How Chloe got cock in jail

How Chloe got cock in jail

Status: In Progress

Genre: Erotica

Details

Status: In Progress

Genre: Erotica

Summary

Chloe's stuck in jail for shoplifting. Her boyfriend, Charlie misses her body terribly. So he offers one of the guards, Jack, money to have sex with her, and catch it on webcam, so he can see her beautiful body. But Chloe's just hungry for some male attention.

Summary

Chloe's stuck in jail for shoplifting. Her boyfriend, Charlie misses her body terribly. So he offers one of the guards, Jack, money to have sex with her, and catch it on webcam, so he can see her beautiful body. But Chloe's just hungry for some male attention.

Chapter1 (v.1) - The deal

Chapter Content - ver.1

Submitted: January 25, 2016

Reads: 3163

Comments: 18

A A A | A A A

Chapter Content - ver.1

Submitted: January 25, 2016

A A A

A A A

How Chloe got cock in jail

co-written with Laura Lewis

 

I never would have imagined myself working in a women’s jailhouse. I just got transferred from a men’s penitentiary, where there’s always fights to break up and searching for drugs and contraband. Yea, I got to do the same things here, but it’s not as bad and the view is definitely better for the most part.

 

Normally they have only female guards for the female inmates, but there’s a shortage of female guards in the area. So me and three other men got transferred and recruited to work over here. The state also wants to try something new, letting the inmates out for work detail. Normally, they only do this in prison in this city, but the state figures maybe it will cut down on the violence, if the gals had something to do with their time besides sleep, play cards, and watch T.V. So we’re here for extra muscle too.

 

I come into work, like any other day, but get stopped by this biker looking dude in the parking lot.

 

“Hey man, it’s Jack, right?” this stranger asks me with a friendly look upon his face, “I’m Charles.”

 

“Yea, what’s it to you?” I look at him with suspicious look on my face, trying to figure out how he knows my name.

 

“I have this pretty gal inside, she’s only got a few more months to go, but I miss the hell out of her,” this stranger says.

 

“Look man, I can’t get her out,” I reply.

 

“I know that, but I need a favor, I’ll pay you handsomely,” he says with a smile.

 

I don’t say anything, so he continues with his pitch, “She’s gorgeous, with her long dirty blond hair and sky blue eyes that shine.”

 

Oh fuck, I already know who he’s talking about. Everytime I see her I get a major hard-on. She is gorgeous, no, she’s breath-taking.

 

“I miss her sexy ass body and the amazing sounds she makes when she cums,” Charles says with a sigh, “all I need for you to do is seduce her and get it on video, so I can see and hear her.”

 

“You want me to fuck your girl, so you can watch it later?” I ask in disbelief.

 

“Yea man, I figure it will take the edge off, my cock aches for her,” he sighs, I need to see my Chloe.”

 

****************************

 

 

I slammed the door to the washer and pushed the huge basket of dried clothes towards the other girls for them to fold and deliver. The fact that this few hours is the highlight of my day is soul destroying. But washing clothes is better than working in the kitchen. Washing dishes and dealing with the fear of all those sharp knives around is something I don't want to experience. So when they offered laundry duty, I snatched it up.

 

I brushed my hair back off my face and ignored the looks from certain inmates as I made my way back to my cell. It's the norm in here to get mixed responses as you make your way around. Some keep their heads down like I do and others have a fucking chip on their shoulder that's both inexplicable and frightening. But nearly all the women are horny and want what you've got, but I ain't offering in the slightest.

 

I smiled as my man came into my head. My Charlie. Fuck what I wouldn't give for one night with him. I've only been here for a few months but it feels like years. I got six months for shoplifting. What can I say, I see what I want and I take it. Plus I love the rush. It's the thrill of getting caught and I actually miss it now. That and my wild nights with my man. There were more thrills there than I knew what to do with and my Charlie knows just what to do with that cock of his. I licked my lips just thinking of him whilst silently cursing myself. It's pointless thinking of it. I'll never get off the way I like. Instead of solid inches of man, I have to use my fingers or my hair brush handle. Sexy!

 

I walked in my cell to see that Simone or Sisi as she is known, has already turned in for the night. I rolled my eyes and lit up a cigarette. Sisi isn't ever going to win awards for her dazzling personality as she's quiet, but it's always nice to talk to someone before I have to lie in the dark for hours thinking of the outside. That's the worst as my mind plays tricks in the dark. It paints horrifying pictures of some other bitch riding my man's cock. It's constant torture and even taunts my dreams when I do eventually find a little shut eye. It makes me feel sick and far too desperate for my liking.

 

I stubbed out my cigarette as I heard the iron doors slamming in turn. Soon I will be trapped again. Cocooned in this dive listening to Sisi snore and the girls next door fucking around. It helps me though. Listening to their moans and dirty talk as I fuck myself. I just wish it was real, that I could experience a hard pounding followed by that creamy splash before my cunt forgets altogether.

 

*****************************

 

As the day goes on, and I make my rounds, I can’t seem to get Chloe out of my head. Charles’s offer just keeps swirling in my head. I told him I had to think about it. I walk around the next bend, and there she is, in the laundry room. Beautiful as ever. My shaft starts to hardened immediately and gives a twitch.

 

Fuck it! I’m gonna do it! I’ll just have to be careful not to get caught, don’t want to lose my job, but ‘Shit’, she’d be worth it. To have her sweet tasting pussy wrapped around my cock. I bet she’s tight too, since she hasn’t had any poundings for awhile. Not to mention, my big package.

 

She catches me staring and gives me one of her winning, sexy smiles, and I want to fucking melt right then and there. I give her a little wink and keep walking.

 

Since us male guards have came in, we’ve been getting hit on constantly, and to listen to them fuck themselves and each other every night has been killing me in my new co-workers. I’ve

been strong till now. I guess all I needed was a little push.

 

Since I’m lead guard here, I get my own office. I have a webcam in here, but I also brought a video recorder with me to work. I want to shag Chloe all over this place, especially the showers. Anywhere we can get away with it. Now I just have to figure out how to get her to my office for the webcam. So her boyfriend can watch.

 

Charlie doesn’t want her to know he’s watching. He thinks she won’t let go and truly enjoy herself. But he never said how many times I could do her. Even if he only wants me to do her the one time, I know one time won’t be enough.

 

If he asks to see more videos after the first one, I’ll show him. If not I’ll just keep them to myself. He doesn’t have to know. I may even share her with another guard, if the mood strikes me. I hope she’s as cock hungry as these other bitches in here.

 

I guess I need to pay her a visit and tell her I need some papers signed for her new job in the laundry room. I can come up with some bull shit papers. Then I’m gonna give her the pounding of a lifetime.  

 

*****************






 

I walked behind him and couldn't help but stare at his sexy arse. The trousers compliment his tight cheeks perfectly and got me wondering about the rest. He's one of the nicer guards and a lot more respectable than the rest. He's management which should be a license for him to be a cunt, but he's alright. He even allows us to call him Jack and the friendly gesture goes a long way in here. Though he's a firm favourite with the women anyway thanks to his gorgeous face.

 

I sat down in his office and waited. I expected to be staring up at the ceiling aimlessly in my bunk now, but Jack had called me to his office before lock down. It was almost exciting. There's so much talk about the guards after lock down. I put it mostly down to gossip but it would be fun if it was true. Some guards have "arrangements" with certain inmates. Swapping booze and cigarettes for favours. Then there's talk of some of the guards having parties with selected inmates in offices and other parts of the prison that aren't under surveillance. It was all forbidden, wrong and right up my alley. That's if it's true.

 

He sat at the edge of his desk and my eyes wandered to his crotch. Jesus that can't be his cock. The outline was unbelievable. What a bulge. My mouth watered. The room got stuffy all of a sudden as he just stared at me for a second. I took one look at his big brown eyes and there was a fire there, a burning desire that matched my own. What the fuck is happening here?

 

He explained the papers again. Some pointless signatures required for my exciting job washing sweats. He stood up and stretched over his desk to get the papers. I saw the beginnings of a tattoo sleeve as his shirt cuff moved up his arm slightly. "Nice tatt. How many do you have?" I asked before I could stop myself.

 

He smiled and made my heart stop as my cheap panties soaked. I had no doubt that my sweats were now suffering between my thighs. More wasted honey. My depressing thought was halted as he started to unbutton his shirt. Not a word left those sexy lips as he slipped it completely off and showed me his vast collection. It was stunning. Such intricate artwork. I stroked up his arm along the pattern but couldn't take my eyes off his ripped torso. The man is stacked and clearly takes great care of himself. I certainly won't be needing my neighbours to get me off later that's for sure.

 

"Well I showed you mine..." He said suggestively as he cut off the rest knowing I'd pick up exactly what he was putting down. I couldn't help the smirk as I whipped off my t-shirt to reveal the dream catcher running down my side. He traced the huge feathers with his fingers. Grazing my skin and making me gush from my crease. Damn I'm throbbing like crazy!

 

"Err I think I asked to see all of it..." He said as his finger slipped slightly under my bra strap. I turned and swept my long hair to the side so he had a view of the cheap clasp. He traced his finger up my back making me shiver with anticipation. One click and it was undone as was I, well almost. He slipped the straps down my arms giving me goosebumps as I let the bra fall to the floor. He walked around me then. A lion stalking his prey. Well I ain't running and this cat can eat me all night if he wants to. I smiled at the image.

 

"It's a shame you have to hide those under that ridiculous t-shirt...." He crooned as he admired my tits. God was generous with those and they've never let me down.

 

"It's funny 'cos I was just thinking the same about that fucking snake you've got bulging out of those pants" I smirked and bit my lip as he undid his belt as if on cue. I wanted his cock so bad. To see it, to taste it and to slide up and down it 'til I'm raw. My eyes burned into the fabric hiding my prize, but he didn't take his pants down. Instead he pushed me backwards and pushed my arms above my head before wrapping the belt around them and securing it to a coat hook on the wall. Finally I'm imprisoned in the best possible way.

 

He closed the gap between us and I could feel his warm breath on my face as he gazed at me. My hard nipples touching his chest and driving me crazy. He started to rub my soaked sweats. Pressed his fingers over the wet patch and smirked. I gasped just from the feel of him. I'm close already thanks to months of just hairbrush. My head was spinning as he started to suck my tits. Flicking his tongue over my hard nipples before biting down making me cry out in sweet ecstasy. He slipped his hand down between my thighs and moaned himself at the soaking mess just waiting for him. He tweaked my clit expertly as he sucked my tits making me bite my lip to keep from screaming too loud.

 

Now those digits were getting greedy. Spreading my sloppy lips and coating his fingers. I bucked against him wanting more. It was like music then. A tune I have wanted to hear for so long as he slipped them inside in turn. The sweet sound of friction, my juicy cunt swallowing his busy fingers. One, two and then three. My pussy tightening around every thunderous thrust. Those tattoos merging as my eyes grow dizzy from such amazing torture. It was when his other hand found my puckered arsehole that I was done. He ploughed into both taking me damn near off my feet as I wrap my leg around him and attempt to balance on just one. Humping his hands hard and pushing myself to the edge. It was like rainfall. Honey sprayed out of me soaking his hands and my sweats as I screamed his name. My eyes rolled and I panted as I mentally thanked the Lord for this God in front of me. But I'm just getting started. I want more.

 

*********

 

“Fuck your tits taste so good,” I groan, “you liked that didn’t you, me fingering fucking your cunt and ass?” I ask gruffly as l lick her sweet pussy juice off my fingers, and then I give her a deep kiss. Making her taste her own cum.

 

“Yea, it was alright, but I have fingers,”Chloe says nonchalantly with a shrug, and a glint in her bright blue eyes.

 

“Oh, you want to play it like that,” I smirk at her, knowing she’s lying through her teeth, she’s just cock hungry and wants more. I can tell in her body language, of her licking her lips and staring at my covered erection and her trying her best to grind her little flower on it. But she can only move so much with her wrists tied.

 

“Chloe,” I whisper,” do you play with the other girls?”

She shakes her head no and comments, “ It’s just me and my fingers, and oh, my trusty brush handle.”

 

I laugh out loud.

 

“Hey, it works in a pinch, why don’t you give me something where I don’t need that damn brush tonight,” she huskily whispers before licking up the side of my neck, and sucks my ear lobe into her moist mouth. I shudder. I’m suppose to be seducing her. I reach up and untie her hands.



 

“Good,” I say getting to my knees, bringing her sweats and  her sorry for an excuse panties down with me, “that means that you haven’t had this pink pussy ate out since you’ve been here.”

 

She just nods.I put one of her legs over my shoulder, and just stare in awe at her most intimate part of her body. I’m amazed of the copious amounts of her juices glistening off her labia lips. I flatten my tongue and glide it right up through her slit, collecting as much of her wetness I can. I groan in delight, and do it again. But this time I flick my the tip of my tongue up her clit, earning me a moan and hands in my hair, holding me tight against her.

 

Chloe starts humping my face, as I part her pussy lips and tongue fuck her as far as my tongue will go in her hole for a couple of minutes. Then I drive my fingers deep into her pink fortress, and grab ahold of her love button with my lips and suck and nibble. She’s thrashing her head all about, digging nails into my scalp. Which just eggs me on. I suck and drive in her harder, and she explodes, flooding my mouth with her sweet nectar.

 

I glance back at the webcam, pointing directly at us and smirk. I’ve made her cum twice now and she hasn’t even seen my cock yet.

 

As Chloe tries to catch her breath, I undo my pants and kick them off, along with my shoes. My fuck stick springs out, already oozing pre-cum. She gasps, which is music to his ears.

 

“So baby am I gonna let you suck me off first, or just fuck the hell out of you?” I say with a lust filled voice more to myself then her.

 

Charles can’t hardly believe his little bitch is so eager, as he watches on his computer. Hell, this Jack dude didn’t have to do much work to prime her and get her ready. She was already there before he even touched her. Yeah him and his little angel  fucked like rabbits, but he didn’t realize she missed his cock like that. Damn, she didn’t even need to be seduced. But that’s OK, she’ll get her a taste of cock to hold her over till they can be together again.

 

**************

Fuck or suck, what a question! I wanted both. I wanted all of him. I wanted to feel his cream shooting over my body. Hitting me everywhere. My face, my mouth, my tits and my cunt. I wanted it to drop out of me so I have something to taste when I'm locked up again later. I wanted to see it shooting out of that gigantic cock like a water gun. My mind raced with greedy scenarios.

 

I turned to face the opposite way and he pressed up against me. I reached behind me for that monster dick and clamped it between my thighs. I started to work him then. Rolling my hips and forcing my honey glazed lips to suck him gently. I was so wet, so unbelievably sloppy that it was almost a slurping sound and it was driving me wild. I brought his hands up to my tits as he started to moan into my neck. Every lick was followed by either a suck or a gasp from his beautiful lips. I picked up the pace as my thighs and pussy double teamed him. He thrust with me pressing his cock into my lips like a hotdog to its bun. The oozing tip giving my bud a battering which was mind blowing. He started to jerk making me feel like a goddess, but I'm far from done with my favourite guard.

 

"You don't fucking cum 'til I tell you to got it?" I demanded as my tone faltered into a slight whinge. He was clinging on as he humped to my rhythm. Every stroke to him made him cry out in sexual bliss. I was in my element as his fingers were starting to really dig into my tits. Marks I'll enjoy for a few days. I started to wind him up. Talked dirty but still refused his release as his body begged me. "You want this pussy don't you? Want to pound this cunt raw don't you? I want you to. I wanna feel you inside me for fucking days after this!" I moaned with a wicked grin spread across my face.

 

Clearly Jack was eager and impatient, which just made it all the more hotter. He pushed me down onto the desk and raised both my legs up over his shoulders. Those eyes were wild and that overwhelming buzz I crave intensified. I cupped both my tits in my hands and caressed my nipples making his eyes widen. I can feel the indents from his nails which made honey gush from me all the more.

 

He was entranced by me as I let my fingers slide down my cunt and coated them with the fresh nectar. I spread my glistening digits over my nipples before sucking off the remains and letting my tongue slip between my fingers greedily. As if on cue he sucked both nipples making low growling sounds in his chest. He's hungry. He's ravaging both Tits again as I'm curled up on his desk. Pinned down with nowhere to go and I fucking love it!

 

Charlie watched as he flickered his tongue in his mouth. It's as though he's sucking those delicious nipples himself. He stroked his cock again in slow motions wanting to last as long as them. It made him feel a part of it.

 

He's got the perfect view of her spread on the desk like an all you can eat buffet. Those beautiful tits, the curling of her back and those long legs pinned to his chest. He was open mouthed and almost blew his load then and there when he watched Jack plough that ridiculously huge cock into his girl's cunt. The sound she made was out of this world. The first high pitched shriek that he has been waiting for and watching him slam into her, watching her pussy trying to eat up those inches was almost hypnotic.

 

He started to pound his cock with his hand in the same rampant rhythm and every squeal from her pushed him closer to the edge. But he won't cum, not until she allows them both the privilege and knowing Chloe that'll be a while yet.

 

************

 

I slam into her soaked snatch over and over, gritting my teeth. Trying my best not to blow my load, but she’s so fucking tight. Her sexy little mewl noises she’s making, the slurping sounds of her pussy swallowing my cock over and over as I keep slamming into her beautiful body, and watching Chloe play with her perfect breast. Ahh, is definitely not helping matters.

 

“Flip me over now, I want you behind me,” she purrs at me, “ I want you deep as possible in my pussy.”

 

Fuck, who could say no to her? I sure as hell can’t! Chloe’s wet cunt must be starving for being denied cock for these last few months. I got a big dick and she wants it deeper, usually I’ve got to be careful, or else the girls claim I hurt them. I can never just fuck like I want to, I always got to hold back. Just maybe I can cut loose with Chloe.

 

I let her legs down. Trying to get my breathing under control for my exertions. I reach down and pull her up, and flip her back down on my desk on her stomach.. I automatically re-enter her sloppy, dripping pussy and thrust so hard, that she grabs ahold of the desk edge in front of her.

 

“Is that all you got you little fucker?” Chloe growls, “I thought you wanted to fuck me!”

 

That’s it. I slap her ass, first one cheek then the other, and I let go. I wrap my hand around her long blond hair and yank her head back, making her let go of the desk.

 

“Shh,” I whisper in her ear, and smash my lips to hers, to drink in her moans. As I pistol into her wet cunt from behind. I give her no mercy, she doesn’t want it anyway it seems.

 

I hold her in place with one hand on her hip and the other still tangled in her hair. I feel the tip of my penis bump her cervix over and over, as I go as far as nature allows me to go in her hot,moist heaven. She’s really crying out now, and I’m trying my best to swallow all her cries.

 

Finally I feel Chloe’s body stiffen briefly and then her inner pussy muscles tighten and spasm around my engorged shaft.  All I can think is how fucking epic her cunt feels as I groan out her name and wondering if I can cum yet.

 

Charlie that is still glued to his girl, and the guard’s image, watches Chloe have probably one of her strongest orgasm’s. He feels a stab of jealously for a second, then all he can think is god how bad he wants to cum as he’s still stroking his dick. He’s had to squeeze his balls hard a couple of times to quit from cumming. He knows Jack is waiting for the OK to cum from Chloe also.

 

*************

 

"Mmmm fuck yeah!!" I whinged as he slipped out of me and I took a second to take it all in. Lying across the desk on my stomach as my pussy ached from the best hammering it's ever taken. My heart pumped as the sexual bliss pulsed through my veins. There's nothing like a good fuck.  Feeling the adrenalin, that blood boiling desire set your entire body alight is a high like no other.

 

I turned to see him looking a good mixture of proud and desperate. God he really wants to cum! I smirked feeling the victory but I was soon beaten as I saw his cock glistening with honey. It looks like my favourite Popsicle.

 

I kneeled in front of him and wrapped my hand around that mighty cock, that glorious piece that I'm going to feel for days. I started to lick and suck the tip clean, enjoying the taste of both of us as his own juice oozes out in desperate attempts to free itself. I stroked the pulsing shaft as I stared up into him. The way he was looking at me had me singing inside. In this moment he's mine. Jack the sexiest guard in the place, the God in every inmates fantasies and he's at my mercy right now.

 

"Not 'til I say..." I purred between licks making his face crease with that insane desperation. I take him in inch by inch as my tongue feasts on him. I kept my strokes firm and picked up the pace as I started to strum my clit. Every moan from him was making my head spin as I swiped over my bud like I wanted to start a fire. He started to thrust making me gag but we both loved it. If I could I'd try for the hilt but I haven't got a chance in hell of deep throating this bad boy.

 

"You got something for me baby..." I teased as I sucked my fingers of my honey, but never stopping my torturous stroking for that milk. He's red faced, whinging my name and crying out for release, but I'm not done.

 

I leaned down and started to suck on those balls. Teasing those nerves as I pull on the skin expertly. Then I slip my fingers in that perfect arsehole and make him jerk like a fucking fish out of water. I keep wanking his cock as my fingers curl and punish that prostate relentlessly. He's pushing against me now, spoilt for choice as he tries to enjoy my expert hands.

 

"Fuck! Please!" He begged as I intensified my assault and watching him build was like magic to me. I aimed his cock towards my tits and demanded that cream. I gasped myself at the amount that followed. Squirting out like a fountain as it splattered all over my chest like hot fudge sauce. I milked him for every drop before he collapsed on the chair behind him totally spent.

 

I sat on the desk covered in his seed and crossed my legs as I admired him. We connected as our eyes met and we shared the same knowing smile that we always will now. Both still high from our moment together. I started to swipe up my finishing treat as he watched looking mesmerised. The list ridden expression making me smirk. "Get over here and clean this up!" I purred.

 

He was on his feet in seconds and licking up every last drop as I held his head and enjoyed my last few moments as a queen. I just hoped there would be more. It would certainly make my stay here a fuck load more interesting.

******

 

“FUUCK FIN....ALLY” Charles shouts at the computer scene, as his cock spits it’s jizz up his chest, and around his hand making a mess. But doesn’t care, he’s in total bliss. He hadn’t came that hard since they lock up his Chloe. Charlie is  trying to keep his eyes open, so he doesn’t miss a thing. He wants to see his girl for as long as possible.

 

I can’t believe I’m actually licking this shit up. But right now I’d do anything for Chloe and it’s on her perky tits. Who could resist? That was the best fuck of my life. It felt like I was in high school again! I kiss her softly on her lips and step back.

 

” I got to get you back to your cell, before we get caught,” I say as I toss her clothes at her. While she’s busy getting dress, I manage to cut off the webcam without her noticing.

 

I slip my clothes on real quick, and walk back over to her, where she’s leaning against the wall next to the door waiting on me. She’s beautiful standing there, with that just got thoroughly fucced look I feel a swell of pride knowing I did that to her. I’m gonna have to fuck her again. The hell with Charlie.

 

“Jack,” she whispers, as I gather her into my arms one last time. I capture her lips and thrust my tongue into her moist mouth, and passionately kiss her, with everything I got. Leaving us both breathless. I stare her in her eye’s for a minute, then open the door to escort her back to her cell.

 

“Now Chloe, if you get into any trouble, you’ll have me to answer too,” I whisper with a wink.Damn, I hope it’s soon. I already want to fuck her again.

 

We make it back to her cell, she turns, and gives me a wink and smirk. Letting me know that she understands. I look back at her with a stony expression. We have eyes all around now.

 

“Back in your cell Miss,” I say in a no non-sense voice.

 

The next day I find a thousand dollars in my mailbox! I guess I did a good job, I think with a smile.


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