Jail Bait

OK, So I began writing this story alongside another that I posted here. I thought that I would give it another shot with this story. I hope you enjoy. Jayden

Disclaimer: The story that I have written is a complete work of fiction. All characters come out of my tiny imagination and were created solely for the purpose of writing this particular story. Any similarities in characters of real life persons is strictly coincidental. If it is offensive for you to read about Man on Man sex, please leave now or forever hold your peace. If it is illegal for you to read gay erotica wherever you may reside, please leave now.

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Jail Bait: Chapter 1

How did I get myself into this shit? In the wrong place at the wrong time, they always say. I really can't believe this, I'm locked up. I was just there. My best friend Donnie asked me to take a ride with him to go to his cousins' house to pick something up for his mother. I waited in the car, twenty minutes later here comes Donnie with a bag and two guys in tow. I didn't recognize either of them. He didn't introduce them and I didn't ask. They just got in the back seat and off we went. All he told me was that he needed to drop them off first. We were heading down 376 towards the city when I saw the flashing lights.

"Oh, Shit!" Donnie said and pulled over. One black and one white cop walked up to the car.

The black cop said, "Where you guys going in such a rush?"

Donnie said, "I'm didn't realize I was speeding officer, sorry about that"

"Step out of the vehicle please!"

"Just Me?"

"No...All of you."

A bunch of grumbling and cursing and all four of us were standing at the rear of the car. Donnie asked, "What's going on officer?" He ignored the question.

"Do any of you have any weapons on you?" the black officer said.

I immediately said "No" as did Donnie. The two that was with us hesitated and said "No!" But I had a feeling that they were lying. They had our ID's and with a search found out that the one named James had an outstanding warrant which led to a search of the car, which led to them finding 3 guns, marijuana, and cocaine. Eight months later I am laying here on this bottom bunk cursing Donnie from here to hell. If I run into him when I get out of here, I'm gonna beat the shit out of him.

County was OK. I grew to know what to expect. I stayed to myself. That seven-month reprieve while I was awaiting trial was like heaven compared to this. I have never been so fuckin' scared in my life. I try to show a brave face when I'm out there with "them", but man if I could stay in my cell all day, I would be set. The one thing that keeps me going out there is all the eye candy. I try not to be too obvious, but there are some good lookin' brutha's in here. My cellie Derik is one of them. He is hot as fuck. He's 36 years old, light skinned about 6'3" toned 8-pack from working out several hours out the day. He says it keeps him out of trouble. He keeps his hair in braids and gets them done at least every two weeks if not more often. He has these blue-gray eyes that make him look even sexier. It takes all that I have in me not to drop to my knees and worship his body. He likes to be in the cell in only his boxers. He's a hanger and you can always see his fat dick head hanging down the left leg of his boxers. He is fucking huge. At least 7-inches soft and he's thick. I see him naked around the cell a lot and in the showers twice a day. He hates to be smelly or dirty and I go just to see him and everyone else for that matter show off their dicks. It's like a sea of dicks of all sizes. I try not to be too obvious in my staring but Derik sometimes gives me this look, kind of knowing. Which scares the shit out of me, the last thing I want to do is offend him or anything, but he has yet to do anything about it. He gets along with everyone and is very likable. I noticed that he needed his hair braided again this morning. I was nervous about letting him know that I could braid his hair for him because he usually gets it done by this guy named Byron. Byron is a real flamer and I didn't want Derik to think that I was gay, though I am. So this morning I got the balls to say "Hey I noticed that you needed your hair braided again."

"Yeah man, I was waiting for my girl to put some money in my account so I can get some stuff to pay Byron with."

"Oh, OK. You know I could braid your hair for you and I wouldn't charge you anything, you know...if you wanted." I was so nervous I was shaking.

"You braid?" He said in shock. "Why didn't you say something before? That would be cool my hair been itching for days but I didn't want to take it out and wash it until I had them cakes that Byron likes."

I said, "You sure this isn't going to cause a problem, you know with me braiding your hair? Byron's not gonna have a problem with it?"

"Fuck him, free is for me. I mean were cellies right, we gotta help each other out."

My mind instantly went to helping him release that monster from his boxers and sucking it until it explodes down my throat. I came out of my fantasy and said "Yeah man, we do. We can do it tonight, just wash your hair when you take your shower tonight and I'll braid it after we're in for the night."

He said, "OK but can you help me take this out?" Pointing to his head.

"Sure, but you usually do it yourself."

He said, "Four hands are better than two." And grinned this sexy grin that I had never seen before I think his teeth actually sparkled.

I nervously said, "I guess so, what time you wanna do this?"

"How about when we come in for afternoon count."

"Sure `nough", I said as I watched him put on his pants and t-shirt, grab his stuff and head for the showers. I was getting ready to follow suit when one of the guards showed up to my cell with maintenance to install the new TV that I ordered. They made quick work of it and I left to take my shower. When I got to the facilities, I had just missed Derik's dick. He was just pulling up his boxers and all I could see was his tight bubble butt and v-shaped back. I took myself out of my trance and got undressed and took my shower. There were just a few guys in the shower room and not much to look at so I washed up and got out of there pretty quickly. I got back to the cell and Derik was sitting on my bunk smiling. "I didn't want to turn it on without you being here. Why didn't you tell me you ordered a TV?"

"I wasn't sure that they were gonna approve me or not since I've only been here for a little over a month."

He said, "Oh, they don't care about that; As long as you are on good behavior you won't have any problems with them."

"Good to know, I'm heading down to breakfast, you coming?"

"You ain't gonna try out the TV?"

"Nah, you go ahead, I'm hungry, and you don't have to wait for me with the TV. Treat it like it's yours."

"Cool!" was all he said and reached over and turned on the TV.

My day was so slow. It seemed like it dragged on forever. I guess I was just too anxious to have Derik between my legs. We were called back in for afternoon count at 2pm. After we were released from count we were watching a re-run of The Jefferson's with Derik sitting on the floor and him taking out one side of his head and me the other. His friend Quise walks by and stood at the door staring. He didn't say anything, he just stood there. Derik didn't see him; he was too busy watching TV. I didn't like the look he was giving me. I've seen that look before. It was a look that usually came just before some homophobic slur. I nodded at him and said "wassup" he just stared at me and then nodded. Derik looked over at him and told him "Hey, come in and take a load off, we just watching the Jefferson's and Nick was just helpin' me take out my hair."

"Nah, I'm good, I was just wondering if you were coming down to the weight room." Quise said.

"Yeah, I'll be down after we finish my hair."

"A'ight." He said as he glared at me then walked away. I didn't say anything, just made a mental note to stay away from him. Twenty minutes later I was lying on my bunk watching TV trying to fall asleep. My mind kept wondering to Quise. He was a dark chocolate cutie, but something about him bugged me. I knew people like him, though I don't really know him, something about him just bugged me. At 6 we were called in for dinner. I went to my usual table which was at the opposite side of the room from Derik and his friends. About half way through dinner, Derik shows up and says "Why didn't you sit with us?"

He then proceeded to sit down across from me.

I said, "No reason, I just don't really get along with some of your friends, so it's safer for me to stay to myself and not rock the boat."

"Man, fuck that shit, you think I would let any of those guys fuck with you? They my boys, they wouldn't mess with my cellie." He grinned at me and said, "When are we gonna get started on my hair?"

I laughed and said, "As soon as you wash it."

"A'ight." He said as he got up and walked away. From across the room, I could see Quise looking at me and talking to the other guys at the table that kept looking my way. I was really getting uncomfortable so I put my tray away and went back to my cell. When I got there the cell was empty so I sat for a minute trying to think of what I was going to do. I needed to stay away from them, but that is easier said than done in a place like this. I was going to wait until Derik came back from his shower to go take mine. I didn't want to always be in there when he was. I always figured the earlier the better. So I grabbed my stuff and headed off to the showers. I ran into Quise, Robert and Jacob on my way to the showers. Quise eyed me and snickered while the other two did the same. This wasn't going to be good. I nodded and walked by them. They were pissing me off. I mugged Quise and went in so I could undress and take my shower. Derik was standing by the benches drying his hair when I walked in. I dropped my stuff down on the bench across from his, undressed and went in to take my shower. While I was taking my shower; in walked Quise and the other guys. They took the bank of shower heads across from mine. I ignored them and went about washing up. I was washing my hair and had my head back rinsing my hair when I heard it. "Fuckin' faggot." I opened my eyes and all three of them were staring at me. My mouth got the better of me and I said "You fuckin' got something to say, say it. Don't be standing over there whispering to yourselves and staring. You got a fuckin' problem just tell me."

I don't think they expected me to say anything. I didn't expect me to say anything. It just came out. My heart was racing I haven't been in a fight since I as 16. My uncle was a boxer and taught me how to fight. He told me that I needed to learn how to defend myself. Someone tried me and I beat his ass in the cafeteria. He was homophobic and kept talkin' shit. I took it as long as I could then one day he put his hands on me, walked up behind me and whispered in my ear, "Like suckin' dick faggot." I told him to shut the fuck up and get away from me. He shoved me and I just turned around and popped him. Down he went, but he got up and tried to charge me. I kneed him then proceeded to beat the shit out of him. I was suspended for five days but it was worth it. He didn't fuck with me again. Here I am again and I had no idea how I was going to stand up to all three of them. The look on Quise's face was different. I didn't expect it.

He looked at me and said "You got balls! But what you gonna do, take all three of us?"

I glared at him and said, "I only need to take one, after that I'll take what comes." I turned around and shut off the water and prepared myself to fight. When I turned around they were all grouped together. I grabbed my towel and wrapped it around my waist and took my stance. They stared at each other. Quise grinned and shook his head. "You got balls!" he nodded to the others and they walked out. I took a deep breath and started shaking. I didn't realize that there were a few other guys in the showers watching. I walked out, got dressed and went back to my cell.

"What took you so long? I thought I was gonna have to comb this shit out myself." Derik was standing there in his boxers and a t-shirt. I didn't realize how long his hair was. I sat down on my bunk and told him to sit down. He grabbed a sheet and blanket and dropped them between my legs and sat down on them. He handed me the comb and oil and I proceeded to comb out his hair. He had the TV on some nature program which surprised me. He didn't seem like the type. I started combing out his hair and began braiding it. I didn't ask him how he wanted it done. I just started this complicated Spiderman pattern that I used to put in my nephew's hair. He kept adjusting himself after the first hour. My hard on had pretty much subsided. I had been hoping that he wouldn't notice cause he kept placing his arms up on my legs. I was about halfway through his hair and he said that he needed to get up and stretch. I finished the section I was working on and he got up and started walking around. I noticed his dick was chubbed up considerably. I couldn't take my eyes off of it. He must have noticed me staring cause he said, "Sorry about that, I've always been turned on my people playing in my hair."

I said, "I see." My dick was rock hard. I was trying to hide it by adjusting my dick straight down my pants leg. It was noticeable, so I leaned over and put my elbows on my legs trying to hide my condition. He was looking at me and he got this look on his face. He kind of looked like a kid in a candy store. This was for a split second then he said, "You ready to finish?" I was thinking `thank God' when he sat back down so I could finish his hair. Shortly after that we stepped out the cell for the count and were soon in for the rest of the night. I sat down and he sat back between my legs. I finished his hair and oiled his scalp. They would shut the power off to the TV at 11pm so I took off my pants and settled in for the night laying on my bunk. When we got into bed I usually took off my boxers. I only sleep naked. Derik climbed up on his bunk and I just laid there thinking about what I would do to him. I wanted him so bad it was hard to focus on anything. About 10:45 I heard Derik snoring softly so I got up to turn off the TV. I was completely naked my semi swinging when I turned around to see Derik staring at me. My first instinct was to cover my dick, but I looked at him and he was leaning on his hand with his hard dick poking through his boxers.

"Holy shit!" I exclaimed. He chuckled and sat up on the edge of the bed. "You like what you see? I just nodded. "I wasn't sure about you. You know sometimes you just can't tell." I looked at him in the face and he looked so handsome. But he had that sexy grin on his face. "I'm not gay you know. It's just sometimes in here you need some relief and using your hand doesn't always cut it. How do you feel about us helping each other out?"

I looked at him and said, "You're serious?"

He said, " I mean, I'm not trying tryin' to say that your gay or anything, I just noticed earlier you were staring at my dick and you were hard too, I just kind of figured you'd be game. Sorry if I'm wrong. Just kind of keep this to yourself and we can forget I said anything."

I noticed that his dick was softening, so I stammered "No, no, it's just you know I don't want anyone here knowing that I'm gay. It could be bad for me. I notice how they treat the other gay guys around here and I'm just trying to bide my time and stay out of trouble. Your boys Quise and them kind of came at me in the bathroom and I thought they were gonna try something, but after I stepped up to `em they backed down, I'm just tryin' not to be known as the block cock-sucker."

He hopped down off his bunk and said, "Wait a minute, Quise came at you?"

I said "Yeah." Then I explained what had been happening. He looked at me and I had never seen this look on his face before. I didn't like it. He looked more than pissed.

"Don't worry about it, like I said after I stood up to `em they backed down and walked off."

He said, "If they fuck wit you again, you better let me know. I can't have the boys messin' with my cellie." He said this while he was staring at me grinning. I looked at his dick and he had a semi hangin' out the fly of his boxers. At that moment I realized I was standing there naked beginning to get hard again.

"So what you think? We gonna help each other out or what?"

I said, "Hell yeah!" he got that beautiful smile across his face and I heard the guard coming down the hall. They usually did rounds about 11 and it had to be about that time. He jumped back on his bunk and I climbed in mine. I saw the flashlight pass over the room looking at both of us and then he was gone. He jumped down off his bunk naked as a jay bird. His was dick pointing straight out and to the left. I sat up and stared up at him.

He said, "Scoot over." I moved over and he sat down on the bunk next to me. I was salivating. I reached over and grabbed the base of his dick and started jackin' him. I leaned over and licked the pearl of precum that was sliding down the tip of his dick. I licked around his head and then opened my mouth and started taking him in. I only got about an inch of his dick in my mouth but started using my tongue on the side of his dick. This was a bad position. I couldn't really get him in the way that I wanted.

"Lay down!" I told him. He flipped around throwing one leg behind me and laid spread eagle on the bed with me in between his legs. "Suck that dick!" he commanded. I lay between his legs and went back to sucking his dick. His right foot was down on the floor and my ass was up in the air and my feet were hanging off the foot of the bed. He took his hand and guided my head back to his dick. I opened up and took half his dick down in one swoop. He bucked up and said, "Oh fuck" that pushed his dick deeper into my throat. I gagged and pulled off. I took a deep breath and took him back down. I went until my nose was buried in pubes. He was moaning like a bitch as I used my throat to massage his dick and just kept sucking up and down on his dick. I pulled up and took a few breaths. He smelled delicious. He was clean but there was this manly smell emanating from him. I wanted to devour him. I went back to alternating between sucking his dick and licking his balls. Each one had to be the size of a golf ball or bigger. He kept moaning and saying "Oh fuck, Oh fuck" I felt like I could cum without touching myself. I was determined to suck him dry. I attacked his dick and savored the flavor of him. "Oooh shit, Oh fuck, imma `bout to bust." I intensified my inflections on his dick. When I felt his tip engorge, I took his dick out of my throat and sucked his dick licking as much as I could. "Aaah, Aaah, Aaah, suck that shit, I'm cumin nigga, oh shit, I'm cumin" his dick exploded. I thought I was gonna drown. I started licking up what spilled. He tasted so good. It was like a combination of salty sweet woodsiness. It was like the pure essence of him. The smell that came from his body was concentrated in his cum. I finished cleaning up the mess and he grabbed me by my arms and pulled me up on top of him. His semi and my hard dick were touching. He grabbed my ass and said "we gon' have to do that again! Did you cum?"

"Not yet, but I'm close." He started grinding our dicks together, the pressure was too much. I moaned into his neck. Then my orgasm started. It was intense, I couldn't resist, I had to taste his skin. He had a mist of sweat on his body. As my orgasm subsided I started licking his neck. He tasted amazing. He turned his face my direction and kissed me first on the cheek then he pulled my lips to his and started kissing me long and deep. He rolled over on top of me and I felt his dick hardening again. He kept grinding into me, kissing me, rubbing on me. He took my left leg and lifted it up so it was wrapped around his waist. "Can I feel you?" he said. It scared me at first. I haven't been fucked in close to 2 years and not by anyone nearly as big as he is. But I knew that I wanted him and would give him anything he wanted. "Yes, Yes." I said.

The oil that I used in his hair was beside the bunk on the floor. He reached for it and lifted up on his knees with my legs resting on his thighs.

"Take it easy please, it's been a while." I said, he started massaging his dick. Droplets of cum were still oozing out of his dick. I took my finger and ran it over his dick collecting the cum and brought it to my lips. All the while I was staring him in his eyes. He said "You a freak!"

"Freak in the bedroom as they say." I replied. He got that sexy grin on his face. He grabbed my right leg behind the knee and lifted it up so that my knee was on my chest. He grabbed the bottle of oil and snapped the cap off and began drizzling the oil on my balls so it trickled down my ass.

"Shit, let me grab a towel to put down, this shit might not come out." He got up and grabbed a towel and was back between my legs in seconds. He lifted my ass up and placed the towel down on the bed. "Hold your legs up!" he commanded. I grabbed my legs behind the knees and lifted my ass up presenting it to him. He picked up the oil off the bed and poured it on his hand and my ass. He started massaging my hole trying to get his middle finger in. "Shit nigga, you tight as fuck! I can't wait to plant my seed in that ass." I pushed out a little to allow his finger to slide all the way in. My hole was tingling like an itch that you just can't scratch. After a few minutes of applying more oil and working his finger in and out, I wanted more and he entered another finger. After a few minutes he had three fingers in my ass and I felt like I was on fire.

"You ready for this?" he said huskily. Hearing him say it like that let me know that he was ready to fuck. It sent shivers down my spine so I said, "Yes, fuck me, please fuck me." He poured more oil on his dick and some more on my ass and then placed the tip of his dick at my hole. As he leaned forward applying pressure, I bared down and the tip of his dick popped in. I felt this searing pain and started taking deep breaths.

"You OK?" I had my eyes closed so I couldn't see the look of concern on his face.

"Don't move!" I said in between breaths. "Let me get used to it." I wanted to scream. Tears were streaming down the side of my face. I was about to tell him to take it out when he leaned down and kissed me. Feeling his lips on mine sent a bolt of electricity down my spine. "Relax, the hard part is over." He said. He started licking my neck, the whole while not moving his hips. He smelled delicious. I wrapped my arms around his muscular back and attacked his upper body with my mouth. He started kissing me again and we got into this rhythm. I didn't even realize that he was fucking me until I felt this tingling sensation radiating from my ass and up my spine. I grabbed his ass and matched him stroke for stroke. Throwing that ass at him. "Oooh shit, Der, that feels good. Fuck me nigga, gimme that shit nigga." I was thinking, "not gay my ass." He was a master at his craft and he was painting a portrait and I was his masterpiece. It took everything in me not to scream in pleasure. I was moaning into his shoulder. I heard him say, "Shhh." I didn't give a fuck who heard, my body was on fire. I could feel a fire in my ass that I had never felt before. It was spreading it was like a volcano getting ready to erupt. When I started saying "Ooooh, shit, oooh shit." He started kissing me again I guess to shut me up. My body boiled over and I had the most intense orgasm of my life. My body was tingling all over and he was licking and sucking. I thought he might put a hickey on me. At this point, I didn't care.

"Oh fuck, shit, Aaah, Aaah, aaaaagh, nigga." He kept repeating into my neck. "Oh, my mother-fucking God." He said as his orgasm boiled over. He kept stroking my ass trying to empty all of that milky goodness into me. His body was shaking and he was moaning into me. He had his arms wrapped around my waist pulling my ass up into his pelvis. "Holy shit that felt good as fuuuuck." He said as he continued to stroke me. Pulling me into his body. He let my ass go and brought them up to pull me into a kiss. He kissed me long and deep with his tongue doing a dance on mine. He said, "I've never felt anything like that before." His dick started to slide out of my ass. My legs were still wrapped around his waist. I was starting to shake. I didn't realize that with this sheen of sweat over my body, I was freezing. He rolled over on his side and said: "Scoot over, can I lay here for a while?" I just nodded and scooted over closer to the wall. He grabbed the blanket and pulled it over us. He kissed the back of my neck then he leaned over and licked my earlobe. He pulled me tight to him and started sucking on the back of my right ear. I knew he was marking me. It got my dick hard again.

"You tryin' to start something else?" I could feel him grin against my neck. "Give me a minute." He lay back down and scooted closer to me. After a few minutes, I was starting to doze off when he said, "How did you end up in here?"

"Like I told you before, wrong place, wrong time."

He said, "No I mean you don't seem like the gettin' into trouble type, you know." I said "I guess" and relayed the entire story to him. He said, "I'd beat the shit out my friend too. He was fuckin' wit' your life, your fuckin' freedom."

"Yeah." Was all I could say.

"Were you two, you know, involved, like a couple?"

I grinned, "Nah. He was just my best friend. He knew everything about me and still didn't give a fuck that I was gay! In high school, he took shit just for being my friend and still stood by me, fought for me and with me. He was like a brother and still didn't have a problem sharing a bed with me. I just can't believe he did this shit to me though, even to put me in that position. I'm tryin' to believe that it wasn't intentional but man he never said a fuckin' word, never said I didn't know anything. He just kept his fuckin' mouth shut."

"I don't know what to say." He said as he held me closer.

"There really is nothing to say about it. That's for him to answer for."

"What did you do out there? In the real world." He said.

"I was an HR assistant at PNC Bank. I was in the process of going back to school for nursing, I only had one more semester to go."

"You must have had some cheddar." He said. I don't think he was trying to be nosey just making a statement.

"Money's never been an object for me. My dad left me money when he died when I was 14. I never really had to worry about anything." I have always been uncomfortable talking about money, but it always seemed to come up and become a problem. He never mentioned it again.

"Did you have a boyfriend or somebody you could call a fuck buddy?" he said.

"No, I've never been that type to have fuck buddies. My last boyfriend cheated on me and we broke up about 2 years ago. Before that, he and I had been together for 5 years. Before that my high school boyfriend and I just fucked a lot, well he fucked me. He was a bit confused, he's married now with two kids last I heard. He called me a couple times while I was with Lance to see if we could hook up, but that's not who I am. So, all in all, I have had three sexual partners including you. I guess you could say I'm a serial monogamist."

"No shit!" he exclaimed.

"No shit," I said. People were always shocked when they found out how many sexual partners I have had. I don't know why. Maybe being 27 years old I was supposed to be more active.

"So, what about you? What landed you in here?"

He said, "Wrong place, wrong time I guess." He was never really open about what brought him here. He was quiet for a while and I just laid there with my thoughts then out of the blue he just starts talking.

"I have always been in trouble. Started when I was a kid. Never could stay in school, hung around with the bad crowd. I was selling, smokin' and doin' whatever. I was over a friend's house and his brother came home and found us with his guns. I didn't realize that they were loaded. I had the 9 mill in my hand. His brother slammed the bedroom door open and the gun just went off. I didn't mean to shoot him I just got scared and jumped it just went off." He was crying I turned around and faced him. I wrapped my arms around him and held him and let him cry. I just kept telling him "It was an accident you didn't do it on purpose. It will be ok." I just kept telling him "it'll be OK." He eventually stopped crying I had a feeling that this had been pent up in him for a while. I just held him and rocked him. "It's not your fault, it's gonna be ok. I pulled back and looked at him. He was asleep. I kissed him lightly on the lips. I lay back down and thought to myself. "How could I have fallen for him already?"

So, I have been toying with this story for a while and began writing it while writing another. Not sure how it's gonna be received so let me know what you think. jaydensluv2016@gmail.com