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Part 7 of Regulated
By: Blackstar123   Posted: 23rd May 2008
 
As you will have to spend at least six months in jail, I recommend that you get a supplier of contraceptive pills sent over along with antibiotic cream as prison can be in a dangerous place for a woman in this country.

You mean I am liable to be raped cried the shocked Kennedy.

Now I wouldn't put it as strong as that, just that you likely be very strongly coerced to allow your very desirable sexual organs and bottom to be used to gain favours and to placate the guards who are both male and female.

You can't be serious she cried. I have contacts abroad they daren't touch me.

Did you think that any of your contacts will touch you with a barge pole once the press gets to see the videos that the police have. Including several highly sexual and violent porno films found in your flat.

Your contacts will see you justifiably spending a short time in prison and will complete the ignore the reality of what you are facing. You're on your own.

In 10 minutes, you are due in court. I strongly advise you to go for the guilty verdict as I get quite guilty, but unrepentant when I see a deserving backside showing red and extremely painful red welts. Moreover, if you admit it, then I know you deserve it. In addition, I had just heard that the police are going for a charge of drug dealing and if they don't to get a guilty plea. And that carries the death penalty here.

The last female drug dealer was strung up totally naked in a semi private execution

He said this knowing that fate was very unlikely, but that once she had pleaded guilty, horrified public opinion would leave her to her fate.



With that, he stood up and left the Women weeping at the interrogation table. As he turned, his mind noticed that her red top was loose enough to portray the illusion that one could easily slip a hand in and caress her breasts without any body noticing

Ivor was now watching as the judge retired to consider sentence. Kennedy had given a guilty plea and was now left standing totally dejected in the caged Dock waiting take fate.

She glanced behind her as the door opened and two male warders came in. officially to comfort her and support her if it was needed.

Ivor was not really surprised to see the attractive woman suddenly jump forward in a start. Ivor smiled to himself when he realised that one of the officers was immediately taking advantage of the conviction and had discreetly thrust his hand through the Women's legs from behind and was gently but firmly groping her pussy through her trousers. While his colleague tightly gripped her shoulders as if consoling her, but actually holding her in place while she was groped.

Kennedy desperately glanced over at her lawyer, only to see his smile and understand when he mouthed. Wait till they get you down stairs.

He knew because her charges carried a possible almost mandatory jail sentence that for this young lady there wouldn't be no observing CTT cameras, Ivor knew that very soon someone would be rifling through the contents of her knickers, though he thought it extremely unlikely that she would actually have any form of sexual penetration. Until she had been settled into her cell.

His thoughts went back to his conversation first thing in the morning with the prison officer he had befriended while presiding at Caroline's defilement.

It had cost him all of money he had drawn out of the Bank to stop the wardens, having a little fun at the prisoners expense. However, he wanted to be the first to use Ms Kennedy Willoughby-Jones and deposit his sperm after a interesting time of degradation and totally consensual rape.

After that he could happily stands by and watch as the officers took their sadistic delight in forcing the young woman to experience totally non-consensual forced serial rape.

Which would include an violent penetration of her back passage, a experience for the young woman he had arranged with the bribe

By tomorrow evening the young lady now standing in the dock would have had more experience than a local whore got in a week. Moreover, just as a whore opened her legs for money, his money was going to force the newly convicted prisoner to open her legs

He had read somewhere that the record for sexual intercourse stood at approximately 1020 continual penetration and ejaculations in one session

This been set by a pornographic actress for fun back in the Nineties. While he could not see Kennedy having to experience that amount of sexual excitement. He was making quite sure that she was definitely going to be gang-raped as soon as he had finished with her. Who had also specified that before she was made to comply her bottom should receive an extremely sound spanking with a strap, just as a prelim to her ordeal?

He always felt a woman needed to feel her bottom stinging intensely before experiencing any form of sexual intercourse, consensual or not.

Looking back at the Holiday Rep who was still wiggling indignantly as the hands felt out her cunt, he was glad to see she had the sense not to make a real fuss. It was obvious from her expression that she found it exceedingly distressing but also seem to realise that if she made a fuss, it's somehow would get back to the judge who would rightly treat her more severely.

Just when it seemed that she was going to wiggle away, the court rose and the randy Warden removed his hands from between her legs but just distressingly enough continued to fondle her bottom. Reminding the young lady that there was a caning awaiting her posterior.

The judge was very quick in his summing up calling the elegant young woman a amateur whore, pimp and procurer who hadn't the morals of a dog. To treat her host country in such an abominable way meant he had to administer extreme punishment one suitable for a responsible member of a International company.

Ivor's heart leapt. She is it definitely going to get a beating, I wonder how many and it looks as if she will be extremely miserable in jail for a considerable period.

The judge quickly resolve his questions by sentencing the young lady to spend 18 month in prison and to receive, 65 strokes of the cane. The cane to be applied to her buttocks once she had been assessed in prison

Ivor was delighted and hoped the Women had taken his advice and ordered a good supplier of contraceptive pills otherwise it was quite likely she would be taking an necessary baggage with her in the guise of possibly two kids when she was released.

He certainly would not be using a condom when he shot his lot into her cavity later that day. Even on local prostitutes he snipped off the end unknowing to them, protecting himself from any disease, but making the whore take the natural risk.

Watching the now totally devastated young lady being manhandled out of the cage he noticed with delight that she was being urged on her way by her a hand which were actually lifting her up by the crutch from behind so she waddled away on tiptoe towards her fate so forceful was the hand that was cupping her pussy.

He also noticed that the other officer had released her arms and was helping her to stand by pushing his hand under her smart top and molesting her sensuous tits.

Within 30 seconds of being convicted her punishment had started, charged with such a devastating sexual offences, he knew all the officers in the prison would soon be queuing up the to demonstrate their disgust at her conduct.



At this point discreetly but he knew as soon as she was at the bottom of the stairs she would the enduring at least one hand exploring the inside of her knickers and one breast being manipulated inside her bra.

Not violently as the young lady had to walk to her cell, a crowded walk away, but persistently enough for everybody she passed to know she was being seriously abused.

Ivor left the courtroom and then went to see his prison officer friend. Deliberately taking a longer route, he passed the weeping prisoner having to experience a hand kneading her udders inside her loose red top. While she was frogmarched to her cell.

While the other officer had pulled out wide the waistband of her delectably tight but stretchable trousers using a hand to feel her around the outlines of her previously so well displayed Venus mound.

Other people were passing, but completely ignored the prisoners distress, or just commenting, Go on give her a good feel, she deserves it. Disgusting Bitch

Ivor stood for a few seconds and drank in the sight of the convicted holiday rep starting to pay the price of her guilty plea. As he watched the girl started to cry as obviously a finger he had found it away into her sexual organ.



Meeting his contact in the office he confirmed that the holiday rep would be unsullied by sex until he had attended to her.

At the moment she was being made to take a shower, and it was quite possible that she would be reminded of her oncoming caning by getting a few flicks from a wet towel across her deserving backside and possibly her other sexual equipment.

However, this would be only the high spirits of her accompanying male officers. Her cunt would-be left admired but waiting

Ivor put in a request that she should be allowed to dress in her own clothes and soon tidy her hair and make herself neat. The officer agreed by picking up the phone and passing on the order.

When can I get that uninterrupted use of her, asked Ivor?

Well it will take about an hour for her to have her shower and get to her cell give it about a hour and-a-half, a and she should be adjusting to the fact that she is going to say in that room on her own for a long, long a time.

After having a break in the court canteen, he made his way down to the arresting wardens office and talk to the guys who had slammed the door on her cell.

How is she he asked? Nursing a slightly stinging bottom laughed the guy who had thrust his hand between her legs. I got couple of lovely cracking slaps in with the towel end when she was ordered to bend and pick up the soap. The stupid Women knew I was going to flick her hard with the towel, and was very reluctant to do as ordered then she realised she could not turn round to pick it up so I caught her absolutely soundly across her arse when she had no option but to bend forward to retrieve it. As a I flicked her she dropped it, and she had to bend down a second time

From the scream she gave out she should give a very good performance when we get round to caning her arse.

Yeah well once I've finished massaging the inside of her cunt and tight little arse, I want you to give me a demonstration of just how much she hates it. Then I want her raped and certainly buggered for as long as you feel you can continue to ejaculate into her.

Don't hurt her too much; just submit her to as much humiliation and degradation as you can without causing her any permanent damage.

Well I think it's time I paid her a visit and put paid to any questions she had concerning her treatment here.

Don't worry we have engaged the services of two very nasty, unpleasant convicts who will be allowed to express their desire to tickle the young woman's fancy commented the grinning officer.



Arriving at her cell which was of a half barred variety with a shutter covering the top bars. The Warden opened the door to let Ivor get his first glimpse of the dejected convicted young woman sitting on her bed.

When she saw him, at first her eyes lit up with delight. Then remembering what he had said at her interview suddenly collapsed within her.

I expect you have come to gloat at my predicament she said. No young lady I have come to take your knickers off and fuck the arse off you.

Kennedy looked absolutely horrified. Please don't joke she pleaded I have already had taste of what to come from a towel in the shower and It hurts like hell. In addition, already those Goons had made my cunt so sore with their groping.

Ivor smiled a sadistic smile. No Kennedy, if I may call you that now we are to are going to be intimate. I'm not joking you're going to lay down on that bed take off your trousers and let me inspect that cunt of yours. Don't worry about your knickers I'll get those off myself next I want to inspect your bottom so I can grease it ready for penetration.

Leave me alone you pervert otherwise I will call for help.

Please do you little tart, but beware the help around here will most probably consist of a huge convicted rapist who tear off your clothes and subject you to a very painful violent rape.



The holiday rep eyes went to the floor, and said in a pitiful voice what is it you want me to do.

Just as I told you, do it and do it now otherwise I will watch while you are violently raped. Forgetting to add to that this was already arranged for later

Looking at him the holiday rep had the sense to realise that she had no option. She also realised that she wasn't going to enjoy any of it one bit.

Laying back on the bed the he desirable young woman removed her trousers and her top so she was down to her underwear. He had to remind her to open her legs which she begrudgingly did, knowing that by doing so she was parading herself as a hussy

Without any ceremony Ivor walked over to her and bent straight over her crutch pulling her knickers crutch to one side, taking time, he opened the young woman's sex lips with his fingers. The entrance to her highly juicy red cunt was a interesting site to Ivor as it peeped out from a very hairy but genuinely blonde pussy. However, his actions caused the embarrassed young lady to blush, as she felt completely violated

Holding her cunt open with two fingers, he plunged one finger straight into her cunt till it entered up to the knuckle

The young lady jumped and started to sit up her hands reaching out to protect herself.

Lay back and be quiet you used slut commanded Ivor. In addition, tied her hands to the top rail of the prison bed. We have strict rule here mouth shut and legs open unless you are asked a question. Only then can you speak

The Women could now only watch while he attended to her area between her legs

Ivor then sat on the bed and proceeded to ram his finger in and out of the Women's cunt, his eyes betrayed absolutely no compassion, as he withdrew one finger and pushed two in.

The Women stared back at him in terror and humiliation as he continued to fuck the Women with his fingers. When he started, she was quite dry so she found it extremely uncomfortable if not painful.

Once his exertions had slightly excited the aristocratic slut, he increased it to three fingers.

The Women's face stared at up at him, her mouth working continually as she tried to understand what he wanted.

Ivor didn't care what the slut on the bed felt he knew he was going to increase the fingers intruding into the Women's cunt until she was stretched enough for him to get his hand in.

He was going to fist fuck the aristocratic whore until her eyes bulged.

Screwing the woman for about a minute with three fingers he suddenly turned his hands sideways, and squeezed his fingers into a fist, and paused. The Women realising the horror of what he was about to do went pale and started to protest.

Uncaring Lee Ivor slowly but remorselessly stretched the Women's cunt and pushed his hand forward until the whole of his hand was inside her as if she was a glove puppet.

The Women obliged by allowing her eyes to bulge in horror and attempted to draw up her legs at the humiliation and his mistreatment of her vagina.

The Women was certainly not a virgin but she was very particular about her lover's, they had to be gentle, loving and above all controllable.

What was happening to her now was totally outside her control and totally degrading.

A little of a her spirit broke as she pleaded with the lawyer to leave her alone.

The lawyer replied, shut up you little Bitch otherwise I will turn you over and fist fuck your arse.

This horrifying statement was enough for the Women to accept what was happening to her. He then watched the woman's face as he to deliberately but slowly forced his fist into the girls cunt, forcing it to expand, a experience but a totally unwelcome one for the convicted pimp on the bed

Ivor ran his fist up and down the Women's cunt until he felt his knuckle hit the Women's cervix

As his hand moved in and out, it caused a obscene squelching and farting noises as her cunt attempted to relieve the pressure by releasing fluid.

He allowed the Women to think he would actually going to penetrate into her womb before backing of his hand.

Interesting he said how much a woman's cunt will stretch; this must be like giving birth. He then remorselessly pushed his hand back into the girls Belly; giving the woman further opportunity to experience the obscene use of her cunt.

The convicted woman called Kennedy automatically bent and opened her legs as wide as possible. She thought her cunt was sore after having a Guards finger penetrated to. As Ivor removed his hand which was now covered with a thick white cunt lubricant. Ivor informed her that was only one of many things he could do to her perverted cunt

He wasn't worried about his later shagging, the Women was only 27 and her cunt would-be extremely elastic. Within an hour it would be back to nearly it normal size.

Anyway, he had brought the astringent cream with him which he was now going to apply, which would tighten and shrink the convicted sluts cunt as if she was a young and tender 13 year-old.

Wiping his hands on her panties which he now removed along with her bra he then remove the tube of be astringent ointment from his pocket and squeezed it completely into the Women's sexual orifice

The Women suddenly went extremely rigid and tense as she felt the ointment attacking the inner lining of her, sucking out the moisture and making it constrict and shrink.

Untying the Women's hands from the top of the bed. He commanded Kennedy to lay on her face with her legs widely spread and her hands above her head.

Opening the bag he brought with him, he produced a large leather paddle.

Showing it to her as she lay prone on the bed her head turned to one side. He explained that this was a just a taste of what she had coming but something he had promised he was going to do to her backside when he had observed it at her cocktail party.

Standing up he took his time in appraising the compliant young ladies arse.

To save time he bent forward and parted the Women's arse cheeks so he could see her little brown button.

This he anointed with Vaseline in preparation for her a buggering later on. Kennedy got a little inkling of what a buggering was going to be like when he pushed the grease deep into her back passage with his finger.

He had to push hard as she had a tight little bum, he heard Kennedy whimper in humiliation as she realised why he was putting medication up her back passage.

For her buggery was a entirely unnatural act and like most women feared the thought of being buggered more than she feared the thought of rape.

Withdrawing his finger, he brought his hand soundly down on the Women's backside producing a ouching screech from the Women at this unexpected sense of pain.

Ivor smile that this exclamation. The guards had been right this young lady was going to put on a exceedingly good performance when she was caned. He was looking forward to the prelim he had arranged with the guards to administer a strapping to the Bitch before she was gang raped

Raising the paddle high above his head, he paused allowing the Women to utter a new whimper. Ivor saw her clench her buttocks in preparation for the pain she knew was coming and chuckled to himself as he knew that this was only going to increase the shock to her system. Far better to relax and let the flesh move out of the way rather than absorbing the energy he was going to introduce into her skin.

He brought the strap cracking down onto the Women's bottom. The young lady made a typical reaction, she forced her bottom into the mattress and her head and legs flew back , as she did so , her mouth opened and she let out a ouching Scream.

Recovering she instantly turned on her side and her hands flew down to protect her bottom.

Ivor instantly reached out and pulled her hips down to the bed and soundly spanked the Women's bottom with his hand. 10 times his hand hit the Women's bum without any pauses between strokes until the Women collapsed crying in pain as her treatment.

Ivor then roughly laid the slut out, forced open her legs and tied her hands to the bed top again and this time each ankle so she lay with her legs widely spread. she was whimpering and crying at once. He threatened to give her a fist fucking up the arse if she ever reacted like that again.
By: Blackstar123   Posted: 23 May 2008
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Part of: Regulated: Part 1 | Part 2 | Part 3 | Part 4 | Part 5 | Part 6 | Part 7 | Part 8 | Part 9
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