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I [m20 at the time] had got barebacked during a break with my future wife
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So this is kind of a fun story from my past, I’ll keep it nice and short but just wanted to share.

When I first started dating the girl that would become my wife, I had a couple of experiences with a guy, she didn’t know about this side of my sexuality and honestly still doesn’t. Well one night we had a fight, she told me to leave and I did. When I left, I decided screw it, I am single again, I’m going to have some fun. So I hit up the guy I had played with in the past and we decided to meet up in a park right down the street from my girlfriend/ future wife’s house.

We started having our fun in the park, went through all the bases and got to the point where I was ready to be bent over and fucked. He pulled out the condom and lube, and excitedly placed it on him. He had me get on my hands and knees and he started pressing his cock against my hole. It had been probably the best part of a year since I had anything penetrate me so I was a tight as I had ever been, and I think he was expecting to slip in a little easier then it did. In the heat of the moment, he pushed his cock into me a little faster than he probably should have, I yelped and the one condom he we had snapped. He quickly pulled out and told me, to which I told told him I don’t care just fuck me, and he did! He quickly add lube to his bare cock and stuck it in raw, fucking me until he came inside.

Now the fun part of this story. Probably not even an hour after getting railed by my buddy, me and my girl ended up talking, getting back together, and we ended up having some amazing makeup sex. All while I could still feel my ass stretched and definitely still had some of his cum inside me.

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4 months ago