I only have a few truly slutty stories (imo). The one that always gets my friends going the most was after a night out with my college ex and his best friend Mike, who was always considered to be the hottest guy of our friend group and stayed mostly single for that reason.
I had met my ex through our college sports network. He was on the wrestling team with Mike, and I did gymnastics. He and Mike were around each other constantly. No matter what we did, there was a competitive nature about their relationship in that they were always trying to one up each other.
After one particular night out at the bars, we had gone back to my ex's apartment. My ex was making drinks and I was sitting on the couch next to Mike. The three of us had got to talking about the latest girl that he was sleeping with, and he had made a comment about how his size was proving difficult for her. I made a sarcastic comment about how much I doubted that. He asked whether I seriously didn't believe him, and pressed his shorts against his leg, showing the outline of what was his huge, hard cock. My jaw dropped a bit because that was my natural reaction, but I tried to play it off. My ex said from the kitchen, "Oh she'll love that." The only thing I could do more than blush was laugh.
My ex came and sat on the other side of me so I was between the two of them. He said, "Mike gets a lot of looks in the locker room because of that thing. Go ahead and feel it if you don't believe him." I reached over and touched his dick with a few fingers. "Seems real," I said and everybody laughed. We kept talking and slowly I put more of my hand on him until I was basically stroking him through his shorts mid-conversation, until my ex said, "At this point you may as well show him how good you are at that." We all laughed, and Mike put his hand on my head and gently moved it downward.
I waited for my ex to call it off but instead he just said, "There you go." I took that as a sign he was into it, as Mike pulled his shorts down. My heart was racing as I put my mouth on him and layed my legs over my ex's lap. He took my jeans off while Mike took off my shirt. My ex started slowly rubbing my clit while I sucked his best friend, until he pulled me toward him and repositioned me so that he was kneeling over my face while Mike opened my legs. He tried easing into me but I told him that with his size, "You weren't lying," and we all laughed while my ex got his lube.
When my ex came back I thought he'd have me suck him while Mike fucked me, but instead he sat in the chair by the bed with his dick in his hand. I was little put off at first, I had never had such a crazy sexual experience and thought it was weird that I was having sex with a guy while my BF sat there watching. But the more I could tell my ex was into it and the more Mike was deep stroking me, the more I let go. They would each fuck me for a few minutes in a new position each time.
Craziest part for me was when Mike was fucking me pronebone. He grabbed a handful of my hair and yanked my head upward, while he covered my mouth with his other hand. He leaned in and said on my ear, "You've fantasized about this since the beginning of the semester haven't you?" With my mouth covered all I could do was moan and grunt.
Up until that point I tried not being overly loud because I didn't want my ex feeling jealous in any way, but being used like that had me really turned on. Mike commented on how wet I was and said, "You're not gonna cum on this cock in front of your boyfriend are you?" I looked at my ex, with Mike pulling my hair, covering my mouth and pounding me out, and he gave an excited smile that just pushed me over the edge. I let out a muffled scream into Mike's hand and had such a strong orgasm my eyes were watering. Still probably the single craziest sexual moment I've had.
My ex came in me during doggystyle while Mike finished on my face and mouth. He said, "Your guys' wedding is gonna be awkward," and we all laughed hysterically.
We all stayed close throughout college but never did anything remotely as crazy as that night!