Office Punishment/Her first client
From Create Your Own Story
When Cheryl got to her desk, there was a leather bound agenda on it. All of her stuff was still scattered on the floor. The agenda was open to today's date, and there was a note stuck to it.
Cherry,
"If you expect to get paid for your whoring, then I need a record of how many blows, fucks and whatnots you've put in. You'll keep track of your performance yourself. Expect there to be spot checks to see whether or not you're honest, we both know how familiar you are with fraud.
For each record, write down the name of the person(s) you've fucked and also what you've done for him or her. Calculate how much money you've made, that way you'll know how much closer you've gotten to paying off your debt."
Mr. Doherty
Cheryl pushed the book to the side and crumpled the note into a ball. It took her a long time, but Cheryl had just gotten back into her working groove when David walked out of his office and stopped in front of her desk. He put two fingers under her chin and pushed it up so he could check her face and her chest, nice and clean after her trip to the bathroom.
"See. Your a natural at this." He taunts with a smirk.
He reached for her computer screen and turned it off. "you don't need this computer. IT's rearranging your access privileges, starting tomorrow your responsibilities will move to other, more trusted colleagues."
"What am I supposed to do then?"
"I've gotten a bunch of requests already, and if they keep coming in it at the same rate, you're going to busy enough, believe me." His hand wandered to Cherry's chest, and he pulled on her bra so the cups caught under her chest, baring her full tits. "You wouldn't believe the kinds of fantasies people have about a beautiful woman like you."
He filled his hand with her soft tit as he said, "You know, I'm your pimp now. So from now on you will call me Daddy. Understood?"
"Yes..." The word catches in her throat. "Daddy."
David gives her tit an approving squeeze "Good, now Joe from accountancy expects you in room 502 in fifteen minutes, He can do whatever he wants to you, just not your ass, I'm saving that one for me."
Cheryl slapped David's hand away from her breasts and said, "I don't do that."
"You do now, Cherry, and you should learn not to fight it, or you'll end up hurt, and that's not what I want."
"I don't believe you."
David pulled Cheryl's cups back into place and said, "That's fine, you don't have to believe me for it to be true."
He turned around and walked away as Cheryl stared holes in his back. No way was she giving up her ass.
Room 502 was on a different floor, and to get there Cheryl had to cross half the building. Colleagues she barely remembered saw her walk past with her full breasts barely hidden by her bra, and her ass straining against her skimpy panties.
What did they think of her? She didn't know, and she'd never go find out either, she just stepped into the elevator and hoped nothing would happen. 502 wasn't far from the elevator, and when she arrived, Joe stood in front the door, and let his eyes roam across Cheryl's body. "Look at you, Cheryl - sorry, I mean Cherry. You look like the perfect little working girl. Strip naked and then get on your knees and crawl inside."
Cheryl hovered her hands over her thong panties, and her eyes stared right through Joe. Was this how it would be from now on? David gave her a room number, and she delivered herself, gift wrapped and ready to get fucked? She forced herself to push her panties down to her feet, and she sank down to her knees and unclipped her bra. It fell to the floor as she put her hands on the cool tile. She put one hand in front of the other and left her clothes behind, all too aware of the lustful eyes burning on her skin.
Joe walked in behind her and dropped something on his desk. His two fellow accountants - Brian, and was it John? - wrapped up what they were doing as Joe searched his desk drawers for something. He made a satisfied noise when he found it, and he held it up. Scissors.
Joe turned back to Cheryl, scissors in one hand, and in the other. the thing he had dropped on his desk. It was her old underwear! A black, silk, lacy bra with matching fashionable--but modest--briefs.
She thought they were in the duffel, with the rest of her old clothes. But David must have grabbed them while she was cleaning up in the bathroom.
"You don't seem to realize your new place." Two hard snips, and he'd ruined her panties. He dropped them on the floor and grabbed her bra. "You're a whore now, you've lost all of the respect you've earned."
It took more doing to ruin her bra, but Joe wrecked everything he could cut with the scissors. The sad remains of the beautiful cups fluttered down to the floor and landed next to her shredded panties.
Joe gestured to a place om the floor and said, "Put your cheek on the floor here, and reach behind you to pull your ass cheeks apart."
Cheryl crawled towards the remains of her underwear. A symbol of her old life, and lay her head on the floor, while keeping her ass raised in the air. Reaching back, she pulled her ass apart, exposing her hole for them to see. A whoreish, lewd display while surrounded by the remains of the woman she used to be.
"Fuck!"Joe exclaimed. "You got an amazing ass! for a white girl. I got to get me some of that! Boys?"
Brian and John were on Cheryl in a flash, one for each arm, and struggle as she might, they still pushed her down over a small table. One edge pushed into her hips, and the soft flesh of her big tits bulged over the other.
One at a time, they looped Velcro straps around her wrists and ankles. She yanked at them, but they held strong, she couldn't go anywhere. Joe moved toward Cheryl and spanked her ass hard enough to leave a deep red print. His voice was tight when he said, "I've got you for two hours, whore." Another harsh slap made her gasp. "I'll make you cum." He slapped her again, this time hard enough to wrench a scream from Cheryl. "I'll make you cum so hard you'll cry. You go first, guys. I'll ream her ass when you're done."
"But David said-"
"Fuck what David said, that ass is begging for it!"
"Don't you fucking touch me!" Cheryl strained against her bonds until the flimsy table under her creaked. "You're breaking the rules! Call David, this is bullshit!"
"Keep going guys, don't listen to her." Brian and John walked to either side of her little table, and rubbed their hard cocks against her face and her pussy.
"David told you everyone in the office can read your contract, didn't he? Very interesting stuff, most of all the clause that states you can add items to the white list, as long as you get David's approval."
He walked over to his desk and pulled a page from his printer. "Any use of restraints that doesn't cause bodily harm, fifty dollars. Any light physical pain, intended to arouse physical excitement or intensify pleasure, twenty dollars. Signed and approved, David Doherty." He held the paper to the side of Cheryl's head, close enough for her to make out David's signature. "Are you sure you want us to call David? Or are you going to do your job?"
"Call him, now!"
Joe sighed and went over to his desk. "You guys keep going, I'll call him."
Brian squeezed Cheryl's nose shut as John rubbed his hard shaft against her slit to coax out enough of her juices for him to push inside. Brian's cock filled her mouth first, and he groaned as her lips slid over his thick shaft. He filled his hands with her tits, slipping her nipples between his fingers, teasing them.
Joe's voice sounded over the sloppy slurps that escaped Cheryl's lips. "David, it's me again. We tied her down to the coffee table, and I gave her a few spanks, and now she says I've violated the contract."
John teased her asshole with a wet thumb, stimulating the sensitive nerves there, it made her wet.
As the cock in Cheryl's mouth pushed deeper, the one at her pussy made its first way in.
"I agree." Joe walked closer to Cheryl and held the phone to her ear. "David wants to say something."
Helpless, Cheryl could only take it as both cocks pushed deeper and deeper inside her. David's calm voice sounded in her ear. "Listen carefully, Cherry, I'll be very clear with you: if I give someone permission to do something to you, then it's your job to make that happen. You're a whore now, Cherry, don't keep fighting it, or I'll have to send you to jail anyway, and all of this will have been for nothing. Your doing so well, don't disobey me now.
She mumbled. Trying to tell him about their plans for her ass. But with the cock shoved down her throat, it was hopeless.
"Now be a good little whore, and satisfy your client." The line cut off, and David left Cheryl stranded, bound to a little table, filled with cocks on both ends.
"Happy?" Joe made a throwaway gesture with his hand. "Never mind, I can see you're hard at work. Fuck the shit out of her guys, I'm getting a can of soda or something."
Her hope of escape shattered, Cheryl stopped pulling at her bonds. She had to save her energy. These guys would never get the satisfaction of seeing her give in, and if they did ignore David's orders and fucked her in the ass, she'd tell him and have them punished, no matter how embarrassed she'd be to admit what happened. She couldn't be the only one who got punished for breaking the rules.
The moment the tense lines in Cheryl's body relaxed, two sets of hands reached out to explore the beautiful curves of her bound body. They kept thrusting inside of her, but they were nothing like David, who'd humiliated and punished her. They went slow, building up steam, savoring the feel of her heat wrapped around their cocks, her satin skin under their hands.
Brian filled his hands with her tits and kneaded them, firm but soft, as John squeezed her plump cheeks and kneaded her ass with his strong fingers, making it tingle.
Joe soon returned, with his a coke. He stood next to Cheryl's bound body and reached under the little table for her pussy. A gentle bite of cold flickered across her clit as he drew circles around it, but the condensation on his fingers soon warmed, lost in the juices glistening on her slit.
"I want to see you cum, Cherry. Cum like a whore." His hand sped up its circling, and Cheryl tensed as the pleasure rose. "Fight it all you want, we've got two hours, I'll make it happen."
Cheryl shook her head free of the cock stuffing it. She glared at Joe and spit in his direction. "Does it make you feel better about your little cock if you gang up on me?" She spit on the floor again. "Three grown men, and you're all losers."
Joe frowned and gestured his friend forward again. "Get her sucking again, Brian, I'm not in the mood for this shit."
Brian tried, but Cheryl turned her head, and he ended up with his cock pressed against her cheek. She couldn't see Joe from her new position, but he could still hear her loud and clear. "You're pathetic, Joe. You need to tie a woman down and rape her before one lets you up her ass."
Joe snorted and crouched down so Cheryl could look into his eyes. A shiver ran along her back when he showed none of the anger she'd expected. He waved his hand at her predicament and said, "You think this is the first time I've tied someone up? My wife could teach you a thing or two." His eyes trailed away as a vague smiled touched his lips. "We were up late last night thinking about what I would do to you today. She wanted to be here so badly, but she's got to work. She's off on Wednesday though, and I can't wait until she gets her hands on you. Tessa's got a mean streak, you know."
Joe put the can cooling his groin on the floor and flipped open a small travel bag. Lube, clamps, a long white thing that looked like a back massager, an extension cord, duct tape...
"What are you going to do to me?"
He smiled. "I'm going to make you cum, Cherry. You'll cum choking on cock, you'll cum while I fuck your ass, and you'll cum with white stuff dripping from all of your holes. I'll make you feel like a whore." He took the clamps from the bag and jangled them together. "You deserve it."
Joe moved towards Cheryl and said, "Brian, stop taking shit from her and fuck her throat. And John, are you asleep? Pound her pussy while I set up, don't you want to feel her cum around your cock?"
Brian dodged Cheryl's trick the second time, and he pushed deep into her mouth. John's fingers dug into her plump ass, and the table rattled as he pounded her harder and harder with every thrust.
Joe unfolded the rest of his plan with a practiced efficiency. Tears jumped into Cheryl's eyes as the clamps bit into her nipples, and she screamed around Brian's dick, but it was no use.
She struggled to turn her head after she heard the sticky tear of tape and a round plastic ball settled close to her clit. Joe added more and more tape until the weird wand was secured against her slit. The plug gave a little shriek of metal as it slotted into the socket, and Joe reappeared.
"Let's have a bet, Cherry. You seem so sure I'll never get you to cum. If you're right, and you don't cum before our time's up, I'll never fuck you in the ass for as long as you're paying off your debt, but if you cum, we'll pull a train on your ass. Cock after cock after cock fucking your poor little backdoor, for as many times as we can get it up. Blink twice if you agree."
The pinch of the clamps on her nipples dampened Cheryl's excitement, and she tightened her hold on herself. These fuckers would fill her up with cum long before they'd ever push her over the edge. She blinked twice and worked her tongue on Brian's cock to get him off quicker.
"Deal."
Does she?
