she said yes! Then she got on her knees and undid my pants. At this point, I was hard as a rock and she started giving me head while making eye contact with me.
We went deeper into the woods, and I asked if we could fuck, she said yes but only for a little, as it was challenging in the terrain. She got up and pulled her skirt up and her thing to the side and I slid in. After a while she got back down and gave me more head. We didn’t get far because campus police interrupted us.
She ran up the hill and I sat there until campus police left. Being alone in the woods in the dark, it hit me what just transpired and the guilt weighed heavy on me. The guilt was so bad, like hospital bad. I think back on this night often but never told me gf, now fiancé. S is not in our lives even though she lives in the same city as us. Their friendship fizzled out after that.
TLDR: my gfs best friend wanted to have a threesome with us, but we ended up in the woods and had some fun.