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An Unexpected Visit from Matt: A Night to Remember

Posted by a straight man:

August 26, 2025

By triedasateen

Matt part 2.
The following day I bumped into Matt again and he was quite interested in getting together again so I invited him over the following night. Since I had a bit of time, I stopped at a pharmacy and picked up a bottle of good lube as I was really interested in taking Matts tiny ass.
I must say, Matt is considerably smaller than I am, being 6' tall with a stocky build. When Matt arrived the conversation quickly turned to sex and we both spilled on what our interests were. I had never really thought about being a bottom but one of Matts interests was to feel the sensation of intercoarse and we agreed we would bottom for each other. Matt wanted to lead so I humoured him, once again he started by swallowing my cock and sucking on my balls. Since anal play was new to Matt, I gave Matt the bottle of lube and told him to slide a finger into my ass while he was sucking on my cock, doing so I found that this combo felt incredible. I could tell that Matt was losing focus and his main interest was to fuck me so I rolled onto my stomach and told him to fuck me. I pulled a pillow under my stomach to give Matt a good view of my hole. I coud feel him tracing his cock over my hole and start to apply pressure and then I felt a small pop as he slid in and bottomed out, once again he only lasted a few strokes and he shot his load in my ass. As he was resting on my back I encouraged him to keep going, being young I knew he would stay hard and he did, this time lasting for what seemed like 10 minutes before he shot his second load and collapes on top of me.
I rolled onto my back and Matt cuddled into my hairy chest for about 20 minutes then he started to stroke my cock and balls untill I was hard again. I pulled Matt on top of me and into a 69 position where I started sucking on his balls and pulled him back so I could tongue his ass, I reached for the lube and squirted a healthy amount on his hole and slid a finger in deep,this drove him crazy and he strated squeezing my cock like a vice and drove his face down onto my cock into his mouth, this almost made me cum so I pulled him back away from my cock. Still playing with his ass I started a second finger into him, I could tell he was finding this a bit uncomfortable so I stopped and told him to push back at his own pace until it stopped hurting. Matt was a Rock Star, he had me pull out and add more lube, I started with both fingers and before long he was grinding his ass hard onto my hand with both fingers buried deep, I could`nt wait any longer, I turned him around to straddle my waist , I grabbed his tiny ass cheeks with both hands and told Matt to push back onto my cock. As he was rocking back and forth with about half of my cock indide, Matt began to shake and shot a full load all over my chest, I took this a Que and pushed him back so my cock was totally buried up his tiny ass. As he regained his composure from experiencing his first anal orgasm Matt slid up and down on my cock until I blew my first load into a mans ass, still half hard I rolled Matt onto his back so we were in the missionary position and kept pumping until my cock slid out and my full load of cum oozed from his open hole. Fuck that was hot !!!
As the semester went on we became "Study Partners" and Matt actually prefered to be my bottom as he loved his anal orgasms. Matt has proposed that I finish my degree on Campus and even sharing a place together. HMM sounds like fun

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