Gay Jail Stories

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Jail Bite

by silverangel621 on Sep 25, 2017
Gay Male

I'm baaaaaaaaack and I'm so sooooooooooo sorry for my long ass hiatus. Lots of love to those readers that emailed and stuck with me. Its summer now and I will be updating like crazy (I hope). Just had a really busy year but I won't go into that. As for story updates, these are eth stories that will be continued. Gilded in Gold, The Dark in Your Blue Eyes...

Jail Bite Ch. 03

by silverangel621 on Sep 25, 2017
Gay Male

Hello again. I'm slowly updating so be assured I will finish at least Golded in Gold (for those of you that came over from that story to here) one more chapter for this story to go. Percy woke to the chipper tweets of birds heralding in a new day. Something was tickling his nose and there was something scratchy and warm along his cheek. He was laying on to...

Jail Bite Ch. 02

by silverangel621 on Sep 25, 2017
Gay Male

Hello, all. I know it's been a long time but I'm getting to all my promises lol. I'm not going to lie, I'm mainly updating on another site that I can't name here or this story will never get updated. But this story is on another site under the same title name only with different character names. Anywho, enjoy :). Beta'd by Adrianabelen, whose been with me...

Jail Time Ch. 01

by oralguy82 on Aug 18, 2017
Gay Male

I was spending a couple of weeks in the county jail waiting for trial for a little misunderstanding over the ownership of a car. The first couple of days weren't too bad. There were 16 cells on my floor, and 5 guys serving short time. I was starting to get pretty horny, and that was it easy to take care of, but still not really all that satisfying. I wante...

Jail Time Ch. 02

by oralguy82 on Aug 18, 2017
Gay Male

Before, I had spent 2 weeks in the county jail and, I thought that was all done and gone, and would be forgotten. But about 4 months later, I was almost thinking how can I sign up for another 2 weeks. I felt humiliated about the experience, but so turned on too. More than once I had jerked off to the memory of that humiliation. A 25-year-old man thinking ab...

Paying Rent Ch. 02

by JailBird Dreamer on Sep 16, 2017
Gay Male

A loud distorted voice came out of the metal speaker box in our cell that announced tier time was starting. I had only been asleep a couple of hours but I could still taste Jermane's cum in my mouth. I got up and headed out of our cell and went over to the deputy's station to get my special pink razor and head to the shower like I was told earlier. As I got...

Paying Rent

by JailBird Dreamer on Sep 16, 2017
Gay Male

The sound of the gavel rang through my ears and all I heard was the judge say, "I sentence you to 1 year in the county jail." One Year? Why had I been so stupid and put myself in this situation? Will my friends or what family I have left even visit me while I was in jail, or better yet even want to know me when I got out? All of these questions ran through...

JailBait

by CathLick Skool Gurl on Aug 18, 2017
Gay Male

I didn't do it, I was framed. Just at the wrong place at the wrong time but I didn't do it. My name's Marc and I'm eighteen years old. It all started on prom night. My old man had forbidden me to go because he found out what gift I'd be unwrapping for my girlfriend, Melissa. I was fixin' to head out the window when I heard the phone ring. "Oh, Hi Melissa."...

Jailhouse Buddies Reunited

by danielblue on Aug 18, 2017
Gay Male

Harry was a bit of a hard nut, always getting into fights and generally finding it hard to keep out of trouble. Now that his third wife had walked out on him he was feeling desperately horny, but a man as uncouth as Harry is not exactly very woman's first choice in a man so he found it really hard to get laid. Then he was walking down the street one day when...

Taking The Jail Bait

by omni6ual on Aug 18, 2017
Gay Male

I stretched out face down on the lower bench of the sauna, luxuriating in the gentler heat down low and the space available to me, the sole occupant. As a nineteen year old student I was able to take advantage of quiet times when most people were working, currently it was early afternoon and I appeared to be the only customer in the spa complex at all. So...