A while back I landed myself in jail. Nothing serious but some unpaid fines piled up and I had to do 7 month.
At first I was a bit scared because of movies and stuff but soon enough I relaxed.
My roommate was a big guy, quite older than me and he would masturbate every night a few times.
As days went by, I got more and more horny about him and one night while he was doing it I asked him does he need any help ?
He had a serious face but he said yeah come over.
So I lay next to him and we start making out. He grabs my ass and my hips and I slowly work my way down to his dick. It tasted amazing and after it was drenched in spit I take it whole. I felt his cum deep in my throat and his body relaxed.
I swallowed it winked at him and went back to my bed. The next night no words were spoken but he got up and said he will be back in a minute and to get on his bed, get naked and wait under the blanket.
Soon enough he returns, closes the cell doors and he takes pack of condoms out of his pocket. We start the foreplay, I get him nice and hard and he picks me up and mounts me in doggy. As he entered me I felt so good. We went from doggy into cowgirl and finished in missionary with my legs around his back.
After that we started talking a bit and I asked him what if we invite someone ? He was a bit hesitant at first but eventually agreed.
So from that night on, once a week either in our room or in the showers I was their bunny. They treated me well, gave me perfumes, cigarettes and even alcohol once. Usually it was my cell mate and 2 guys but sometimes especially in the showers or in the back of the kitchen there were even 4-5
The night before I was getting out it was just me and my cell mate. We had sex the whole night. We even hooked up a couple times when he got out but he moved cities and we lost touch.
Idk about you guys but I loved jail !