My Second Time Every Bottoming

So, I had bottomed once before. It wasn't bad but awkward. It was when I was younger. Sure it was a lot of fun, but I knew one day I'd try it again. In the meantime I got a bunch of experience topping.

So yesterday I meet this guy on Grindr. So many people flake out but we hit it off and chatted all day and agreed to meet up that night. I had told him I only bottomed once before and he said he was fine with it. Well, I went over and we got into it pretty quickly. Before I knew it we were naked and he was twisting me up like a pretzel licking and rubbing himself on me. I told him I wanted him to fuck me. He was so gentle. He took his time getting me ready and gently stretching me. By the time he put his dick in I was more than ready. It seemed like no time but he fucked me for over an hour. He fucked me bent over on the couch, with my legs over his shoulders on my back, doggystyle on the floor, spooning side by side on the floor (new favorite.) All I can remember is going wild. I was thrusting my ass back onto him and grinding my hips on him.

So I went from bottoming once and thinking it was okay to getting one of the best sexual experiences I've ever had.

Comments

Anonymous

by Anonymous on Jul 6, 2024 at 9:27 AM

As a young boy growing up with my friends there were several of us that wanted sex and it didn’t matter with who. We started sucking each other when we were 11 or 12.
First time I ever sucked a dick we were both naked on the woods jacking off and I got up close to him and we touched our cocks together I went to my knees and he stopped jacking off and I put his dick in my mouth. It felt great to suck on his dick and he kept telling me it felt good and to suck it harder. In a few minutes he told me he was going to cum. I stopped looked up at him and told him to go ahead. I sucked him until he came and I swallowed it pretty easy.
After a few minutes he sucked my dick and once I came in his mouth he swallowed. We spent most of CB the day in the woods going from one place to another sucking each others dicks and before the end of the day we figured out how to 69.
A couple of weeks later he told me he wanted to fuck me. I said OK let’s try it once his dick was up my ass I let him fuck
Me and cum in my asshole. Once he fucked me that first time I made sure he got to fuck me anytime he wanted. And as I got older there were plenty of horny boys that wanted to fuck me.
I took a lot of dicks up my ass back in my school days and there were plenty of times there would be two or three or even more taking turns on me I really got in to taking multiple cocks and having all that young cum in my ass.
Now that I am much older I find myself wanting to get fucked again. I have been on the dating sites talking to men that are hung very well. I am getting very close to getting a big cock up my ass again. Being married makes it more difficult to meet men for sex but I will figure it out before long.

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FirstTimes

by FirstTimes on Jul 6, 2024 at 11:07 AM

Hot story anon. I really wish I had more gay experiences when I was younger.

Last night really was amazing for me. I can't stop thinking about it. The way I was arching my back and throwing my ass back at him... It was like something in me took over. I can still feel the ache of him in me. The way he wrapped me up in his arms... It felt so good to be wrapped up in his powerful arms while he fucked me. I also also forgot to mention how he licked and tongued my ass to loosen it up. A couple times while we were fucking he stopped and dove his tongue back into me. It was amazing. I loved looking back at him pounding me and pleasing my ass while I reached back and pulled him further in... It was an hour of intense sex I'll never forget.

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Anonymous

by Anonymous on Jul 6, 2024 at 4:55 PM

I first bottom in 1974 with a married guy. I was only 16 he was in his 40’s. He fucked me so hard made my cock leak cum. It just was oozing out of me. He even slapped my ass cheeks as I moaned my approval.

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Anonymous

by Anonymous on Jul 6, 2024 at 5:45 PM

I'm supposed to be meeting the same guy tonight. If we do I'll be sure to post about how it goes

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