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Gay Stories
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Straight Male / 57
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.
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.
- That's Juicy! 30
- Remove It! 3


