Jailhouse Rock

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A legal secretary meets her wildest fantasy in a prison.
4.3k words
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It had begun as just a Saturday job. Her boss, Greg had asked her to accompany his lawyer brother, Simon, to take notes, filing etc as he visited his bevy of illustrious "clients". Kate had jumped at the chance. The money would come in handy. Simon was an overweight, sweating type with a comb over and curry stains on his tie. His clientele were all in prison and his Saturday work was going to the jail and meeting with them. Her flatmate warned her against it but Kate had never backed down from anything in her life and wasn't about to start now.

Kate prided herself on her appearance. But turning up in a black seamed nylons and glasses at a men's prison is tantamount to a suicide mission. They had to walk through a sectioned off pathway that was covered in mesh wire. She was barely through the gate when she was screamed at.

'Oh, baby... show me your tits... oh, you've got great tits.'

'Oh, boys look at that. I haven't had a woman in five years.'

'Hey, Simon, what drugs are using on dates these days?'

'That's it baby... look at what I got here for you. A nice juicy cock. All hard and waiting for you to screw yourself with...'

She shuddered in revulsion as one after another lewd suggestion was barked at her as she passed. From the corner of her eye, one inmate, standing well over six feet tall and wearing beanie cap winked at her. The innocence of it, in comparison to the calls of "get your tits out babe" made her falter. Simon whisked her through into a hallway that led to a disused office.

'Legal aid is a bitch but it pays the rent,' said Simon as he dropped his briefcase to the desk. 'Are you alright?'

Kate sagged at the desk. 'I think so.'

One by one the came in. Young. Old. Ugly. Attractive. All of them menacing. All of them looking at her as though they knew what she had on under her clothes. Simon was professional and carefully kept them in line but she was shaken when they finally left that day. Returning was not an option...

Until she received a bill from her ex boyfriend, demanding that she pay him for maintenance he'd done on her car when they were still together. Kate could barely afford her rent since they'd broken up let alone pay him what he was asking for. She choked back the tears as she ran out to the Simon's car that next rainy Saturday morning. She slipped in and tried to ignore Simon's perusal of her legs as she gathered her coat around her knees.

'Ever the professional, eh, Kate,' he said as he manoeuvred into the traffic.

There were fewer in the yard that day. She ignored the jeers, finding herself smiling at some as they walked down the "lab rats pass" as Simon called it. Beanie cap was there again. Kate couldn't help but notice how like Clive Owen he was. Taller than the others. Less soiled by the environment. He leaned against the fence and winked at her again. She smiled back, feeling oddly confident all of a sudden.

Forty minutes later he walked into the office.

Seth Tanner. Prisoner no 15687. Art theft. Assault with a deadly weapon.

Kate gave his crotch a glance as he sat down. Deadly weapon indeed. Tanner was up in front of the parole board and Simon was not convinced he'd get it.

'You assaulted a police officer.'

'He assaulted me first,' Seth said, his eyes focused on Kate's as she began to take notes. She shifted in the seat as the flush raced from her neckline to her face. She was wearing a thong that was wedged not uncomfortably in the place where she was wettest. Simon continued to speak but Kate didn't hear him. She ran her tongue across her lips and Seth's eyes narrowed. Kate winked at him and tilted her head slightly.

What are you doing?

Kate didn't behave like this. She was a good girl. But there was something so... mysterious about him... so dangerous. And sexy. This inmate was sexy.

Seth gave a heavy sigh and ran a hand across his jaw. Kate leaned forward and plucked a pencil from Simons briefcase. The movement revealed an inch more cleavage than it should've. He smiled broadly at her.

'Armani,' he said suddenly. Simon glanced at him. 'What?'

'Your secretary... is wearing Armani perfume.' He said helpfully as he folded his arms across his chest. Simon didn't seem to understand. Poor old Simon didn't feel the air thicken around him as Kate, who had gone without sex for almost six months, flirted with the prisoner who had been inside for almost two years. Couldn't feel that every hair on her body was standing up and couldn't see her nipples, hard and proud against the stiff cotton of her blouse.

'I'd like to see you again next Saturday,' Simon said as Seth stood to leave. A guard swung the door open. Seth took one last look at her.

'You can bet your life on it.'

By the third Saturday, Kate was a pro. She didn't even hear the abuse as she crossed over to the building. She scanned the crowd for him and saw him. He was smiling at her again. He mouthed something to her as she passed. Kate ignored this and followed Simon. One by one the filed in, ogled her and listened to Simon outline their chance for parole or bail or early release. She sat impassive as they stared at her breasts and her blonde hair, clipped back in a neat pony tail.

And then he came in and she shivered as he smiled broadly at her. Somewhere south of her abdomen gave a little flare and she felt her stomach sink. She was seriously attracted to this guy. Even though he scared the shit out of her.

But today she had a secret.

Last Saturday, after Simon had dropped her home, she'd raced inside, slammed closed her bedroom door, fallen onto her bed, fished out her favourite vibrator and brought herself to the most thundering orgasm of her life. Today, she'd made it a little more exciting. Today, Kate had decided to walk into a men's prison without any knickers on. She uncrossed her legs as the moisture pooled between her legs. Seth's eyes flickered to her knees under the table and his lips parted.

Sweet Jesus, he knew. She sat bolt upright in her seat and fussed with his file.

Simon gave a wheeze. 'I've left the application in the bloody car.'

Kate's face dropped as she watched Simon rise from the chair and rap on the steel door.

'Simon, where are you going?' she bleated. Seth sat forward and ran a tongue across his lower lip.

'I've got to get the application... I'll be five minutes. Don't worry, the guard will stay with you.'

She felt her insides tighten as Simons frame disappeared out the door and a hulking screw came in to watch Seth. Seth leaned close to her.

'You're not wearing any drawers are you?' his voice was coaxing. She squirmed.

'Don't speak to me.'

'You're not! Naughty girl. Walking into a prison without any underwear on... Think it's funny, do you? To get inmates all hot and then wander out of here without a second glance. I can see the attraction... must give you some thrill to be that... alluring. A lot of these men would shag their mothers if they got the chance but a piece of ass like yours...' He gave a whistle. The guard smiled.

'Stop that Tanner. Or I'll revoke your privileges,' he said, in a tone that let her know he was enjoying Seth's speech. She looked up into his limpid green eyes.

'Maybe. Why? Are you all hot? Or are you just all talk? Does your cell mate get the brunt of your frustrations or are you saving yourself for the first woman you meet when you walk out of here?'

She couldn't believe she'd said it. Neither could the guard. He chuckled into his fist as Seth winked at him.

'She's got a gob on her, Tanner.'

'Oh yeah. And a nice one at that.'

Kate smiled again. Right now, she'd have shagged him on a table in the canteen for the whole prison to see.

'Do I scare you?' he asked suddenly.

Did he scare her? No. To her utter shock, he didn't. He seemed so serene. They could've been in a bar or a restaurant. And he was just like some bloke that was hitting on her. And she liked it.

'You can leave us, guard.' Her voice seemed to come from another place. The guard did a double take. 'Are you serious?'

'I want a moment alone with our client.'

Seth's smile never faltered. The guard poked him in the shoulder.

'Not a word about this Tanner or... of fuck it... what do I care... knock yourselves out.'

The guard slipped out the door and turned the key in the lock.

Kate folded her arms across her chest. Seth mimicked her.

'Well?' he asked after a time.

'What?'

'Are you wearing knickers?'

She shivered, her face was red and her bottom was suddenly burning hot. She nodded.

'You liar.'

'What will it take for you to believe me?'

She knew where this was going. Knew she was going to lose this job. Knew that what she was playing was the most dangerous game she would ever play. Yet she was still rolling the dice.

'Show me.'

'Show you. What if I am lying?'

'Then I can't lose...'

As though she were watching herself from outside her body, she rose from the cheap plastic chair and slowly tugged the fabric of her black skirt up over her knees. His smiled faded as she revealed inch after inch of glossy black thigh, pausing for a moment as the bare skin above her stocking appeared. Her heart was hammering in her chest as the hem refused to come easily over her bum and then... she flipped up the front and revealed her neatly trimmed bush. For a second, there was silence and then he exhaled heavily.

'More than anything... I want to fuck you right now. You should know that.' His arms never left his chest but his green eyes were hooded and the smell of sex permeated the air. The key churned in the lock and Kate quickly yanked her skirt back down and took her seat. Simon chuffed back into the room and sat down. It didn't seem to dawn on him that the guard was no longer there. He resumed his babble, completely unaware of his companions staring each other down. Before Seth left he slipped a note into her hand. Kate clutched it until she got home and repeated last Saturday's performance. It was succinct.

Next Saturday is not a good day to come.

She gave a little shiver as she rocked herself to another orgasm. Prisoner 15687 did not seem to realise that Saturdays were the highlight of her week now. And she wasn't about to give that up.

So the following Saturday, they arrived at the prison as usual and were taken across the walkway. As usual she was asked to suck this and fuck that and she shook her head to Simon as one would if acknowledging a naughty schoolchild. The governor met them at the door.

'Simon... what the hell were you thinking?' he barked as they entered the building.

'I beg your pardon?'

The governor glanced at Kate. 'Taking a woman across the yard like that... I am trying to keep these men calm... and look at her!' Kate clutched her coat around her. She was wearing a black shirt and skirt and her regulation seamed nylons. She was a secretary albeit a naughty one.

'I'm sorry miss but you shouldn't have been paraded across the yard like that. Especially when you're dressed like the fantasy of an adolescent schoolboy!'

Kate felt a retort rise in her throat but Simeon cut her off. 'I'm sorry. I presumed it would be the same as every Saturday... the guards allowed us in... we didn't know that there would be any problems...'

The governor shook his head. 'Look just don't do it again-'

Suddenly a siren began to wail over their heads and there was a roar from outside. Kate gripped Simons arm as the guards swung open the door behind them and revealed the inmates clipping through the mesh fence.

'RIOT!' They roared and raced out to beat the inmates back from the fence. The governor grabbed Simon's arm.

'Come on and for God's sake run.'

Down the corridor they went and up a flight of stairs. The noise was following them but they couldn't place it. They went through a series of doors which the governor duly locked. Finally, they seemed to be approaching a part of the building that was carpeted and seemed like an office area. And then the lights went out. Kate shrieked as Simon screamed and tripped. Footsteps approached and Kate felt vomit rise in her throat as a hand closed over her mouth and she was tugged backwards along the corridor. Simon was still bellowing and the governor was barking at him to for God's sake shut up when Kate heard two swift thwacks and they were silent. Kate had seen enough movies to know that they were unconscious. Her feet left the ground as she was dragged through the darkness and suddenly dumped unceremoniously onto a thin mattress. Her senses screamed. She was... dear God... she was in a cell. Suddenly, an alarm screech and the cell doors slid shut and the lights flickered on. She sat up and came face to face with her abductor.

'You utter bastard,' she breathed when Seth dropped to his knees in front of her. He glanced at a scratch on her forehead.

'You'll thank me later.'

'Will I?'

'Yes. I told you not to come.'

'It's my job.'

'Well, when the convicted criminal tells the secretary it's not safe to come on Saturday, the secretary usually listens. They've been planning a riot for months.' He peered out through the bars.

Kate glanced around her. The cell was small and neat. A small desk in the corner was piled high with books and a small TV adorned the wall. But terror shot through her. Seth was ripping a sheet from the bunk above her and draping it across the bars. Soon they were obscured from view.

'What are you doing?'

'Well, in here, a sheet across the bars means one thing and one thing only. Boys getting friendly with one another. I'm not big on the details but apparently some men get lonely enough to do anything. I've never been partial myself.'

'Please... don't-'

Seth's face darkened. 'Don't flatter yourself. If they found you wandering around in the dark they'd take turns until you passed out and then revive you with some more. This is prison, sweetheart. I just saved your life.'

She watched him as he listened to the chaos outside the cell door. The noise was deafening and yet she was safe as houses. In here. With him. Her stomach lurched. God but he was sexy. He was wearing a white tee shirt and faded Levi's and soft leather shoes. Expensive leather shoes.

'How did you get...? I mean, you seem so... normal... and yet you're in here.'

'They caught me,' he said sagging down on the mattress. 'Simple really. I'm not one for guns or weapons. I'm in here because I took a gun from an over zealous fucker who later said I assaulted him with it. I'm an art thief. Not a thug. But that doesn't really wash when the judge is a collector who views your theft as a personal attack.'

The noise receded.

'They're on the roof. We could be here for a while.'

Kate felt her pulse quicken. 'A while?'

'Yeah.'

He was looking at her, smiling. 'So if you've got any prison fantasies you want to fulfil... now's your chance.'

She gave a jittery laugh. 'You really are a piece of work.'

'Aren't I though?'

'So... you've rescued the damsel in distress. What happens next?'

Seth glanced down the front of her blouse to where her breasts were just hidden yet swelled riotously against the fabric. Kate breathed in deeply. The air was heavy. She could hear his breathing and it matched her own. Carnality was raging through her. In all her life she'd never felt so grateful to someone and so overwhelmed with the desire to tongue every inch of their body.

'I'd probably drop dead if you were to pull out a breast now. I'm not a rapist, Kate. I may have wanked my own body weight in semen in the last four weeks thinking about you but I'm not about to take something that you don't want to give.'

Kate slowly raised a hand and popped the top button of her blouse.

'And if it were to be given willingly... if the damsel in distress had thought about nothing but the bad man for four weeks as well. If he knew that she had gone to sleep with her fingers drenched in her own juices thinking about him. If he knew that she was willing to do anything...' she popped another button and revealed the top of the lacy cups of her black bra, 'anything to thank him for saving her life.'

Another button. His tawny skin blushed as the creamy globes of her breasts plopped out.

'What would his fantasy be? What would that bad man want?'

Seth ran a hand across his jaw. She knew he was wondering of this was really happening. If a woman, a flesh and blood woman were in his cell, offering to fuck him senseless. Had it really been two years?

'He'd like to see her naked.'

Kate rose slowly and turned to face him. She undid the rest of the buttons and pulled back the shirt to reveal her not unsubstantial breasts in their gossamer fine holdings. Her breaths were jerky and her nipples stood proud from arousal and fear.

'But then he'd realise he couldn't wait that long,' Seth said suddenly, launching off the bed at her and pinning her to the wall.

His mouth was on hers, his lips and tongue searching every crevice of her mouth as he tenderly held her face. Her fingers undid his buckle and pushed down the soft denim from his hips, they landed with a soft clink on the floor. She cupped his sack, relishing his groan against her mouth, delighting in the silky feel of his hard cock as it jerked in her hand. He felt good. He felt weighty. Not so big that you'd gasp but big enough to make you sigh. Kate felt her head spin as he lifted her and wrapped his legs around his waist, grinding himself against her. She gasped as his hands drove her skirt up her thighs and discovered she was again, sans panties.

'Dear Jesus, he groaned into her as he slowly drove himself into her. They both shuddered, staying in that position for what seemed like an age.

'Yep,' he panted into her ear. 'Just as I imagined. Hot, wet and tight.'

Kate gave a little moan as he popped her breasts out of their cups and he grazed each nipple with the front of his teeth. With his body and one arm, supporting her weight, his other hand delved lower until he found what he was looking for. The fat little pearl of her arousal, wet and slippery and waiting for him.

'This may not last long... forgive me,' he grated as he slowly began to move his hips. Kate didn't hear him as she was already tightening, bunching like a fist around him, feeling the palsy as it overtook her, the naughty secretary being fucked hard bu the criminal inside the prison cell. She writhed against him, getting the stimulation she needed and more. His finger was skilled and a little to eager but it was enough when he gave one strong tweak for her to fall over the edge, panting into his ear that she was coming, she was coming. He gave a soft cry as her contractions gripped him and he gave up the ghost and came for what seemed like an age. He kissed her mouth again, his tongue soft and probing with all of the skill of earlier but less of the frenzy.

'I'm sorry,' he said, setting her to her feet and pulling up his jeans.

'Why? That was amazing.'

'I'm not usually as... quick.'

Kate felt the sudden shift in his humour. Was he embarrassed? Had she royally fucked it up now by being so quick to let him have her? Dear God, did men on the inside think the same as some men on the outside?

'Really. I see. Well, you can understand if I have to take your word on that...'

His eyes snapped to hers.

'I mean, you're not exactly giving me a frame of reference here.'

He smiled at her. 'What frame of reference would you need?'

Kate sighed and undid the button on his jeans.

'Well, I'd need at least two more incidences to make an informed decision...'

For the next four hours, she did everything he bid her. She gripped the end of the bed while he pounded her from behind. She got naked and bounced joyfully up and down on his cock while he sat on his small chair. She knelt between his thighs for as long as it took to make him shudder his climax into her waiting mouth and she cried out joyfully when he treated her like he was a starving man at a banquet and he spent an age between hers. And finally, he lay on top of her in the good old fashioned missionary position, hands entwined over her head, eyes and groins locked. Finally, when they could do no more, they dressed and sat on the edge of his bunk, waiting patiently, smiling at one another and not speaking. And then... the outside came in and Seth was dragged from his cell and she had to throw herself across him to tell the governor that he had saved her. The last she saw of him was him being dragged away as she was escorted out to a waiting police car.

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