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anonymous
11-01-2007, 02:17 PM
Story Title - "Jennifer Aniston‘s Jail Journal"
Author Name - Dark Cloud
Contents Code - MF, FF, oral, anal, nc,
Celebs - Jennifer Aniston, Angelina Jolie


Disclaimer: This is a very adult themed piece of erotic fiction and should not be read by anyone under the age of eighteen or by anyone who does not like hardcore descriptions of sex and violence. The people written about here would never act like this in the real world

JENNIFER ANISTON’S JAIL JOURNAL

(This is a follow up to my previous story “Payback Is A Bitch“. Briefly, in that, a hypnotist who had been bullied in school by Jennifer Aniston was unwittingly employed by Jennifer to help her stop smoking. The Doctor, Amy Hislop, used her mind control to force the actress to pose for Playboy, make a home video with four gangbangers , star in a hardcore, extreme porno movie, and sell all her worldly goods to become a crack whore. In the end she had Jennifer rob a convenience store and saw her jailed for the crime, after having her insult the toughest con in the jail, Amy lifted her control and told her what she had done, leaving the former superstar back to her normal self but facing up to the next few years in an inhospitable prison….)

Jennifer Aniston walked along the metallic mesh walkway almost in a daze. She shook her head ruefully and considered that she must have been like that when that bitch Dr. Hislop hypnotised her to do all those things. Just the thought of what she had done, what she had become shocked her from her malaise and she concentrated on the back of the prison officer in front of her. She should be grateful, she supposed. If those two officers hadn’t shown up when they did that psycho and her friends that she had insulted would have carved her up in the showers. Really she had thought she was a goner until the figures in black uniform had charged in and pulled them off her, literally as the blade of the shiv was pressed to her cheek. It had been that close. But her rescuers had hardly been white knights on chargers. After the others had been bundled from the showers as Jennifer sat shivering, naked on the wet tiled floor they had hauled her to her feet, ordered her to face the wall before cuffing and manacling her and marching her out.

So there she was, formerly one of the biggest stars in Hollywood, still damp from her aborted shower, nude, and in chains being led, with an officer in front and one behind, through the prison to a cacophony of catcalls and crude comments. She wanted to cry but resolved not to, she would find a way out of this nightmare, she would!

Finally her journey was over and she was led into an office outside the main prison building and led through past a secretary who made no secret of studying the naked body of the former Friends star.

This was all wrong, she thought, why am I being led in here naked? Surely this wasn’t normal. Her heart sunk at the thought that she was being singled out because of her past life, maybe it would always be like this. The lead officer knocked on a big wooden door with an impressive gold name plate that read “WARDEN: DALE CAMERON”. The guards ushered her inside then left her standing on an oriental rug before an impressive Teak wood desk, with a white haired, arrogant looking man chomping on a cigar behind it. He turned his baleful gaze on Jen and spoke in a slow drawl.

“So you’re the famous actress that robbed a store and I gotta look after?”

His voice dripped with sarcasm and Jennifer, already conscious of her nudity just stood there and kept her eyes down, not wanting to meet his gaze.

“And I hear you been mighty busy since you arrived here, making some pretty serious enemies. Seems to me like you’re in a world of trouble, ain’t no way me and my men can ensure your safety twenty four hours a day, seven days a week now is there? Be a real shame too, that psycho can be real vindictive, my men said she was fixing to make a real mess of you with this.”

He threw the weapon on his desk in front of Jen and she looked at it in horror, a four inch, sharpened blade stuck out of toothbrush and she had palpitations thinking back to how close Pam had come to using it on her face. It was all too much for her, the memories of the attack, his sarcastic tone, the jail, the knowledge that she had been set up so unfairly: she stood there and tears started to form in her eyes, how could all of this happened to her perfect life?

“Now stop that Missy! That’s not gonna do you any good at all. You gotta toughen up to survive in here. But you know I can make this whole experience that much easier for you, if you do as I tell you. I am the Warden around here and what I say goes, and if I say that you are to be guarded and looked after real well, then that is what’ll happen. Course if I say to let you see how you do with no guardian angels then I don’t reckon you’ll do too well either. Really it’s up to you, how badly do you want my protection my dear?”

Finally, Jennifer did lift her eyes and meet those of the warden’s, they were cold and icy blue and there was no mistaking what he was telling her. She stood stock still as he drew back his chair and got up to come around and stand before her. His hands roamed over her body, stopping to grope and weigh Jennifer’s boobs. He nodded approvingly before roving his hands lower and exploring between her thighs, his rough fingers parting her pussy lips and probing inside. She felt so violated by this. Before when she had degraded herself so thoroughly she had been under the influence of the evil hypnotism of the doctor. Now being fondled like a piece of meat by this creepy old man and knowing that she couldn’t do a thing about it was just about the worst thing she could think of.

He smiled at her and flashed his tobacco stained teeth at her before turning back to his desk and pressing a button on his telephone and spoke into it.

“Miss Tibbs, could you come in here please.”

The Warden continued around the desk and took his place again in his big, leather chair as Jennifer stood there while the secretary who had stared at her outside entered and stood beside her.

“Miss Tibbs could you switch that tape on please then leave.”

She moved over to a TV set in the corner of the room and started it into life at the title music to an old episode of Friends. The woman smiled like a crocodile at Jennifer as she exited the room and the Warden addressed the prisoner again.

“So it’s clear, you either get over here, get down on your film star knees and give me the best damn blow job ever while I watch you on that there TV or you ain’t getting any protection out there (pointing to the door leading to the main prison). Make your mind up Miss Aniston, your future awaits.”

It was one of those moments where time stood still for her. She realised that what she did now would shape the rest of her life. One part of her wanted to lift her nose and keep her self respect, tell the old pervert to “fuck off” and take her chances with the other inmates. But she knew she wouldn’t last a minute that way and, if there was one thing she was sure of it was that she wanted to survive and see the person responsible for her current situation brought to justice. So she nodded her head slowly in acceptance of the Warden’s deal and shuffled in her chains over to where the Warden sat and knelt down before him as he undid his trousers and pulled out a dick being powered partly by a viagra tablet he had taken that morning.

Jennifer paused, unable to force herself to go through with this as she heard her own voice resonate on the TV from less than three years ago and she could never have imagined herself in this position then. A tear formed in her eye and she swallowed hard and wet her lips with her tongue, closed her eyes and opened those lips and stretched forward to take the tip of the old man’s penis in her mouth. She worked his member with her mouth and her hands, which had a little leeway from the cuffs and chain that allowed her to get her hand around the root of his cock and work it hard into her mouth. She sucked him off expertly (after all she had sucked plenty of cock to get where she had gotten in her acting career before it had turned so sour) to the bizarre soundtrack of her own voice on the big TV. Worse was to come as she brought him closer and closer to climaxing in her mouth he phoned a friend up and spoke like a good old’ boy.

“Hey Waylon,, you know I was telling you about that famous bitch that I had in my jail, well guess what the slut is sucking me off right now as I watch her on television, it’s fucking great I gotta tell ya. Oops gotta go, ‘cos I’m gonna cum if you know what I mean. Haw! Haw!”

Jen hardly needed the warning as she was more than aware of how close his sticky cock was to unloading in her mouth and not wanting to upset him a bit she kept her lips glues around his member as he pumped his warm seed deep in her mouth, only when he had finished did she rock her head back and look into his eyes for approval.

“Well done Missy, I reckon you’ll do just fine. You look after me and I’ll make sure not a hair is harmed on your pretty little head.”

She thought this would be the best time to tell him of the circumstance that had led to her descent to this place, after all when a pretty girl has just sucked your cock dry a guy will usually do most anything for her.

“Warden I was tricked into this. This Doctor I went to hypnotised me and….”

She stopped when the Warden put his fingers to her mouth to hush her. Jennifer tried to talk again but was stopped this time by the warden’s rough hand closing over her mouth.

“I said hush now Bitch! In this office your mouth is for nothing more than sucking my cock. I know all about why you are here, I know the good Doctor Hislop and I know what she did to you. But you see the thing is I don’t rightly care and there is fuck all you can do about it, except deal with it. You’re mine for the next few years so start dealing with it!”

With his cum still fresh in her mouth Jennifer Aniston looked up at the old man and it finally dawned on her that she was stuck here, there was to be no easy way out, she was a jailbird now and would be for a long time!

*

So that was Jennifer’s future, she was used as a personal fuck toy for Warden Cameron, and once a day she was called up to his office and he fucked one of her orifices while one of her TV shows or interminable films played on the TV. She really had no alternative, he was good to his word and kept the other inmates off her back and Psycho Pam first received a beating then a transfer to another prison to keep her away from her intended victim. It was while he was busily ass fucking Jennifer and watching “Along Came Polly” that one of his friends phoned him and as he pounded his cock into Jennifer’s increasingly used asshole the friend offered cash if he could have the use of Miss Aniston for an afternoon. The thought was like a flash of inspiration to him, this famous bitch could net him some major cash!

So to that end the warden had an abandoned room in the jail converted with soft furnishings and light and turned it into a makeshift brothel for his movie star whore. And make no mistake Jennifer Aniston became nothing more than a prostitute whose body the warden pimped out. To begin with it was just his close friends that could buy a session with her and they just wanted to have various types of sex with her (to no surprise most especially loved sticking their cocks into her mouth and gagging her with their man meat). But as time passed the numbers of people who got knowledge of what they could do with Jennifer and the things they did do to her increased. If the customer paid enough money and kept their silence they could have Jennifer for as long as they wanted and do pretty much what they wanted with her.

Jennifer had been pretty staid in her sex life in her past existence and much of what she did was new to her but she came to treat those trips to the sex room at least as an escape from the mundaneness and loneliness of prison life. Life went on and the outside world forgot all about Jennifer, she had no visitors other than those that had paid to have sex with her, so as long as the men did not abuse her violently she began to actually look forward to the sessions. One day she realised that the clients must be paying quite some amount as the Warden had his secretary, Miss Tibbs, who was in on the whole scheme, spend a long time getting Jennifer dolled up. Her hair was cut neatly, her make up was perfect and she was given a very expensive, though slutty, hooker outfit. She actually enjoyed the long forgotten, luxury of the black, lacy panties and stockings and suspenders, her high heels and crushingly tight, red leather basque. She checked herself out in the full length mirror of the room as she waited on her client and actually smiled, seeing herself dressed sexily reminded her of the good old days.

She stood by the king size bed in the room that she had lain on so many times and watched as the warden entered, his cruel eyes devouring her sexy outfit.

“Oh yes, I can see why the customer wanted you in that outfit, it really suits you Jennifer, really shows your slutty side!”

Jennifer wasn’t listening to him though, her eyes were straining in the gloom of the room and shocked when she saw the aactress Angelina Jolie enter behind the warden, clad in a long rain coat. Jennifer had read with growing dismay how her former husband had taken up with Angelina. Prior to that they had lived the perfect marriage and she had been mad that this younger bitch now seemed to have her talons fully into her ex-husband. She hated her with a passion.

Angelina seemed to sense from the first that the older woman despised her, but that was hardly likely to bother her, she was used to jealous women hating her and besides it was her who was paying a whole lot of money to have Jennifer Aniston as her call girl for the afternoon. Brad was totally unaware of her visit, he had tried to forget all about his ex-wife when she had got herself into such a public mess under the influence of Doctor Hislop. But Angelina had kept tabs on Jennifer and followed her descent and her prison existence and finally her contacts had got wind of Jennifer’s new role in jail as a whore for hire. Her smile at hearing that particular piece of news, was wider than any cat who ever got any cream.

The warden saw Jennifer’s face turn from disappointment, to anger to a sour look that indicated her unhappiness over her client that day.

“Now Missy, this lady has paid me handsomely to obtain your services for the duration of her visit.. And you know, she thought you might not be so accommodating as normal. So let me tell you if you do not do exactly as she tells you, if she is not entirely happy with your efforts then I can guarantee that there is a cell waiting for you upstairs that I will personally escort your friend Psycho Pam into for the night so you to can get re-acquainted.”

Jennifer thought for a moment and considered rebelling but in the end knew what she must do. She nodded her acquiescence to the warden and lowered her eyes in submission. Angelina’s dark eyes blazed with excitement and she literally licked her lips with anticipation - Jennifer Aniston was to be her bitch to do with as she saw fit!

“Well I’ll leave you to it Miss Jolie, I’m certain the prisoner will do as you want, if you need me I’ll be in my office (unbeknownst to both watching on the spy camera’s he had fitted in the room), I’ll leave your bag here, just ring the buzzer when you’re done.”

And with that the old man dropped a long canvas bag at the door and exited, leaving the two women standing across from one another. Angelina slowly started to untie the belt that was wrapped tightly around the waist of the long coat. She shrugged the coat off and Jennifer looked at her in a mixture of admiration, disgust and awe. Angelina was wearing a figure hugging black cat suit that made her look every inch the dominant woman. On her feet she wore black, leather, knee length, spike stiletto boots that made her even taller. Her luscious hair was pulled back tightly on her head into a long, black ponytail. It was only when Angelina moved forward that Jennifer noticed the slit down the front of the suit that revealed a large amount of her impressive cleavage, the slit stretching down between her marvellous breasts which strained at the material so hard. As much as she detested the woman, Jennifer could not help but be impressed at the stunning woman that stood before her and had bought her for the afternoon.

Angelina strode forward and stood before her whore and openly appraised Jennifer, her long fingers feeling the fabric of Jennifer’s basque and stockings and moving behind her to check out Jennifer’s taut ass cheeks.

“Hmmm, not bad. Not bad for a prison ho’ anyway!”

Her hand circled on Jennifer’s ass cheek and squeezed hard making Jennifer jump.

“I can see what Brad saw in you. Still he’s traded up several classes now eh?”

“If you say so” , was Jennifer’s slightly snotty answer, already annoyed by this woman.

“Oh I do say so whore, and you’ll do well to remember that I am paying for you, and that if you disappoint me I’ll be forced to tell that nice warden that I felt my money wasted. Now for that little show of insubordination you can show me your apology my getting down and kissing my boots. Come on, show me you’re willing to obey me!”

Their faces told the story: Jennifer’s humble acceptance of the order while she bent to her knees and kissed the boots before her, Angelina’s cocky smirk at the submission.

Although Jennifer had nothing but dislike for Angelina, she could not help but admire the woman’s figure, especially as she stood so domineeringly over her. It was so humiliating for her to obey her and bow her head to lick her boots, but she had resigned herself to her fate and did it submissively.

“The Warden tells me you’ve sucked your share of cocks since you arrived here. Bit of a surprise that, Brad tells me you were a frigid bitch with him!”

Angelina was fishing for a reaction and nearly got it. Jennifer wanted to shout out.

“Fuck you slut! From all I hear there isn’t a cock in Hollywood that you haven’t had your slutty lips around. Let’s face it, it certainly isn’t down to your acting talent you got all those big roles, it’s because you’re a fucking slag that would do whatever it takes to get a job!”

That was what she wanted to retort with, however, rather than that Jen just bowed her head in agreement and waited for whatever Angelina wanted to do next. She was paying for the privilege after all.

“I thought that being in a women’s prison that you’d be busy entertaining plenty pussies too. But the Warden tells me that you’re not into that and have been kept separate from the other women. Rather a pity that, I thought. I’ll bet you’d just love to be licking out all the jailbird cunt in here!”

As she spoke Angelina’s dark eyes flared wildly and challengingly at her whore and Jennifer watched as Angelina’s hands dropped to her shiny, leather bound crotch and undid some press clips that Jen had not noticed previously and a large flap that had covered her whole crotch area fell loose and exposed Angelina Jolie’s neatly trimmed pussy to Jennifer Aniston close up. Angelina met her baleful stare and ordered her.

“Get licking bitch! You really need to satisfy me, or else the Warden ain’t gonna be happy!”

In all her conscious life (she couldn’t speak for the months when her life was being dismantled under Doctor Hislop’s hypnotism) Jennifer could honestly say that she had never had any form of sexual ingress with another woman. It had crossed her mind in here, jail , that it might happen but it certainly wasn’t something she wanted. And now here before her was one of the most famous and sexiest women on the planet her demanding to be eaten out! Jennifer had no choice, she reached her head forward, that once famous mane of hair falling over her eyes as she went and extended her tongue. But before her hair obliterated her view she was able gaze upon Angelina’s pussy and admire it. It was so neat and tidy, the only hair on it a neat, small thatch just above her pussy lips.

When Jen’s tongue connected with the soft, warm skin of her employer for the afternoon an electric shock seemed to run all the way down her tongue. This dominant brunette was indeed something special and all the doubts and hatred disappeared as he tongue explored the folds of Angelina’s pussy, trying to block out that her ex-husband had probably screwed it recently. But she was being paid to do this and knew that her safe existence in the prison depended upon this.

Jennifer felt the wiry black pubic hair around Angelina’s pussy lips tickle at her nose as she burrowed her mouth deeper and deeper into her damp, aromatic cunt.

“That’s it whore! Lap it up! Lick me good, c’mon dig your hand into your own cunt, I want you to get off while pleasing me, I want you to relate pleasuring me with a sexual climax.”

Angelina’s dark eyes gazed down and she smirked as she watched Jennifer obey her demand and hook her right arm out and her right hand plunged under her skirt and fumble for a second before giving a slight moan as her finger tips found her own cunt. Pleased with herself, Angelina, slightly moved forward and her strong inner thighs totally engulfed Jennifer Anniston’s head and held it in place. Yes it was getting her wet being eaten out by Brad’s ex-wife but she was just as turned on by her domination of the bitch. She loved power and wielding it was such an aphrodisiac to her. She reached her hand down, and as unnecessary as it was, she placed her hands on the back of Jennifer’s head and pushed her deeper into her folds. Jennifer made no protest, indeed it looked to Angelina that her hands movement at her gusset was getting more erratic and frenzied.

Moments later Angelina forced Jennifer back onto her back on the bed and Angelina kept her sopping pussy clamped on Jennifer’s mouth and rode atop her face while kneeling on the bedspread. Somehow, it had developed into a contest between these sexy women as to who could cum first. They moaned and squirmed, closing in on their climax. But this contest was loaded. There would be only one winner and as Angelina ground her crotch onto Jennifer’s searching tongue she stretched her long, leather clad arms down to pull Jennifer’s hand away and deny her the pleasure of release. If Jennifer complained Angelina did not hear it, her thighs blocking much of it out and caught in her own ecstasy as she came suddenly with a flood of her juices all over Jennifer’s face.

She slowly got up and again caught Jennifer’s wrist as she reached for her own crotch to give her satisfaction.

“No! You can cum when I allow it, not before. Come on get up and lick my juices from my pussy, then we’ll see what else I have in store for you!”

Jennifer glared at her, her hatred and repulsion at her all returned. But remembering her situation she did as bidden, cleaning the movie star’s pussy of all the stray strands of pussy juice and licking it from her own face. Worse was to follow as Angelina retrieved a pack of cigarettes from her large bag, lit one and casually blew a reef of smoke right into Jennifer’s face. She coughed and spluttered but got no sign of sympathy from her client.

“Come on slut! I want to see more of that body that all the teenage losers used to jack off to in that shitty show Friends. I wanna see your titties and ass. C’mon do a striptease for me, shake your stuff!”

Jennifer pulled a face and grimaced, she was so close to cuming and to have it denied like this was so tough for her to bear, her orgasms in here were what kept her going. That and the thought of being released and somehow plotting her revenge on those that put her here.

Angelina stood back, her hands dominantly on her shapely hips.

“Well what are you waiting for whore?”

Jennifer had performed plenty of strip teases and lap dances since taking up her position as the Prison Warden’s whore and had become actually quite good but this one stuck in her throat and she could hardly get into the action of stripping off her sexy, revealing clothes, knowing that the smug bitch was feeling ever more superior with every second that passed. Jennifer tried to be sexy rolling off her stockings and unclipping her suspenders but her heart wasn’t in it. She peeled off the basque to reveal her breasts and immediately glanced at Angelina’s which were clearly larger than her own. When finally she pulled off her sexy knickers and stood naked before Angelina she ultimately realised to what depths she had fallen and from what heights, only her meagre self respect prevented her from crying just then.

Angelina gave one of her famous pouting smiles and moved forward to appraise her whore. She ran her fingers all over Jennifer’s naked body, taking especial time to grope her ass cheeks and breasts. She stepped behind Jennifer and reached her fingers through between her legs and dipped a couple into Jennifer’s wet snatch.

“You’re wet! Do I make you wet? Horny? I was voted most sexy woman in the world you know. No matter, go and face the wall! That’s it, face forward and palms against the wall. Don’t turn around you must be used to that being a common criminal!”

With Jennifer meekly facing the wall, Angelina dipped into her bag and came out with a strap on dildo. It was an evil looking, black beast. She stepped into the harness and pulled it up, tightening it around her crotch and admired the 10 inches of thick, black plastic that now jutted out from her. She strutted proudly over behind Jennifer and took a hold of that famous mane of hair and used it to jerk her head back before powering her dildo straight up and into Jennifer’s wet pussy. Jennifer was not expecting it and the force it pounded into her drove the air form her lungs but she could make no complaint as the larger, younger woman behind her established a fast, frantic pace of plunging the plastic cock deep with in her and then pulling back to power forward with even more force.

Angelina loved this. Loved dominating another woman like this and the thought of roughly fucking her man’s ex-wife was so fucking hot to her. She fucked her like this, doggy style, for some minutes before physically lifting Jennifer up and dropping her on the bed and after a few really deep, hard thrusts she pulled the dildo from Jennifer and slipped it into Jen’s tight asshole. Jennifer squealed in protest at this unexpected protest and her mouth formed a humorous ‘O’ as the slimed up plastic shaft slid inexorable up her sphincter.

“What’s the matter bitch? Not used to taking it up your ass? I love it myself, my men can get any hole they want, whenever they want. You should experiment more, that porn video you shot showed you could take it, pity you had to be hypnotised to do it!”

Jennifer was too busy being treated like nothing more than a slab of meat to recognise the significance that Angelina also knew that she had been set up. Almost the full length of the dildo slid inside her arse with each push and Jennifer winced as she felt her backside fill up and the tip push against her bowels. She seemed to retreat mentally into her own comfort zone and was like a zombie as Angelina continued to fuck her ass then pulled the cock from her shit hole and forced Jennifer to clean the dildo with her tongue and mouth.

Tasting her own ass and pussy juices seemed to push Jennifer Aniston over the edge. Angelina stood over her, a goddess in black, the plastic dick sticking obscenely from her crotch and laughed at her, laughed at what she had become and spoke with mockery and derision. She pressed the button to the Warden’s office, for her colleagues to come and join her.

“Well done whore, you entertained me royally. But I’ve got to go now, you must remember what it’s like being a movie star. Still I’ve paid for my time and decided to give some ‘friends’ a treat. You should get on with them just fine they’re just out of jail themselves. Don’t you think sex offenders should get a treat when the leave prison?”

Jennifer got no chance to answer as right then the door slammed open and in stepped three of the ugliest, fattest brutes. Skin headed and naked with stiffening, thick cocks at the ready. They stopped for a moment and grinned at the leather bound Angelina and for a second her confidence deserted her, thinking they would not stick to the agreement. But then they spotted the figure of Jennifer Aniston curled up on the bed and descended upon her. Angelina took her leave.

“That’s her boys, that’s the girl. You get your jollies from her, it’s on me. Make sure she gets those big fat cocks in each and every hole!”

As they descended upon her Jennifer wondered how she could ever escape this nightmare….

*

But unknown to her, several hundred miles north, Courtney Cox had found out about the indignities her old friend was suffering. Although she had distanced herself from Jennifer when she had taken up making porn movies and whoring, Courtney was having second thoughts. She shouldn’t have abandoned her friend in her hour of need. With guilt driving her on she was headed to the prison and would do all she could to save her friend. But was she walking into her own doom?

TO BE CONTINUED………….

(Please send any feedback to thedarkcloud2@aol.com)