Jailhouse Rock
It had begun as just a Saturday job. Her boss, had asked her to accompany him to the jail to take notes, filing etc as he visited his bevy of illustrious in custody clients. Sarah had jumped at the chance. Sarah and Jonathan had a great working relationship but this would be their first time together at the jail. He had many clientele stuck in jail during the Covid lockdown and that meant weekends had to be a renewed effort to get organized and see if any matters could resolve.
Sarah prided herself on her appearance. But turning up in 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 catcalls began to ring out.
'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.'
'Come on and just back it up to the bars so I can slide it in for a quickie -- I'll even let you decide which hole sweetie!'
'That's it baby... look at what I got here for you. A nice juicy black cock. All hard and thicker than you've ever had, just waiting for you to screw yourself with...'
'You look like you know what to do between the sheets honey. We have five guys in our crew that would love to show you a good time in the showers. Do you want us all at once or should we line up to take turns fucking that hot pussy?'
She shuddered in mock revulsion as one after another lewd suggestion was barked at her as she walked down the range. 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. Jonathan whisked her through into a hallway that led to a disused meeting room.
'Legal aid is a bitch but it pays the rent,' said Jonathan as he dropped his briefcase to the desk. 'Are you alright?'
Sarah sagged at the desk. 'Yeah, no biggie. I've heard that shit since I was 15 years old.'
Privately, she was horrified to realize that the lewd comments had made her wet and thoughts of their suggestions were going to drive her to many more earth shattering orgasms the moment she could find the privacy to fondle herself.
One by one the clients came in. Young, old, warn out completely, ruggedly attractive. All of them menacing. All of them looking at her as though they knew exactly what she looked like under her clothes. Jonathan was professional and carefully kept them in line but she had to admit that she was a little rattled by her true response to the jail house experience.
Nonetheless, she ran out to the car that next rainy Saturday morning ready to do it all over again. She slipped in and noticed Jonathan's predictable perusal of her legs as she allowed her new summer dress to ride up her thighs just enough to hint at what hides beneath.
'Ever the professional, eh, Sarah,' he said as he manoeuvred into the traffic.
There were fewer prisoners in the yard that day. She ignored the jeers, finding herself smiling at some as they walked down the "lab rats' pass" as Jonathan called it. Beanie cap was there again. Sarah 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, this time while holding his crotch in his right hand. She smiled back, feeling oddly confident all of a sudden.
They had met with four clients already that day and the anticipation of seeing the last one had caused Sarah's heart to accelerate noticeably.
Lyle Davis, Prisoner no 15687. Assault with a deadly weapon among other charges....
Sarah had more than infrequent thoughts of him since the day he went away. She'd thought of him many times while lying in bed or in the privacy of the shower. As Lyle entered the secured meeting room Sarah couldn't help herself and gave his orange jumpsuited crotch a glance as he sat down. Deadly weapon indeed!
Davis was soon to appear before the parole board and Jonathan was not very confident he'd get it.
'You assaulted a police officer.'
'He assaulted me first,' Lyle said, his eyes focused on Sarah'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. Jonathan continued to speak but Sarah didn't hear him. She ran her tongue across her lips and Lyle's eyes narrowed. Sarah winked at him and tilted her head slightly.
What are you doing?
Sarah didn't behave like this. She was a good girl -- or at least tried to sell that appearance when she wasn't cranked up with her girl posse at Danny's strip club. But there was something so... mysterious about him... so dangerous. And sexy. This inmate was definitely sexy.
Lyle gave a heavy sigh and ran a hand across his jaw. Sarah leaned forward and plucked a pencil from Jonathan's briefcase. The movement revealed an inch more cleavage than it should've. He smiled broadly at her.
'Vanilla,' he said suddenly. Jonathan glanced at him. 'What?'
'Your secretary... is wearing vanilla perfume.' He said helpfully as he folded his arms across his chest and sat with a confident grin. Jonathan didn't seem to understand. Poor Jonathan didn't feel the air thicken around him as Sarah, who had gone without sex for almost six months, flirted with the prisoner who had been inside for almost two years. Oh, if he only knew of the affect this criminal was having on her! It felt as though every hair on her body was standing straight up and her nipples stood hard and proud straining against the soft cotton of her bra.
'I'd like to see you again next Saturday,' Jonathan said as Lyle stood to leave. A guard swung the door open. Lyle took one last look at Sarah.
'You can bet your life on it.'
By the third Saturday, Sarah walked in like a seasoned pro. She didn't even hear the abuse as she crossed over to the building. She scanned the crowd for Lyle and saw him off to the side with a number of others. He had that confident smile and Sarah wondered what he must be telling his fellow inmates about the hot secretary he was meeting.
He mouthed something to her as she passed but Sarah didn't catch it as she followed Jonathan to the interview room. As had become routine, one by one they filed in, ogled her while pretending to listen to Jonathan outline their chance for parole or bail or early release. With most of the men Sarah sat impassive and mildly disinterested as they stared at her pushed up breasts and her chestnut brown hair, clipped back in a neat pony tail.
In any given situation Sarah was aware of men's stares and usually conscious of their nasty thoughts. But here she was in a prison where men were mostly denied the sexual release they might find on the outside. In here, she was so much more a piece of meat and the inmates made no effort to hide their lust.
Sarah felt it devilishly thrilling to know how many erections she was causing. Simply walking through the cell block meant that she was sending blood coursing through every cock she walked by. The thought of so many men stroking their cocks to thoughts of ravishing her body gave her a thrill unlike any she'd ever imagined.
And then he finally arrived -- and Sarah 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 much about him scared the shit out of her. It wasn't that she was looking for a boyfriend, she just wanted to fuck him. No, she wanted to suck his cock and then have him fuck her and hard!
Last Saturday, after Jonathan had dropped her home, she'd raced inside, slammed closed her bedroom door, fallen onto her bed, fished out her favourite purple vibrator and brought herself to the most thundering orgasm of her life.
Today, she'd made it a little more exciting. Today, Sarah had decided to walk into a men's prison without any panties on. She uncrossed her legs as the moisture streamed out and made her asshole every bit as wet as her pussy. Lyle'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.
Jonathan swore under his breath. 'Shit, I've left the application in the fucking car.'
Sarah's face dropped as she watched Jonathan rise from the chair and rap on the steel door.
'Jonathan, where are you going?' she bleated. Lyle sat forward and ran his tongue across his lower lip.
'I've got to get the application... I'll be fifteen minutes. Don't worry, the guard will stay with you.'