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A couple months ago I wrote a fictional story about having a 3some with 2 guys. Now I can write a true event story.
The set up is pretty simple, I had placed an ad on doublelist saying that I was looking for fwb and that I was a bottom looking for a top. I got some replies but nothing really came of it. I was really having a dry spell with no action.
One of the guys who replied seamed really nice. He's in a relationship with another man and they live together. After a couple of emails back and forth, he stopped communicating. I figured he wasn't interested in me or found someone else. Then a couple of weeks later he reached back out and apologized and said they had some things come up that kept them busy. He then asked if I was still interested and I told him I was.
We texted for over a week until our schedules aligned. We had our date set. The day of, he asked if I had any sexy underwear or jocks. I didn't lol. He said they really loved them and asked if I would wear one if they provided it. I said I had never worn one in this context, but I'm definitely game!
I drive over to their place and I'm super horny, but also nervous. I arrive at the door and met by Alex. He's the total top and who I've been talking to. We formally introduce ourselves and then he calls down AJ. AJ is a top verse, but he bottoms for Alex in the relationship. Hence where I come in, I'm the bottom for them both.
After some quick small talk, Alex shows me the thin black jock he would like me to wear and they go up to the bedroom to allow me to get changed. I strip and out on the jock, then make my way up to their bedroom. They are laying in the bed on each side in their jocks so I climb onto the bed in the middle of them both. Right away. We start kissing and caressing each other. I start making out with AJ first, then after a minute or two turn to Alex. Our hands are now wandering over each other. Stroking each others cocks through our jocks. I can't remember how long or in what order, but I take turns going down on each and they both go down on me.
We eneded up stripping off the jocks and I'm going down on AJ when Alex gets behind me. Two things we already discussed on out texts was that I wanted to get rimmed and AJ wanted to watch Alex fuck me first. So as I'm going down on AJ, Alex gets behind me and starts rimming my ass. His tongue felt so good! I was moaning on AJ cock as Alex licked and pushed his tongue into me. He had mentioned in our texts that he wanted to get my ass wet enough that we maybe wouldn't even need lube. After he licked and probed my ass with his tongue for quite a few minutes, he pulled me to the edge of the bed. My chest was on the mattress and my feet were barely touching the floor. He stood up behind me and rubbed his cock up and down my crack, spreading his spit and saliva over his cock and my hole. He asked in a whisper if I wanted lube, and I said no. I wanted him to try to push into me right then and there with his spit. His dick wasn't very big so I felt I could take it. With my mouth still on AJ, Alex starts pushing into me bare. I moaned into AJ's cock as Alex slid in. Alex stopped once he was I inside of me. Maybe to let me adjust or to just appreciate the feeling of being in my ass bare. I didn't need time to adjust, I wanted him. So I started pushing back and arching my back, taking him deeper. Then I pulled forward and then pushed back again. Feeling his cock sliding in and out and stretching my ass out. He let out a gasp and said "oh my. That ass feels amazing " I liked the feeling that I had knowing I was pleasing him. I continued working my hole back and forth over his cock. I had to let AJ out of my mouth so I could moan and so I was stroking his cock while I was working Alex's cock in my ass. Alex didn't last long. He started grunting and pushing deeper into me when he let out a grunt. I couldn't feel him cumming, but I know that's what he was doing. After Alex came, he stayed I'm my ass for another couple of minutes before pulling out.
AJ was still rock hard, so I asked him how he wanted me. He said to straddle him cowboy style. So he laid down and I climbed on top of him, reached down between my legs, and lined up his cock my ass. As I lowered myself, he entered me easily. He was smaller than Alex and my ass is now lubed up from cum. I could feel how wet I was down there and even commented on how well I was lubed up I now felt.
AJ tilted his head back as he entered me. He also commented how great my ass felt. I started immediately raising and lowering myself as well as grinding back and forth to work his cock in me. My cock hard and bouncing on his stomach. I placed my hands on his chest for balance and quickened my pace. AJ didn't last long either. Within just a couple of minutes he exclaimed that he was going to cum. I worked my hips faster up and down, forward and back till he tensed up and came in me bare. While he was still inside of me, I asked for some lube on my cock. Alex gave me a couple of drops on my cock and I started stroking my cock. Feeling AJ inside of me, feeling wet from all the cum, I stroked faster and harder. AJs cock wasn't as hard, but he didn't need to be. I was so lubed up from the cum that his cock was still sliding in and out. Alex and AJ both encouraged me as I stroked myself and rode AJs cock. After a minute or 2, I felt my orgasm coming. I looked down and saw my ropes of cum shoot out and land on AJs stomach. He rubbed it into his skin as I came down from my high.
I then climbed off and went to clean up in the bathroom as they cleaned up in the bedroom. When done. I came out and laid down in between them again. We had some small talk and got to know each other some more while they caressed me with their hands or feet. It was then late so I had to go. I texted Alex when I got him saying that I had a great time and he said they did too.
I didn't hear from them for a week or so, and I thought that maybe they didn't enjoy themselves as much as they had led on, but Alex did eventually reach back out and asked how often was I able to meet up with them. I said every other week was good for me (since we all have other commitments). We arranged another meet up that happened just the other night. We tried new positions and had a great time.
So I went from fantasizing about an all male 3some, to having quite a dry spell with no action, to now having a couple as fwb that I get to see every couple of weeks.
Hope you all enjoyed! I know I did lol
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