Age 18 - Late winter and spring 1973

Small town in New England

County Jail

* * *

There’s two types of jail bait; underage girls out to get themselves poked, and me. After getting busted for a small amount of weed, I got six months in the county jail. I only did four months because of ‘very’ good behavior.

I realized right off that the cop that busted me had it in for me and I was going to serve some time. I figured if I was going to pay a price for smoking, I was going to smoke. So I started working out some ideas to insure that I would have a relaxing and fun vacation. I was only a skinny runt, 125 pounds, with shoulder length hair. I was known for my silver tongue and ability to turn a deal. I was a hell of a chess player because I always looked several moves ahead of the one I was making. But I was in a perplexing situation; known as a don’t-fuck-with-me kind of guy on one hand and facing the reality of my dark and hidden life. I knew there must be some way to make the two merge for my benefit. And jail was the perfect place to try it out, due to lack of options.

My court date came and I figured this is it. I was convicted and on my way to the county farm in about an hour. On the way to jail the cop that arrested me was driving me and said I was going to get eaten up in a week. I came back with, “I’ll be running that place in a week.” When I was processed and brought to my first tier, I looked at the guys and saw little possibility for getting the help I knew I would need. The guys were all about my size and most were there for being minor fuck-ups or dweebs, and few tokers. After a short hour of sizing the place up, I realized this wasn’t going to work for me. I made a ruckus and worked the guard into a frenzy until he moved me. He thought he was going to teach me a lesson; was he ever wrong.

The guard brought me to my next tier, and as I looked in I saw what I was looking for. The door was opened and I looked around sizing the place up, and thought, “So this is my new home.” I saw a table with 4 guys setting at it, three playing cards and one I took as the tier ‘boy’, looking on. He had a small build and just didn’t fit in. There were 2 guys talking in the first cell in a row of six. I walked the cells to check them out and knew the last one would be mine; it had the greatest safety for someone like me. I knew it would be taken, but I also knew it was about to become mine. There was another guy lying down in the third cell. And when I got to the last cell, I knew I was home. I checked out its contents and smiled a bit, especially when I saw the make-shift curtain pulled back across the door. Someone from the table behind me bellowed out, “What the fuck you looking at?” I knew the voice was that of my new cell mate, I was just hoping that as I turned to answer he wouldn’t be a completely repulsive guy, nor an unreasonable man. That would be a major roadblock. Repulsive I would have to handle, unreasonable was a big problem.

I turned and walked over to where the voice came from and recognized my new best bud. He wasn’t very tall, but a definite biker-type with a huge chest and arms much bigger than my thighs. I stood over the table and said I meant no harm, just checking out the facilities. I asked them what I needed to know and everyone had something to say, but danced around the real topic that they wanted to warn be about, Paul, the guy who just challenged me. I was invited to sit down and play poker with them. I sat but said I didn’t play games of chance, and as I looked at Paul in the eye added, “Unless I intend on losing.” Chess is my game, no chance losing there. The rest of the guys, except the ‘boy’ were of good size. And best of all, I knew no one personally. I was getting an evil eye from Paul, which the boy didn’t like. I wasn’t any bigger than he was, but he must have thought I might take away some of his power. He had no idea, didn’t really care,

I asked who controlled the flow of smoke and everyone quickly assumed I was a plant to make a bust. Paul, who turned out to be a biker, realized I was just a head. No plant would propose a question like that this quickly. I told Paul he had his cell fixed nicely. He corrected me and said ‘house’. That meant he had done hard time before and was use to having a bitch, thus the curtain. And he clearly had an understanding with the guards or the curtain wouldn’t have been there. Paul gave me the low-down on the drug situation and it looked very bleak. So as not to appear too anxious I waited till they tired of the game and then told Paul I wanted to talk a deal with him, in private. He invited me into his house. His boy started to follow and I said I needed no extra ears, and Paul agreed.

He sat on the lower bunk and I stood to show passiveness and respect. I asked if the curtain could be closed; he smiled and dropped it. I said I was use to getting my way about certain things and looking at 6 months in this hell hole, I wanted to change the smoke situation quickly. I told him he was the obvious power house here and that’s why I made a fuss, so the guard would put me in the worst place. I asked him if he was rich and he answered ‘no’. I asked him if he wanted to be and he got a bit put off. I told him he could be if we could work out a deal. This intrigued him and told me to go on. I said my plan would be simple. He takes care of me, and I would take care of him. This got him interested, and a slight erection. I said, “I just want to be comfortable and so do you. I know what I’m capable of and so do you. This is the deal; I know how it works in here and I’m okay with that, but there are rules we have to follow to maintain respect.” I asked if he agreed and he nodded. I went on and said, “This is what I want; a steady supply of smoke that I’ll help you acquire, total respect offered to me on the tier and throughout the jail house, total veto power over almost all matters between us, to move in here and that your boy moves off the tier, total protection, and if this is to work, no one must ever know I’m entering this deal willingly. (Plausible deniability)”

He got a bit pissed at my side of the wants, but I went on. “And in return, this is what you’ll get; total control of the entire jailhouse, we share the smoke we get brought in, you get to strut, you would get me on demand, and the very best of all would be unlimited currency to barter with among the other inmates.” He huffed and said he had all that already accept the money. I said, “Not really!” I added that his currency would be… me. I had him with that. He told me to explain. I asked him who he owed money to and he said a couple of guys. I looked him straight in the eyes and asked if the debts would go away if he gave them a pass at me. I added that I could be used for his gambling losses and perhaps traded to the guards for certain privileges.

He said he had become interested and I asked him how much. He came back with ‘very’.

I said, “Well, like with paper money there are different denominations.” I took the 1$ and $5 bills out of my pocket that I had prepared and gave him the dollar bill. I said, “Right now you have a dollar bill. I’m a five dollar bill,” and handed him the five. He put both in his pocket, not knowing that I was going to tell him to anyway. I said all that I see is left is to prove my worth and asked if he agreed. He agreed!

I took a big gulp, got quite scared at the bulk in front of me, because now I had to make the big move. I had to show my hand and if I hadn’t set this up right it would backfire on me for the next 6 months. I just stared into his eyes for a minute and he saw I was working up the nerve for something, but didn’t quite expect what I had in mnd. Without taking my eyes from his I walked over to him and knelt by his feet. I reached for his buckle and undid his pants. He leaned back and allowed me to pull them down some. I squeezed between his legs and I felt his cock in my hands. It was thick and very rigid. About 7 inches long, maybe 8. A little bigger than I had hoped. I asked if this was okay to do and he said ‘go for it’. I bent over him and sucked his massive cock in between my lips and started to slowly bob my head up and down. He relaxed a bit and murmured something to me. I liked what I felt and tasted. As I got more horny I got into it more. Then to allow him to show his dominance I dropped his cock from my mouth and said I could use some help. I told him a real ‘boy’ should always feel used. I sucked his cock back into my mouth, grabbed his hands and put them on the back of my head. I pressed against his hands to push my head even farther down on him. I could taste his pre cum and took my hands away. That was all he needed and took charge of the rest of his blowjob. As he was about to shoot his load, he asked me where he should put it. I told him it was his blowjob and it was up to him what he did with it, and sucked him back into my mouth. He grabbed my head firmly and pushed in as hard as he could choking and gagging me. He held still and I knew he was concentrating on shooting his come down my throat, and then I could feel it. He seemed to be taking a long time and I was just about out of breath. I struggled a bit to get away so I could breath, but he said I asked for it and held me tight. A few seconds later he let me go. I choked his come the rest of the way down and smiled a lusty smile at him, then went back to his cock after getting a couple of breaths to lick him clean. Then I started to pull his pants back up for him. He lifted his hips as I slid them up. I started to zip him up and buckle his belt. What a good boy was I?

I knelt back on my knees, asked if I had just changed into a hundred dollar bill and if we had a deal. He grinned like he probably never did before and said, “Yeah, I think we can work something out.” Then I said we’d talk about the details throughout the day, but there was one he should know now. As I got up and sat on the bed with him, I told him of my one chance rule. He looked puzzled! I went on to say, “You can try just about anything once and I might get upset, but I won’t hold it against you. If I don’t want you to do it again I’ll tell you, otherwise you may assume its okay to do. And if I say ‘uncle’, I want you to stop immediately. I asked if he could follow that rule. He nodded and said, “I guess you didn’t like getting gagged like that, did you?’’ I replied, “I didn’t say that, did I?” And again he grinned.

I said since we had a deal that I wanted the boy gone today, and I wanted him to have me moved in by lock down. I also told him to make it be known that he intended to make me his bitch that night to a couple of the guys, but I wasn’t to know about it. I reminded him of plausible deniability and how he was always to appear to be in total control of me, not the other way at all. Otherwise, his power would be diminished. Then I asked who he owed the money to and told him to tell one of the guys he would get paid tomorrow after he broke me in tonight. I told him no one should know about our deal or about the blowjob I had just given him. I wanted people to think of me as somewhat naïve and unsuspecting. If they thought I gave it up instead of him taking it later, he would lose some of his credibility. He understood well! He asked how I would pay off his debt and I asked him what he was willing to have me give the guy for his debt. I reminded him that when one overpays for all his food items in a store, that he may wind up short at the register. He said it was twenty bucks and a blowjob should be enough to cover it. I said, “Then that’s what I’ll do…. for you.” So, I said acting is our best weapon of choice today, let’s sell it well.

As we sat around most of the day and I tried not to hang around Paul too much, I figured out many of the ‘selling’ details. I guess I really sold the deal well, the old ‘boy’ never came back after lunch and the guard told me to move my stuff into the last cell. I bitched a little to sell the story but complied. When I told Paul what had happened, he rattled off a lot of rules for me to abide by as his new house mate. He was pretty good at this selling stuff himself. I motioned him to follow me into our house and he came in a minute later.

I got friendly to overcome the sneering I had been doing up till then. I said how things were going very well. I thanked him for getting rid of his boy so fast and moving me in. I told him we had two roles to play today and one big one together tonight. I had to bad mouth him some to get an obstinate air going on my end. He had to brag to a couple of guys what his plans for me were, sort of to put me in my place. He agreed to that. I stood up and struck a stupid pose and asked him if I looked like a good bride. He looked puzzled. I explained that essentially we were getting married tonight, as he was going to make me his jail house bride. I asked him that if he could possibly find some smoke for our honeymoon tonight that I would greatly appreciate it, but I understood if he couldn’t on such short notice. I said that as I saw it, the better we sold things tonight, the more power we were going to reap. He kept agreeing with me and finally said I must be a hell of a chess player. I told him that I could count my losses on one hand.

He asked what I had in mind for tonight to get everyone wised up, and I said I would tell him tonight. I didn’t want him to tip anyone off by knowing too much. With that I sat down and asked him how clear it was for him to understand the line between our business together and his private right to me as his bitch. He told me he had been thinking of that all day and was working it out. I interjected how the line was very fine and even a little fuzzy. He had to expect me to always defy him somewhat in public. I asked him how he accomplished the moves so quickly and he said that it was bought by a mouth to be delivered at a later date. I grimaced a little and said that that reminded me about tomorrow. I wanted him to bring the guy to our house for his payment. I wanted him to stay and watch to make sure I behaved properly. I was developing a sexy little leer I would flash him to know I was up to enticing him. And with that leer I went over to him, rubbed my hand up the inside of his leg and over his bulge, then stood up and walked away. I turned around to him and leered again. I asked him if things like that had any effect on him. He didn’t have to answer, though he did, I already knew it had. I said, “Just wait to you see how I do it tonight.”

We went back to the common area and started working the floor on selling our take-over.

And we did a really good job of selling. The guard that rearranged things for Paul came by a couple times to check out his goods to be delivered later. I felt pretty weird being out on display for this guy, but I paraded a little for him. I thought that the first negative thing about this whole deal was that I was becoming quite a fucking tease.

Around 8:30 Paul informed me that we had a little wedding night ‘champagne’. He said he was looking forward to tonight and asked if I was going to give him anything to be happy about. I gave him my special leer and said he’d have to find that out later. He would have had come running down his leg if I told him what he was going to get from me. I reminded him that he only had an hour to find out anyway.

We heard the other tier doors slamming, knew it was lock down time and headed ‘home’. A couple of the guys flashed knowing smiles to Paul and I headed in before him to keep from laughing. When he got in he waited for the guard to come by, then dropped the curtain to send him a message. I had a few messages to send myself, but to Paul. As he stood at the toilet taking a piss I grabbed the rag he kept handy for ‘spills’, went up behind him and rubbed my hands up his chest. I grabbed his cock and held it for him till he finished, milked him clean and shook it for him. Then I reached around and wiped him dry with the rag. I slithered to the floor, reached my mouth around and sucked him into my mouth. I gave him a few seconds of pleasure and said, “Let’s get to work.” We sat close on the bed while I filled him in on the details. I told him we would give it till just before lights out to get started. Every now and then I would reach over, grab and massage his crotch to tease him. He was getting a bit upset and I told him, I was just getting him ready for the show. And the show had to be big time. We had to sell the hell out of it. Silly guy asked if he was going to get another blowjob. I laughed and said, “Look, let’s get this straight. Till the business is over, it’s an audible show. Then we faze into private time. That means I’m your bitch. And what you do with your bitch is your business. That’s my end of my commitment to give to you; your end is to take care of me.”

With that we toked up our ‘champagne’ and toasted to one hell of a wedding night. I asked him if he had made any plans for me and he said he had some ideas. When I said it was time to begin, I said just follow my lead and think ‘aggressive’. With that I stood and started slowly taking off my clothes for Paul. I kept leering at him all the time to entice the proper behavior from him. I had prepped myself all day to get as horny as hell for this moment and it was paying off. Paul was on the bunk, so I straddled his legs and sat on his lap. And with that it started. “No fucking way”, I said very loud and slapped my hands together to sound like I was hit. Paul looked stunned. I expected it to take him a few minutes to really get into it. Then, “Look, I’m not going to do that. There’s no fucking way!” I stood up from his lap and pushed him hard to get him going. He stood up, rubbed my totally nude body against him and said, “push me” in a soft voice. He barely pushed me. I rubbed him again, leered at him and again said, “push me ass wipe”. He almost got it right. One more time I rubbed up against him and this time mockingly tickled his crotch. I whispered, “push me you fucking woose”. With that he finally pushed me hard enough to slam me into the steel wall behind me. Hard enough to rattle all the walls close by. I smiled at him and yelled, “You fucker!” He was getting the idea.

He came back with, “You’ll do as I tell you bitch.” I rubbed over him again, rubbed my hands over his chest and felt his now fully hard erection. I started unbuttoning his shirt and whispered in his ear that he was about to put me to my knees. I told him to order my clothes off me…and, “Get your fucking clothes off, now.” From me came, “Ow,ow,ow, ok, ok, I’m doing it.” The tier was so quiet; it was obvious we had all their attention. I pulled his shirt from him and undid his belt and snap. It was getting to be a toss up as to which one of us was more turned on. I banged the steel wall behind me a few times and pulled my man’s pants down to the floor. The lights went out then and we continued our play. I rubbed my bare cock against his crotch and whispered to him, “It’s time to feed me your cock, mister man. Think you’re man enough to do it.” Then, “I said get to your fucking knees”, and he pushed me down. When I just knelt there looking up to him he realized that the business and the bitch line were blurring. He grabbed my hair, bent my head back and I smiled. He ordered me to open among my “no’s” and to suck it. Then I pulled him with my mouth till my head was against the wall. I sucked his cock hard while I pushed his hips away with my hands and he got the idea. He started fucking my mouth hard enough to bang my head against the wall in rhythm. This was all going quite well.

As he fucked away at my mouth I couldn’t help but think about how I had obviously won the jail house over in less than 12 hours and that the man pounding my head against the wall with his cock actually thought he was in control. And at the moment, I was loving my vacation. I had hunted down 2 guys before heading to jail to practice my sucking skills, but they hadn’t helped me much, considering the size of the one face fucking me now. Paul was starting to groan and his leg muscles were getting tight as steel, he was about to feed me again. As he slammed my head one last time into the steel wall, his come started rushing into my mouth. I swallowed, savoring every tiny taste of his juice. I had to hurry for my next act. I grabbed his cock and tugged him to me so he wouldn’t clean it himself, and started my act. I made heaving and choking sounds to imitate throwing up. I whispered for Paul to laugh a little. I said just loud enough for our audience, “You fucking bastard. Get away from me now.” And then I licked and sucked my man clean. That sounded good in my head, my man.

We sat on his bunk together and I said, “End of act one, act two to come”. He said, “What?” I told him that we were only half way there. I started rubbing his inner thighs and his balls. I told him that after a rest, I was going to have to sex him up again. I said, “After all, how many times does a bitch get married? Unless you aren’t man enough to finish me off.” I said it would be a lot easier to sell my stinging pussy, if he made it sting. I was committed to running this joint, I expected my partner to be as well. He asked, “You want to get fucked?” I lied to him and said no, but that that would bring it all home. And besides, I knew he would be passing me around the tier and even to a couple of the guards. I certainly didn’t want them taking my virgin hole (now that was acting). He understood I expected a good fucking and he was under the belief now, that I was a virgin in this area. I would probably tell him the truth later, but not till he sold the story. I let him know that he was going to have a blast tomorrow claiming to have ruined this virgin for all other men. And I also told him that after I paid off his first debt with my mouth, I was going to pay off the second debt with me bent over holding the bars, letting my new man watch me getting fucked up my pussy. I had detected a slight reluctance on his part to continue further, perhaps wondering if I was setting him up for something. I knew it was within me to end those thoughts.

Paul got up and lit his candle for light. I liked that, because an old girlfriend had taught me just how important facial expressions were at a time of seduction. As he walked back by me to sit down, I stopped him by rubbing my hand up the inside of his leg and cupping his tight balls in my hand. Seeing that he was holding still for me, I bent forward and sucked him into my mouth hoping to hurry this up a little. After all, I had my own fears. I didn’t ever really go looking to get my ass fucked. It wasn’t my preference for my interludes with guys. Besides, it always hurt, whether because of my particular anatomy, the guys that had all done it in the past seemed too well hung, or I was just doing it wrong. Most of the time it would bring me to tears to let them do that to me, but they all seemed to enjoy it. And I found that every time a guy would see those tears that it became a turn on for them. I guess it reinforced their nasty thoughts of taking me. I decided to let Paul know about this. I told him how I knew it was going to hurt and that I expected to cry out, but that unless he heard our code word ‘uncle’, to continue with the tiers entertainment. Before we got started I wanted to check for a clear coast, fearing that some guard might fuck this up. I took Paul’s mirror, got on the floor and looked down the tier to the front gate doors. I was a bit stunned to see two guards smoking cigs as though they had just had sex with me. Obviously they were waiting around to see if there was a second act as well. I wasn’t going to let them have a chance to decide to go, I wanted them to know fully well whose bitch I was owned by. I quickly banged the wall a couple of times just loud enough to grab their attention.

I told Paul too much time was elapsing, we might lose their attention. His cock was still standing at attention. I rubbed my leg between his and got mentally prepared to go all the way. I said one last thing to him; to remember ‘uncle’. With that I dropped to my knees, brought him back to my mouth to prepare him and get him very wet. Then I stood to give him the taunting I knew he liked to inspire the best show. Just as he started to grab my arms, I pushed on him. He grabbed me again and I started struggling. I quickly realized that he understood that some amount of struggling noises had to be heard. So the play began again. I started to get a little loud. “Stop it, you got what you wanted, now leave me alone.” He said, “You just don’t understand yet, do you. You’re my fucking bitch now and I’ll take whatever I want, whenever I want it. Now get down.” I came back with, “No! No, you’re not going to do that to me.” I grabbed his hand, put it over my mouth and started making muffled screams. I stood and leered at him seductively, and pushed on his huge chest. He got the idea and pushed me against the wall, several times, all the time we argued at different levels for our audience. Then it was almost funny when Paul leaned close to me and actually asked me in what position I wanted to be in. I looked at him very puzzled and said, “Don’t you understand yet. I’m your bitch! Take me the way you want to.” And with that I pushed him away to encourage him to act. With that he needed no more permission; he set about to make me his bitch.

Paul yanked his mattress off his bunk to the floor. He grabbed my arm and started maneuvering me down onto his mattress as I fought back. He struggled harder, got me down and pushed on my back until I was prone. I made him force my legs open with his and he grabbed his pillow from under my face. He squeezed it under my crotch to aim my pussy for him. The noise became very evident as working when from the tier below we heard his old ‘boy’ yell out, “Fuck the bitch up!” I asked him during our struggling if that was his old boy and he laughed, and said yeah. I started trying to loosen up and relax for the imminent assault on my ass, but I was finding it almost impossible to struggle against him and relax my ass at the same time. I became frantic that this raping was going to be very real. I started to try to slow things down a bit, but it wasn’t working. I twisted my ass from side to side to make him miss his target. Then I found his strength too overpowering. He grabbed me by my hips and held me in place and started pushing his cock.

The acting was over, nothing had to be thought up any more. He spread my cheeks with his thumbs and I started wincing in pain as he pushed hard enough to start the head of his huge cock into me. The scream I let out must have been heard throughout the building. I suddenly became very embarrassed at this assault on my manhood. I pushed my face into the mattress to quiet my pain but Paul turned my head to the side so everyone could hear me. He continued pushing in without withdrawing at all. I had never felt this much pain before, perhaps because of the struggling I had done during the acting faze. I found that my face was covered in wetness from the tears that had started without me even noticing. I started crying, embarrassed that this wasn’t something I wanted the tier to hear. I had wanted them to think I took this induction as Paul’s bitch like a man. That clearly wasn’t going to happen.

Paul started finally withdrawing, just to slam back into my ass again and again. I was crying and swearing at him, pleading for him to go easy, and to slow down. The only good thing about this was Paul was really having a good time with me now. Later, that would be the one thing I would be happy about, other than the sell. I then started to see why he was reluctant earlier, as he started kissing and sucking on my neck. Suddenly, I realized what I should have been able to figure out. Paul had done this to so many guys during his stays in prison that it was his way of love making. He was looking at me not only as his bitch, but as his woman. He would later warn me not to mention this part of our sessions together. As he continued to kiss my neck, I tried to turn to help him some. He slowed and lifted his weight off me a little, and I could finally turn enough to kiss him on his lips once. I dropped my head back into the mattress and again he grabbed my jaw, and turned my head. He purposely slammed into me hard enough to make me scream out again several more times in a row. He pumped my ass thoroughly and was laying me to waste. My ass was sorer already then it had ever been. I was hoping he would hurry up and come already.

I decided to help out his fantasy and reached awkwardly over my shoulders, rubbed his forearms and lifted to get another kiss from him. I quietly begged him to fuck the shit out of me… to make me his bitch… to enjoy himself like never before just to hurry him up. I started to push back against the hard cock ramming me and remembered how this always lessened the pain. Initially it just made him ram me deeper and harder, but I quickly loosened up and could accept more of him. He enjoyed having me fuck with him like this and kissed me more. He rubbed the sides of my small chest and rubbed his thumbs over my nipples to them hard. It wasn’t long before he started to spasm into his new bitch’s pussy and let go with a flood of his sperm. For the first time I could remember, I could actually feel the warmth of his load and the very squirting of his come. He finished himself off in me with a few last hard pushes which I finally could enjoy. I whispered for him not to pull out. Now that the pain was subsiding I wanted to relish the feel of him in me.

As he started to slowly soften, I could feel his cock throbbing from each refreshment of blood going into his cock. I told him we weren’t quite done. He thought this meant more noise or swearing. Instead I struggled under his weight to half turn under him, put my hands on the back of his head and kissed him one time, long and hard, with a lot of tongue. I said when done, “Thanks for making me your bitch. Now I’m not so sure who’s calling the shots anymore. Even though I wanted to stay awake and talk about how we had just taken the place over, I knew Paul was spent and he just lay on top of me as he passed out. I got up and hit my bunk a while later and passed out.

When the lights came on in the morning, I quickly woke up Paul and realized there was so much to get straight. I told him how there was no way I could face the whole jail of about a hundred guys after what they heard. I told him I needed him to fix the guard to bring me my food and let him know I was in no condition to go to breakfast. I also said now was the time to strut his stuff, but remember my dignity, what little was left. He could brag about what he had done to me, but with some restraint. I warned him not to make too big a deal about it, but let it be known how he had himself a new bitch. I begged him that some of the last stuff he did to me got very humiliating and embarrassing, and asked him to please demand I get afforded the respect that the jail house boss deserved. He agreed and said that after what I did for him, that was the least I was going to receive. He then asked when I wanted to pay my first debt for him. I said I didn’t really want to know, but let’s talk first. I reminded him that I wanted him there for both our sakes.

After breakfast he came back and I told him how I really didn’t want to go out on the tier. He said I had to sometime and he would make it easy for me after we talked. He told me the first guy I owed the payment to was very excited about today and wanted to know when he was going to get his chance at me. I told him that most of the time I wouldn’t want to know about the fix-ups in advance. Just be sure I was well protected. And anyone that got to fuck me HAD to wear a condom; except my guy, and I rubbed his inner thigh a little. This action spurred him to ask me how I was feeling. I told him my ass was sore as hell, and I had a hell of a headache from the pounding it took on the wall, but smiling a bit and getting a bit whimsical I said, “But my mouth is just fine.” I told him I wouldn’t mind him putting it to use later, if that was his wish.

I asked how our performance had been received and he said he couldn’t believe it. Everyone knew the score before breakfast! All the small guys stayed away from him and even some of the bigger guys. Two of the guys mentioned something about his new bitch. He said, “I think you’re a fucking genius…. and a fuck of a good lay as well.” All I could say was, “I’ll try!”

Paul told me he spread the word to all on the tier and many others, that anyone that fucked around with me or even gave me a hard time would face him straight on. He warned I was to get the same amount of respect as if they were talking to him. I rubbed his thigh again and proclaimed, “My protector”. I added that that may take an example being made. He said anything for his bitch. I said I wanted to get to work on a support network for smoke right away and to get on with my vacation.

Then I switched the conversation to my duties. I told him how I wanted to set up the debt and positions, but when it would happen was up to him. I told him to order me out to play cards right after. He asked why, and I said I wanted to show off my new duties and how obedient I would be as his new boy, but wouldn’t tell him exactly how. He sort of liked the way I would keep some of those details secret so he could react surprised. I told him that was exactly why I didn’t want to know about my upcoming blowjob. I asked him not to offer my pussy to anyone when he knew it would be sore, nor too often. I said to save it for the big stuff. When he asked about tomorrow’s debt, I said I would have to simply endure that one, and that I did not want to know when it would take place, but that I did want hints of that debt being paid shown to the tier. It might help make a point on my obedience.

Then I asked him about my performance last night; both as our deal applied and as his new bitch. He couldn’t stop smiling. He told me that after a line of about 20 bitches he had, I put them all to shame. He loved the blowjobs I had given him and that fucking he gave me was just unreal. And he lamented my expertise at being a flirtatious little bitch; he felt like he had no choice last night but to do what I cajoled him into doing. I asked if the idea of turning me out was a turn on for him, and he said he couldn’t wait to watch me perform for him. He said that every night he would relive those times in either my ass or mouth. Reminding him just how big his cock was I asked how often he would want to fuck me, he wouldn’t say. In the past he liked it once every couple of weeks, but seeing how I was already taking care of his needs so well, he feared I was going to entice him into doing it that way more often. He also said how he loved the fight I put up. It turned him on, especially knowing that all I had to say was ‘uncle’ to stop it, and he never heard that. I told him how I wasn’t really a virgin in that respect, but I wanted him to have at least one really good night of thinking so. I added that the pain was very real because after struggling with him I couldn’t relax. He admitted I didn’t act like a novice and suspected I was lying, but he played it up that way and that’s the way it should stay. I fully agreed!

Then he asked about the crying. I hadn’t bitched at him for gagging me during either of his blowjobs and I never said ‘uncle’, so if it hurt so much why didn’t I tell him to stop with the code word? I told him how the crying out was about the unexpected pain, as I didn’t really expect that much aggression from him and that tears were pretty normal, even during blowjobs when the guy I was sucking off was fucking my face hard or deep. And I mentioned how I learned that many guys took those tears as inspiration to continue taking me more firmly. I said the outright crying was totally out of character for me, but that it really hurt at the time. And as for not using the code word, there were three very good reasons; it was selling the deal, as embarrassing as it was to me at the time, it was my ‘wedding night’, and he was entitled to his fun with me. I agreed to be his bitch and again he was entitled to his fun with me.

Paul said I was taking my duties as his bitch very seriously and I answered that I didn’t go into this deal lightly, nor just to tease him. I needed him and he needed me. With that he said he came to one really big conclusion as he was strutting around during breakfast. I was definitely the brains of this union and he was the brawn, and he was very comfortable with that. I said I was glad he saw it that way and how it must have been a little hard for him to say that to me, but I would never disrespect my guy on purpose and would always remember my place with him as his boy. With that I rubbed his crotch and asked him if he would be nice to his bitch. I asked him to feed me some breakfast now, so that I may pleasure my man like he deserved. He nodded his agreement and I went to work on my man. Such a wonderful breakfast I received my first day on vacation.

I’d seen Paul talk to just about everyone between then and lunch, and really had no idea who would be providing me with my next meal. Obviously I had my pick in mind, but that wasn’t my choice. Paul was getting into the teasing thing himself. Several times before lunch he had me go into the house and wait. Twice he had me go in and kneel in the pre-arranged spot. My ‘dick’ as we decided to call the guys who would be my chores to do, never came in. The last time Paul came to get me I congratulated him on learning to play the game so well, so quick.

After lunch I noticed who was walking around with a boner and figured who I would be doing later. In the mean time, Paul wanted to talk to me about one of my plans to acquire some smoke and we went home. We had talked for a few minutes and a whistle at the door was heard; that was a jailhouse knock. In came a guy, not the guy I thought was the debtor, so I relaxed. After making a bit of small talk, Paul said to me to take the same position I was in last night. I didn’t know exactly if I was wrong about the guy or if my obedience was being displayed for one of his friends. I was lulled into being off guard, so I was very nervous with this first public display. I protested lightly, was berated and warned. I went over between the wall and the toilet, and knelt facing the front of the cell. Paul looked at the dick and told him I was ready for him; to go collect his money.

Having already been told that Paul was staying, he came over to me unzipping his pants. Paul told me I was taught what to do and to get started. I didn’t just want to suck a dick I could barely see, so I pretended that part of the job was to prepare the guy. So I finished undoing his pants and pushed them and his underwear to the floor. With great hesitation I grabbed his cock in my hands and looked around him and asked Paul, “You promised if I did this the guy wouldn’t say anything.” Paul told me to shut up, the guy wasn’t going to say shit. What happened in this house stayed in the house, he said. So I took the cock I was holding into my mouth and the guy groaned a little. I started my bobbing action and he responded like it had been some time since he had sex with anyone. I expected some very thick come from him because of this point. I pretended I was repulsed at doing this and kept jerking away.

Paul knew what I really wanted; some encouragement. So he told the guy to grab my head so I couldn’t get away from him, and to go to town on me. That was all the encouragement he needed, if he needed any really, and grabbed me by my long hair to hold me tight and started fucking away at my mouth. He started to gag me a little and my eyes teared-up. I figured this added to the scared and tormented boy aspect.

The dick screwed my face for a couple of minutes and I felt his loins tighten up. I figured this was way too soon for Paul’s pleasure, so I fought my way off his cock. In reality, this was a ploy to get my dick to turn slightly so Paul had a better view of my face getting fucked. I think he caught on to this, because he was smiling. My dick forced his cock back into my throat and started pumping away at me again. This time as he was about to come, I looked at Paul from around his cock and let my eyes roll back into my head. As he held my head tightly, he gagged me with his come. There were tears in my eyes and rolling down my face. I purposely let some of his come dribble out of my mouth and onto my shirt. Then as he pulled away from my mouth I turned to the toilet and spit out some of his come, and coughed some like is was really disgusting.

As he started for his pants Paul reminded me that I wasn’t done. I stopped the dick and told him I wasn’t done yet in a soft and belittled voice. As he leaned back up I reached for his cock, then licked and sucked him clean. I spit in the toilet again. The guy got himself together, thanked Paul (not me mind you) and left. I got up, went to Paul and opened my mouth so he could see what I had saved of the mans come. As he smiled, I swallowed what was left and reminded him to send me out. He told me I had come all over the front of me and I said, “I know, what better sign could I put out.” Paul ordered me out just loud enough for others to hear and I went to sit at the table. I knew several of the guys noticed my come stained shirt and I pretended not to know. Just as Paul was coming out I pretended to notice the stains, got up and went to Paul and said I had to change my shirt. He looked at it and smiled. Advertisement job well done and over. Now the whole tier knew I was turned out and possibly available to all.

Later when Paul and I were alone at the table he started asking questions about my first dick, such as how I liked him, did he taste good, did his come taste good, and did he quench my thirst for the day. I answered as truthfully as I could but a little red faced. Then he taunted me brutally. He said later that night he was just going to turn me out to the whole tier. I said that wouldn’t be very respectful or wise to waste his currency, namely me. He said he was just kidding. Then I gave him my sexy little coy leer and said that it may be in his future to turn me out to several men at once, but at the right time and with my prior approval. I insisted I would need protection, which means he would have to watch his boy being violated over and over and over. I saw his crotch get full on that and smiled at him. He suggested a glory hole day. I had no idea what he meant. He told me that a glory hole was a hole in a wall where guys could shove their cocks in and get sucked off by a guy on the other side. I told him to stop teasing me. But I thought I’d tease him a bit … and said I’ll make you a promise though. My last week here, I’ll let you turn me out to 5 or 6 guys anyway you want, as long as you’re there to protect me. That left an intoxicating smile on his face.

That night after lock down Paul said he wanted to have a go at me and I immediately dropped to my knees. Seeing that I was trying to be funny he said, “But I want you to get me really ready with some of your special teasing and to make it last a long time.” I thought a good way to tease him would be to tell him of a story about something that happened in my past, sexually. I started with my very first time sucking cock, my neighbor Kevin, when I was 11. When I was all done he asked if I’d ever sucked on a really small cock before. I said I had a few times and that as long as they got really hard, they were a lot of fun. He asked if he wanted me to find him one in here and he could tell by my smile I did. He said he knew the perfect guy and that I could have him sometime as a special treat.

I worked really hard to give him a good time that night. He had this small glass in our house and I asked him playfully at one point to fill it up for me so I could rinse my mouth. I could see he took it as more than a suggestion. I said I was just kidding. Then he told me he wanted his bitch to do just that, to milk him into the glass so he could watch me drink it. I said I couldn’t do that, but I noticed he called me his bitch and that meant he wanted it done. So being a good and obedient boy, I started to do as told. After stripping him from the waste down, I used my mouth for a while and then my hand to pull him to satisfaction. I used my hand to get him excited while with my voice started teasing him. I asked him things like; could he fill the whole glass for me, did he want me to suck it all down at once or really, really slow, and is this what they mean by a cocktail. Little did I know at the time, but in a few years I would be introduced to Tequila Cocktails (Biker Rape), tequila mixed with freshly acquired sperm in a shot glass, by some bikers.

Paul told me to get the glass ready and to hold it steady. As he started to come, I realized I hadn’t actually seen any of his come yet; it either went down my throat too fast or went up my ass. His spurts were huge and long, and a creamy white. I couldn’t stand it. I didn’t realize in my lust before that this man had a huge amount of come. He pumped his hand a couple of more times and then I leaned over to clean his cock for him. As I sat up I looked at the glass about a third full and knew that I had to drink it. I thought to myself, this is my job, to please my man.

I got close to him, put the glass to my mouth and watched his face as I tilted my head back. I took about half of it into my mouth, swished it around and opened my mouth for him to see it. Slowly I swallowed it and made a point of licking my lips. Getting the full taste of his come for the first time was such a fucking turn on. I took the rest of it into my mouth and played with it some for him to watch, and then swallowed it too. Just as I was about to start using my finger to get the last drops out, Paul said, “Now you fill it and let me watch you drink your own come.” I was so fucking horny that I couldn’t protest. I just started taking down my pants and told him I needed to suck him again while I did it. When I had my pants off I knelt between his legs again and started licking his balls to get him erect again. As I started to pump my own cock, I was feeling somewhat inadequate as to my small size next to his. I went between licking my mans balls and his thick cock meat, while I savored the flavor of his come I just drank down. Suddenly, I started overcoming the repulsion of drinking my own sperm outright, something I’d never done before. I started vigorously jerking myself to what would be a fantastic climax. I almost forgot to get the glass ready and searched for it with my free hand. I found it with little time remaining. As I pulled away from my guys hardened cock, I squirted my juice into the glass, feeling a slight embarrassment that I had given up so little compared to the man prone before me. He sat up to watch me, and with a little prodding I downed the come, and swallowed quickly, not wanting to really taste myself all that much.

I was informed that I would be expected to feed myself once every day and now much less than horny, I again became repulsed. I was ordered in the following days to do it and at different times of the day. I was not only getting use to it, I started looking forward to the command. After all, it was to please my guy, my partner. And after a couple of weeks I wanted to please Paul for some reason, probably for some show of protection, and decided to please him. I went into the house in midday and jerked myself off into my hand, and then slurped my come into my mouth. I went out to the table where Paul was playing cards, and with a quick glance to him, I gave him a quick peek of what was in my mouth right in front of all these other guys. As I grinned devilishly, I swallowed in a very broadcasted way just for him. He definitely enjoyed my show.

But back to my second full day on vacation. I asked Paul to again just set up the payment I owed for his debt and to not tell me when it was to be paid. I told him what I thought would be the best place and position for maximum effect. The jail house was now ours, so Paul realized I had it going on in the planning department and rarely decided not to go with my plans. And I reminded him that no one was to fuck me without a condom except himself. I thought it a bit sweet when he asked me if my ass had recovered yet from our ‘wedding night’. I said it was coming along nicely, but I didn’t think anyone on the tier was going to hurt me next to what he had done to me… for which I again thanked him for so he wouldn’t think I was complaining.

It was getting close to 4:00 in the afternoon before the teasing Paul had been giving me was to stop. Paul went to our house and I was just hanging around, killing time and wondering when it was going to happen. That’s when Don came up to me and pushed something into my hand. The way he did it implied he had given me some drugs. I held it down so no one else could see and got frantic as I looked at what I held in my hand. I definitely was caught off guard again. It was a condom! I looked up at Don and said, “You?” As we walked to our house, my legs got wobbly as I noticed several of the guys were watching and knew I was about to perform again in some way. No one had been brave enough to tease or torment me for my new place on the tier. But their knowing glances were embarrassing enough.

After we entered our cell, I dropped the curtain, looked at Paul, and started the acting. “Please, don’t make me do this. I’ll be good, don’t make me, please.” And, “I’ve done everything else you wanted, please!” Paul just grinned and moved away from the front of our cell to the foot of his bunk bed. The guy asked me if I was just going to hold the rubber or put it on him. I slowly started to take Don’s pants down and felt lucky to see his cock was just average size, and not yet fully hard. He told me, “You can’t get a rubber on that” and told me to get him hard. I took a big gulp and fed his cock to my mouth. I started the up and down motion on him that would get him ready. All was done in full view of Paul so he could enjoy the show his boy was giving to him. When he was hard enough, I hesitated putting the condom on him and asked if I could just finish him this way. Paul said to put it on him, and told me to drop my pants, turn around, hold onto the bars and stick out my ass for him.

Everything was now ready for Don to collect his payment, and the audience, just past this thin blanket curtain was certainly about to get an earful. They were probably already noticing me clasping the bars through the blanket. Don came up to me, rubbed his fingers over my tight and still slightly painful hole. He was wetting me with his spit. And then I could feel the tip of his cock at my newly found pussy and he asked me if I was ready for him. I hesitantly nodded and he started pushing. As it started working into me I put a hand to my mouth to hold back the sounds being forced from my mouth. Paul saw this and said to hold the bars, and that the guys outside could use some entertainment anyways. He kept pushing until he was firmly into me and after Paul’s fucking from two nights earlier, this was going to be rather easy to handle. As he fucked me slowly but forcefully at first, the door I was holding onto started to rattle and my moans of pain/delight started to get more robust. My embarrassment was starting to subside and I wanted to send the message I knew I wanted Paul to have to give the tier. I was his bitch and did what he wanted! I was ordered to fuck him and started to fuck back at his cock. I started whimpering like it was really painful. He started going at me with a vengeance, getting Paul’s debt paid well. Then came those final last thrusts that let me know it was ending.

As Don pulled from my ass, Paul said, ‘proof’. This meant I was to turn around and retrieve the used condom to show Paul I had truly paid his debt. I had come up with this idea to keep my guy enticed with the things he would be making me do; to let him see the fruits of his commands upon his bitch. After Don left, Paul told me to face the music of all those knowing stares and was ordered out to play cards with him, and anyone who wanted to come over and get close to his freshly fucked bitch. My ass was stinging and I felt it hard to sit still. Then a brusque call was heard. “Paul!” It was a guard. Still reeling in embarrassment having to sit amongst these guys, I didn’t pay any attention to Paul. But when he came back he told me he had a job for me. He said a guard needed me to clean up a spill and to follow him. There wasn’t any doubt in anyone’s mind at the table that I was about to go for a round two. I was wondering because I hadn’t given him my permission yet to pass me to any of the guards.

As Paul and I followed the guard, I figured this was just an intro to the guard, but I was very wrong. We went around the corner to the tier behind ours. It was empty because this was the days before overcrowded jails. I was told to go into one of the cells and Paul ordered me to assume the position. I hesitated greatly, protesting that this was a guard and that I would get into trouble. The guard grabbed me by my jaw and said, “You want trouble? Who do you think arranged to put you in with Paul in the first place?” With that he drew me to my knees with his grip on my jaw and as he just waited, I reached out and started on his pants. He smacked me on the top of my head and pointed to his pants around his ankles. I was warned not to get his come on them. That’s when I told him I had to catch it all to show Paul that I had done it. The guard turned to Paul and said, “Nice touch, I like that. I can’t wait to take him for a long walk around the (jail) house with my come in his mouth.”

I was shaking as I started to perform my duty upon him. He was rough with me having a feeling of entitlement to do as he pleased. I snickered to myself! He foolishly thought somehow he was in control, when really I was controlling him and getting a better grip on him with every thrust into my mouth. He was an impatient little fuck and filled my mouth quickly. I pulled back a little and let his cock fall from my mouth to hear, “Now that was a good blowjob.” Paul said for him to wait a minute and again just said, ‘Proof”. I stood and went before him, and opened my mouth. He told me I was a very good boy. He turned me to face the guard and ordered me to swallow his come as he held my head towards him. I swallowed making it enjoyable for the guard to watch. Then I was sent back to clean him up. Also a thing the guard was told to always expect of me.

As I was walked back to our tier, the guard said we were going to have a great time for my six months stay and thanked Paul. I turned to Paul as we got inside our house and thanked him for the 2 surprises, and asked him if he was happy how his boy had preformed for him. He said ‘very’ and I told him that I wanted him to know just how committed I was to my end of our little deal. I also told him I hoped I would always please him this way, I liked to see him smile so pleasingly at his good little, obedient bitch.

If you like the way as an 18 year old kid I took control of an entire county jailhouse in this small New England town, look for Part 2.