Getting My Cherry Popped

In 2020 like most I was bored working from home. Every evening I went on my normal run but life was just boring

I had regular sex with my wife which I did love but let’s be honest pussy gets repetitive after a while.

I ran in short shorts and a compression shirt. It definitely showed off my runners body.

Three blocks over was a guy I occasionally went on runs with. He’s gay and a little younger than me. One day on a run we got to talking about life and sex. He told me he hadn’t had sex in almost a year. No one was hooking up. I told him about my boring sex life

A few weeks go by and I’m out for run and on my way past his house. I end up stopping and talking. I’m sitting there with my one leg up and I got on unlined running shorts with a white jock strap on.

To my surprise he says a jock today I see. I look at him and he’s says it’s very obvious I can see up your shorts leg and the cheek strap is almost fully visible

I say I like them for support then he says they are great for sex too. Caught me by surprise. Being curious I told him I’m a virgin to guys but curious

That was all it took. I was bent over a chair in his living room with my shorts off. My jockstrap was still on as he lined his dick up with my butthole

After he finished I told him that wasn’t bad at all. It hurt at first but actually felt good once I was used to it.

As we are both putting our shorts back on he said he’d go for a run with me. Little did I know that his cum would end up leaking out on the run.

Comments

Anonymous

by Anonymous on Feb 5, 2024 at 12:14 PM

when it starts going in is when you feel a little pain but once he's all the way in starts to feel good. it's a different type of orgasm but feels dam good. to feel cum running out is so hot to

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Anonymous

by Anonymous on Feb 6, 2024 at 11:04 AM

I was a teen in cross-country bottoming for an upperclassmen and it always hurts me going in but it's pure nirvana slipping out. Jockstrap made for easy access and my cute well shaped cum buttered cheeks finished our runs.

(0)  (0)

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