The jailhouse romance with a bratty inmate

Can you fall in love while in jail? "Gay for the stay" is one term used to describe how men form relationships behind bars. This story is about two young inmates who are figuring each other out. If you ever wondered how life in jail/prison is like, this is the unvarnished truth. PS: I still talk to Jack to this day.

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  • 8 Min Read

It was my first time ever going to a jail. I had no record and this was my first offense. Awaiting trial, I had to be locked up in county jail until my case is heard. I obviously was scared as shit. I went into court thinking I would be released on recognizance and the judge decides that I was a flight risk. My lawyer took my coat, my backpack, and my cellphone. I was only wear a dress shirt, slacks, and boots when they put me into the van to transport me to jail.

When I got there, I was strip searched, something neither I nor the guard involved, actually bothered to do it properly. They put me through a body scanner like the ones at the airport and they got an x-ray view of my entire body. After that, they asked me if I wanted to go in General Population (gen-pop) or Protective Custody (PC). Considering I was a weak kid who is going to be some psycho's hand puppet, I told them I wanted PC and they gave me the colored uniform. 

I spent the first night in solitary while they classed me (how dangerous I was). I asked for PC out of fear for my safety and the caseworker approved it. I was led by a guard to this the PC units, which is in the upper levels. The PC units were split between people who are awaiting trial and those already sentenced. The 2nd group will stay no more than 2 years there. The rest of us in pre-trial are suppose to be there until trial happens, but a lot of people there were also in custody since they couldn't make bail. You can't make $500 bail, so you stay in lockup for the next 5 months. 

When I first got there, I was introduced to the Chief, who is the leader of the unit. It's not a gang-style organization that movies and rap music make you believe. Chief asked me to pick a bed amongst the 40 bunks in the entire dormitory housing unit. I tried to puff out my chest to make myself look bigger, but everyone saw me as a little kid. I found a space on a top bunk and I immediately got yelled at by the guy who sleeps below. He didn't like getting surprises and looked at me for a few minutes. However, he then introduced himself as Rodney...this tough biker dude in his 60's with the muscles of athlete. He was tough-personified. In later conversations with him, Rodney committed to watching my back.

Chief introduced to other guys, including Manny, his right-hand man on meal service. The two of them controlled the food in the unit, therefore everyone lines up to them. Manny was this cute Mexican guy who wore tank tops and shorts at all times, showing off his much he worked out. The pull-up bar in the unit was almost exclusively his. Manny also had these braces that made him sparkle when he smiled and laugh. John was Manny's workout partner, bald, but pretty much hairy from chest to back. Both were straight, but you couldn't help but notice that they clung to each other pretty closely. Watching them exercising together was like foreplay before the big game.

I eventually meet Jack. He was the youngest dude in here. He is the gay dictionary definition of Twink. He turned 18 only 7 months ago and was transferred to adult jail after having been in juvie for 2 years. Jack was a twig and he was pretty a spaz when he talks. When I came up to Jack, his eyes lit up since I'm the new guy. 

At night, we all just hung out amongst the different bunks, chatting with people. Jack would follow me like a little puppy dog. People were already talking about how the two twinks were probably gonna do some faggot shit. While we were talking under a bunk, he whispered to me, "I think I'm bisexual."

HOLD IT. If you don't know, this is a classic trap. Inmates rarely ever give you info unless they want something in return. Jack was trying to see if I was gay. Being out as gay is trouble and people will harass you day in and out. When I came through those gates, I was back in the closet. I didn't respond to Jack's statement.

There were many gay inmates in the unit. Except most do not talk about it. The type of gay inmate who makes a big deal are the hookers. They provide sexual services in exchange for canteen items or credits. The problem is that you cannot use a hooker without letting pretty much everyone else find out. If you're in for a long time or maybe you've been in the unit for months, you might find the harassment less of an issue than getting your dick sucked by a male hooker.

Jack was very quick to tell me about who sucked who, who fucked who in the showers. Jack was a total snitch. This was why I didn't tell him shit when he came up to me. 

I decided to go shower for the first time using their shower area. Each shower stall had 3 walls and 1 curtain. The curtain, of course, didn't cover all the way, so it was easy to spy on someone in there. Some guys take the plastic forks and use them to pin the curtain into gaps in the metal panels. It took me a few days to learn to do that effectively. 

In the shower, I stripped down. I was nervous as hell. I pressed the hot water button and fortunately it came out hot. My situation was horrible, but a hot shower at least rejuvenates me. I turn over and see Jack squatting on a toilet directly opposite my shower stall. During the entire time I was flushing my face with that shower faucet, Jack was staring at my ass. When I was facing him with my cock forward, he was pretending to look elsewhere, but I saw how he widely positioned his legs so I can see his giant soft white cock. For an 18yo, I was pretty impressed and that length was hot. Still, I thought Jack's rather unsubtle approach to watching me shower was not okay.

After I showered, I met with other leaders of the group. Chief was in charge of food, but Fade was the resident barber and cleaning manager. Fade himself was out of black gay porn video: tall, muscles, huge chest with gigantic dark nipples. He always walked around shirtless, except when he was sleeping. I couldn't stop staring at his nips...I was scared looking too long might cause me to just go up and suck it. Fade himself looked at me as something delicious. He had confessed to me that he can't stand the other jokers in here. They were all black and young, Fade hated the rambunctious attitude. Now that I'm here, Fade thought I might be a good romantic interest for him. He told me that I had such beautiful hair and that he'd love to give me a haircut. 

A week passed being in the PC unit.  Jack still followed me around and we ended up forming our own group of younger guys. We played cards a lot. In prison, you have to know how to play Spades. I actually taught them how to play Blackjack aka 21. I was so surprised that people don't know how to play Blackjack. 

I finally got a lower bunk. I hated having to climb up top. Jack probably had a chance to get a lower bunk, but he preferred his bunk area located near a 24/7 overhead light. He's probably scared of the dark. 

In my bed, Jack and I sat there. We had draped an extra sheet behind us, because the guy next door was annoying and fuck and always wanted to jump into our conversations. In our little hideaway, Jack and I held hands for the first time, confirming for him that I wasn't straight. It was discretely done, but many other guys can guess that there was some chemistry between us. Jack probably hasn't had anyone touch him in this way since juvie. He blushed. Inside these walls, handholding is already an intense enough first step. 

I was sure Jack was gonna spread around some rumor about me being gay. At that point, I didn't care anymore. I had people who were watching my back, so it was not like anyone would dare mess with me.

Fade kept trying to see if I was interested. He looks at me like I'm a sweet little puppy dog. When we sit on the couch watching TV, I can sense Fade wanting to put his arm around me. Then there were the times he goes to shower. That man will be in there for 45 minutes. The sad part is the fools he hangs around with almost shower at the same time, so it meant Fade rarely ever got to have fun in the showers.

On a cold day when there was no yard time, everyone was forced to stay holed up. Fade took a midday shower in the cubicle deepest in the shower area, furthest away from the security cameras. I decided to go in and use the toilet, conveniently the one opposite his cubicle. Fade saw me sitting there and he decided to put on a show for me. He slowly washed his muscles with soap and then stroked his black cock until he got fully hard. I took that as a sign and got up to immediately hold his cock in my hand. That area could not be seen by the camera, so we could do whatever we wanted...it's how the hookers do their business.

I quickly knelt down and started sucking on Fade's massive cock. Of course, it tasted clean, but I was in awe with how thick it was. I loved it when you swallow the head and it fills both sides of your cheek. I don't managed to do much, for fear of being caught. I caught back up and Fade had this look of joy. I knew Fade could keep this secret.

On a different night, I was on top of Jack's bunk bed, We were watching SYFY and he had his pillow on top of his blanketed chest. I was holding his hand underneath the blanket. He then guided it to his hard cock under the pillow. It was very risky, but I felt the warm pre-cum all over his head. I didn't make any obvious movements, but my warm hand kept his cock nice and hard throughout the rest of the program.

There was a point when my lawyer was able to get me out of lockup. I spent about a month in the place. For the most part, these were good people who are in a bad situation. When I left, I had a lot flashbacks to times when these good people made sure I was safe. The sex stuff was new to me, because I had no expectations of walking into any detention facility to engage in sex. Isn't that the irony for gay inmates? Jack and Fade were gonna be there for a while, so I doubt I'll ever cross paths with them again. 

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