
u/ExpensiveSurprise116

Tied Up and Pegged are my two Favorite Things
My (25M) Best Friend (26M) Invited Me to a Threesome With His Girl (25F)
This was a few years back, my best friend was having a birthday party with a ton of people there. We have a very tight knit group of friends, so we all kept together most of the night. My best friend, we’ll call him Mark, had been talking/fucking with this one girl for a while so they were together 99% of the night. I started to notice them talking and her checking me out every so often, but I was drunk so I didn’t exactly think too much of it (I get kinda stupid when I’m drunk). Later on in the night we’re sitting at a table with music blasting, Mark’s girl, let’s call her Ashley, leans over to me and says “You know, I think you’re my favorite out of all of Mark’s friends”. I asked her why she thinks that and she told me “You’re just really chill and kinda quiet. Real low key” and I just kind of, in my drunken stupidity responded “oh, yeah. I am kinda quiet sometimes. I just get to thinking a lot”
Later on in the night, people start to leave until it’s just about 6 people. We all decide to start leaving and me being alone, start to walk outside to my car to sleep for an hour or so until I sober up. That’s when they follow behind me, Mark grabs my shoulder and says “Hey buddy, come with us, I’m not letting you drive tonight” His house was about a block away so not far at all so I decide to go with them. When we get to his house, I crash down on the couch, Ashley getting beside me. I turned to her, drunkenly say “oh hey there” she giggled and replied “hey, so uh, Mark and I were talking and, well, he said you might be interested in having some more fun tonight”. I asked her what she meant and she immediately pulled out her tits.
I was a bit shocked and just stared for a moment, still feeling the alcohol, until I finally got my words out “um, yeah sure, sound fun!”
We went to his bedroom and she got down on her knees in front of us. We pulled our cocks out and she took turns sucking us, her tits still hanging out of her shirt. She was so good at it, used a lot of spit and made us both super sloppy until she couldn’t wait any longer and needed us to fuck her. We both took turns on both ends, until she suggested we both fuck her holes at the same time. She climbed on top of him and I got behind her, he was inside her pussy and I took her ass. We both kept this up until we both ended up cumming inside of her, both holes filled with cum.
We all fell asleep and didn’t wake up until the next afternoon. We didn’t have another encounter together, unfortunately, they had a falling out and I met a girlfriend shortly after, but it’s definitely a nice memory to keep in mind.
Girlfriend Turned to Best Friend Turned to Personal Cum Dump
When I was in my early 20s, I did a lot of online dating. I believe when I was 22, I met this cute 19year old woman online that I ended up hitting it off with. We decided to meet up for a date and had a great time. She even told me later about some of the subtle things I did that turned her on (just little moments and touches that she liked). We ended up dating for a while, but things didn’t exactly work out and we both agreed to split, but stay friends since we did really get along.
I was dating off and on for a few years after, still occasionally talking to her, and maybe meeting up for some fun every once in a while during a dry spell, but nothing consistent. One day, she messages me and asks if we can meet up asap. It seemed she was really upset and needed to talk. I told her to come by my place and we talked about her relationship issues and that she needed to move out. I offered her a spare room in my apartment and she agreed to stay with me.
Things started off normal, we were just basic friends/roommates (we hadn’t met up for sex in a long time and it felt off to me to try to do any of that in the situation). One night, while drinking together, she started to get touchy. She was hugging me and kissing my cheeks, play flirting all night until she confessed she still had some kind of feelings for me, but that she knew we weren’t exactly good for each other in a relationship. Eventually, she also began to talk about some sexual fantasies of hers, including a fascination for being used sexually. She asked me if, while we lived together, I could treat her like my own personal sex toy. She told me I could show up in her room at any time and do as I wanted with her. She said she’d gotten off on it several times since she moved in, and now she wanted to try and live it. She reached into her pants and showed me how wet she was just thinking about it and I told her that I could start tomorrow after we sober’d up. I wanted to make sure it wasn’t the alcohol talking. We still ended up having sex, but the rough, free use style stuff she asked me about doing would have to wait.
We Woke up the next morning, and I walked into her room, naked, with an erection. She immediately sat up and held her mouth open for me.
For around the next year we kept this lifestyle up, and I never really felt the need for a romantic life, I had my own personal cum dump at home already, willing to take my cock and a moments notice. We explored both of our sexual fantasies through that year, until she found a job out of state and had to move away. It’s been several years since then, and I’ve moved on with a loving girlfriend, but sometimes I think back to times like that and I end up missing it.
Sleeping With Someone I (18M at the time) Hardly Knew in My Dad’s House
I was 18 and still living in my dad’s house for college. He was single, divorced my mom years before, and dating. He would occasionally have a woman over at his house for a weekend if they were semi-serious, and he had one that would come over often for about a year. When she came over, she would bring her daughter who was the same age as me. We got along decently, we’d watch some anime together and talk about video games and stuff, but I never took interest in her in any way other than being friendly.
There was a few times, though, when the daughter brought a friend along with her and I took a liking to her. She was slightly chubby, but not obese with blonde hair and medium sized breasts. The first night we met, she was clinging to me, even though she had a boyfriend back home (she lived one state over from us). The daughter brought this up several times, but her friend didn’t seem to care. Later that night, she snuck into my room and hung out with me for a while, we watched some anime together until she started grabbing on me. Nothing too weird, she wasn’t rubbing me sensually or anything, but she slowly ramped things up until I adjusted myself to see if she’d lower her hand. It took her a while but eventually she did end up going for my crotch and before too long she was giving me a blowjob. We had sex, trying to be as quiet as we could since everyone in the house knew she had a boyfriend, and I ended up cumming on her tits. She left to clean up and sneak back to the other bedroom to go to sleep and the next day she kept giving me these looks like she was desperate for more.
They came over only once more after that, but I’ll leave that for another post if there’s any interest.