Losing My Virginity In Jail

When I was 18 I got caught for underage consumption. At the time my county was really strict on that. Most were because their was an issue with it at the time

So if you got caught it was 60 days in jail. Went to court while I was in high school and was told since I turned 19 a few weeks after graduating I was to report to the county jail then

So I went there when I was 19. I was going to do my 60 days and get out in time to move to college. I was a virgin going in. The county jail in my area has a few counties that use it. Really didn’t know what to expect.

Go in and get checked in and placed dormitory with 6 other guys. I was the youngest there.

You’re given just basic tighty whities to wear there. After a week there I see the guy next to me is obviously hard in his tighty whities. And he’s looking at me. I was already curious about guys going it but never would admit it.

So when he nodded down at his dick and looked at me I knew he wanted a blowjob. I was hesitant at first but I gave in. He just said make sure you swallow to me. So I sucked and swallowed him. I laid awake in my bed hard all night until morning.

He didn’t say anything to me for two days. But then I was showering and in he walks. He showers beside me and asks if I’m gonna put out again tonight. I told him if he needs me too I will. Then he said make sure that ass is washed real good. Right then I knew I was gonna lost my anal virginity.

Come night time when everyone is sleeping and he knows it’s safe to do it he comes over to me bed. His brief are pulled below his balls and he tells me to get flip over and pull my underwear down.

He gets on top of me and lubes my butt up with whatever he had. He whispered in my ear that he’ll try to go slow but it’s still gonna hurt if I’m a virgin

He fucked me. And he came pretty quick then got back in his bed.

A few days later he came to my bed again wanting to fuck me again. This happened every few days my whole time there.

My last week there I told him. He fucked me in the shower one day and every night that week

I left jail knowing I then liked guys.