Fifty Days in the Hole

by T1

It was my 6th week of being held at the local county jail and I was taking my usual p.m. walk around the open courtyard. As always I had my nose buried in a book, with my eyes occasionally lifting above my book to make sure I was saying on the concrete walkway. To walk on the grass would mean getting infracted(extra time or isolation cell). I was 20min. into my 30min. walk and I was deeply engrossed in the story, I must have been walking faster than usual, the excitement from reading about the heroes girl being raped had definitely affected my pace, and I had an incredibly hard cock,(the six weeks with no release kind of hard). Before I realized that I had strayed from the concrete path I felt an unusual lump under my left foot. Before my mind could stop my other leg, it came forwards for my next step which took me at a full speed walk into the person that was standing in my path. The book was pushed into my chest and mt straining groin rammed fully into the idiot in my way. For a brief moment I thought of taking a swing at this moron, yet the moment was very brief, because before my eyes even came up from the ground I recognized that the foot I stepped on had a black boot on it, and even worse, it had grass under it! I took a protective step backwards at the same time trying to apologize, knowing that it wouldn't do any good. As I was stuttering my apology, I looked up so I could look the "man" in the eye to gain maiximum effect for my apologetic words. when my eyes locked on the guards I realized I was in deep shit, for it wasn't the "man" that I faced but the "Cunt of the Camp" Looking into those deep green eyes, I again started stuttering about how I had lost my way and strayed onto the grass beause of my ineterest in the book. Shaking her head with a tight, grim smile on her face, she said "It's that good huh?, let me be the judge of that" she reached out and grasped my book before I could think to dlose it and she began reading with that same smirking smile on her face. As she read her mouth dropped open slightly and she started licking her lips. For a moment I thought I saw her eyes leave the pages and glance down at my still hard cock. That's when I realized that maybe it wasn't my imagination that she was staring at me whenever i was eating in the dining auditorium. It had seemed that whenever I looked up she had to look away from me. Now I started to think I'd been right because I just saw that same passive look come over her face. She read about two pages before she closed the book and handed it back to me. With a chesire cat grin she said "It is interesting, yes, but you were still walking on the grass. I think I know what to do with you, follow me" "Yes Sir" I replied in my most subservient tone. As we walked through the compound I noticed the sympathetic looks I was getting from my fellow inmates. My infraction had been in plain view of everyone and the "Cunt of the Camp" had a reputation for putting infractors into the cold room(isolation). We entered the administration/isolation area and marched straight toward the isolation cells. Thinking she was putting me into the furthest, coldest cell, I followed as she marched down the hall. But instead of stopping at the last cell shecontinued to the end of the hall. She motioned through the glass to the guard on the other side and he buzzed the door open. She gestured for me to go through the door as she held it open. Meekly I did as I was told. As she entered the administration area behind me the guard behind the counter asked"What you doing with this one Leanna?" "He was walking on the grass, I think I'm going to make him clean the transportation busses. Tell Dave to cover my shift in the yard for a couple of hours okay" she replied. Then she pointed to a broom and a mop bucket in the corner, said "Grab those and come with me"Rolling the mop bucket, I followed her to the end of the row of 15 or so busses. She pointed into the last one and told me that I should know what to do. I took the broom into the bus and started sweeping it out best I could. This particular bus was for the transport of "protective custody" inmates and had dark tinted windows, making the interior quite dark and completely invisible from the outside. When I got the first load of dust swept to the front door and out, she told me that next, she wanted me to check the bottoms of all the benches for contraband. With a sigh I marched back up into the bus and started looking under the seats. I soon realized that the easiest way to do this was to lay on my back and look up. In my zeal to find something to prove I was paying attention to what I was doing, I didn't notice the bus door close and lock. When I brought my head out from under the bench I was inspecting, I looked up to see "Leanna"standing above me, a foot on either side of my waist and an incredible, lusty look on her face. For the first time I was aware of how pretty she was, she had beautiful full tits with nipples that were already quite hard, full womanly hips and in the same instant I realized I wasn't daydreaming again, I saw that her pussy was shaved almost bald, and she, indeed, stood completely naked above me. She was holding her police style baton with one hand while slapping it into her other in a chillingly menacing manner. It took half-a-second for me to catch my breath and for her to sharply slap her baton again, at which point she said, "I have one more thing for you to do while you're down there" She then took half a step forward and put her knees onto the two benches to either side of my head, this left her pussy spread over me 6inches from my face. "Lick me" is all she had time to say before I buried my tongue deep into her pussy hole. I didn't bother with any teasing, I just started sucking and licking as hard and fast as I could. Her cunt became incredibly hot within 30seconds, and after a minute her juices were dripping down my face. I shifted my body slightly and moved my tongue to her asshole, again no tease, just rammed it in as far as I could and sucked. At the same time I took two fingers and slid them into her dripping cunt. She started moaning and pumping up and down on my face and fingers, within another minute I could sense that she was cumming. I started pumping even faster and sucking harder. With my other hand I reached up and pincehed her rock hard nipples "That's it!, yes, that's it!" she moaned as she bucked furiously on my face. After her orgasm was sated , she pulled her knees in and quickly stood up, slapping her baton again, she ordered me to strip, it took me about 2seconds to get my pants and shirt off. She dropped to her knees and grabbed my 9inch long fat, hard cock and squeezed, with a wicked mile she muttered, "You're ready" and she licked the large drop of pre-cum that was on the end of my cock. Then she enveloped my cock with her mouth as far as she could and sucked violently, I grabbed the back of her head and fucked her mouth for about 30 seconds before I felt the intense pleasure in my loins build. I knew I was about to cum hard so I pushed the back of her head down hard on my cock. With the first spurt she just moaned and sucked harder. She looked up at me as I shot at least5 hard spurts down her throat. She pulled her head back with my cock still in her hand , I arched my back and shot another large spurt onto her face. With a laugh she told me to lay back down. I did as ordered before my cock had a chance to cool off. Leanna mounted me and started fucking me with the fury of a woman possessed. With both my hands I reached around her and spread her fleshy ass cheeks wide. She was fucking me like there was no tommorow and as she started to cum I bit her nipples hard. At the same time I slammed my long finger up into her ass. With a frantic little cry she began moaning "that's it, that's it, Harder! pleeeeease!" as her body went rigid. I didn't let up with my pounding her pussy and ass or the biting of her rock hard nipples. I finally let up when I realized she wasn't breathing, then , with a large gasp of air she collapsed atop me. Burning with a great desire to cum again I pushed her up and crawled out from under her and got behind her. Pulling her hips up so i had a full view of her glistening pussy, I rammed my cock into her from behind and started pounding her furiously. With a wicked smile of my own, I reached down and pulled her baton from her hand and with out hesitation I reached up from under her with it, pulling my cock out on the upstroke I slammed the short handle of it into her dripping cunt. With short hard strokes I worked the baton in and out of her hot, wet pussy knowing full well that the long shaft was scrapping furiously against her pulsating clit. "Oh fuck yes! yes!" she cried as I worked the tool in and out of her. Then without warning I took my free hand , spread her ass cheeks wide then slammed my rock hard shaft into her asshole. "N-N-NOOOOOO" she screamed as she tried to scamper forward, but I reached up, grabbed her shoulder and forcefully pulled her back burying my cock deep inside her, I gave her half-a-second to try and catch her breath as I relished the sight of my balls up against her. Then I pulled my cock slowly back and as she began to whimper little cries of desperation and pleasure I again rammed the baton , it's tip just parting her lips pressing against her gash, back up inside of her "UUUUUNNNNNUUUHHHH" she panted, I pulled up on the baton, bringing her hot snatch right up with it , then slammed my cock back, deep into her ass. I worked into a rythym, baton, cock, baton, cock, baton..with each stroke more and more deliberate. I no longer had to hold her in place, she had both arms pushing herself back towards me. I could see her muscles straining with her effort to stay as full of me as possible. I was able to fuck her ass like a wild man, grunting with the pleasure and satisfaction of each stroke until I felt her, again beginning to cum and knew I couldn't hold back much longer. Our orgasms came on like and avalanche. Feeding the building of the others with the inescapable approach of our own until it was as a force of nature not to be stopped we were both panting and screaming "Fuck yes! Fuck yeah! Cum for me!" when I exploded into her quaking spasming ass with a fury I'd never felt before as I pumped load after load of hot seed into her until it was coming out and running across her pussy and down her thighs with with each furious thrust. Finally satisfied and spent I let the baton slip from my hand reached up to squeeze her breasts and pulled her, still panting as well, with me to the ground, as I collasped. For the rest of the week while having chow and while in the yard "Leanna" wouldn't meet my eyes. I wasn't worried, I'd had a great experience that I'm sure many never have , much less while in jail. Ten days later as I was taking my p.m. walk I noticed Leanna escorting an inmate towards the isolation area. When she noticed me see her she, in her best, most authoritative voice, said "Mr.Harmon, I want you to come and show this man how to clean the busses""Yes Sir" I replied trying very hard to hide my smile as I fell in step with the other inmate....but that is another story.............