Dollar Swine

"And don't you dare clean up!" warned her father's business partner sternly as he left the trailer.

...

Blair had hoped that the release she had found in the trailer would clear her mind and lessen her sexual torment for the rest of the evening.

Instead, it got worse.

The horrible humiliation of wearing a man's cum beneath her shorts clouded her mind with lust. She was terrified and darkly aroused by the thought that someone would notice. Could they see the slimy wetness? Could they smell it? Did they know how much of a whore she really was?

The groping hands of the men turned her on even more than before as their fingers made the hidden slime slide wetly between her skin and the spandex. Could they feel the difference? What would happen if they found out? Would they force their slutty waitress to take another deposit in her soiled shorts?

Cyrus didn't speak to her for the rest of the evening, content to watch with amusement from across the party as his semen caused Blair to descend into an awkward, sweaty, horny mess.

Finally, the party drew to a close. Blair was so distracted that she didn't even count her money. She knew it was a lot. Boys seemed to get more generous the hornier she got, and as far as arousal went, tonight was one for the record books. She grabbed her cash and wearily headed towards her car. All that she wanted was a long shower to clean herself off. A long hot steamy shower. With her vibrator.

Owen smoothly stepped in her way, blocking her exit. "I'd like to have a chat, Blair," he said simply, his face unreadable as always. "I have a little gift for you. To celebrate your one-month anniversary of working for us."

Blair rolled her eyes. She had decided that working for Novak events was worth it, but that didn't make Owen any less of a jumped-up little prick. Whatever. She knew Owen well enough by now to know that he could be as stubborn as a bull when he got an idea into his head. She might as well get this "little chat" over with. She followed Owen sulkily to the staging tent, which was empty by this point. The tables, kegs, and food trays were already packed away in the trailer.

"You guys go home!" said Owen cheerfully to the men getting ready to tear down the tent itself, "I'll get this packed up!" And then, within minutes, Owen and Blair were alone in the cool darkness of the empty tent. Blair was suddenly sharply aware of Owen's... masculinity. His big, tall body that dwarfed hers was hard and rough with the corded muscles beneath his skin. Owen's calm, square-jawed face, looked with an unashamed stare at the curves of her hips and ass. She smelled the sharp, clean scent of his cologne.

Despite her dislike of the man, Blair felt the tense, thrilling arousal that had been building all night inside her ratchet up a notch. The strange sexual tension she had felt around her boss for the past few weeks seemed to hum in the air. Why had he wanted to get her alone in this secluded tent?

"I want you to tell me what happened tonight Blair." He said, moving closer, making her feel his presence.

"Nothing f-fucking happened." She protested, trying to force her voice into the sharp, disrespectful tone she always used with him, "What's with you a-anyway, asshole? Why did you bring me here?"

Owen ignored her feeble attempts at maintaining her old personality. "You're going to tell me Blair." He grasped her unresisting hand and rested it on his crotch, where she gasped to feel a massive bulge tenting the front of his jeans. "And you're going to get me off while you do it." The straightforward confident arrogance of the demand was breathtaking. There was no persuading, no trickery, just a hard-eyed, dominant command.

Blair took a step back. The old Blair inside her grabbed the controls. She had sworn this fucking idiot would never touch her with his grubby worker's hands. And now he wanted... what, for her to jerk his cock off? What a fucking joke. She had more self-respect than that. She might let strangers touch her body. For a price. But she knew Owen, knew how below her he really was. Her pride would never allow it, no matter how nice he smelled, or how muscular and handsome he looked. She tilted her head back to look down her nose at the tall man. She had no trouble acting haughty and dismissive anymore.

"You want me to jerk off your grubby little dick?" She asked with icy amusement dripping from her voice, "Do you even know me you fucking peasant? Go chase down Nikki before she drives off. She looks poor enough to be impressed by your two-bit business. Maybe if you take her to a fancy dinner at the gas station she'll give you a blowie in the back seat of your piece of shit car."

Tonight had been a series of heavy blows to Blair's ego, but this felt good. It felt right to be unloading on stupid fucking Owen. Now she could go home with her head held high, at least a little. If only he showed the appropriate reaction. He just stood there with that damn poker face, only a faint smile tugging up the corners of his lips. He reached into his pocket...

And pulled out a thick wad of cash. Blair froze in the middle of winding up for another rant. Her pupils dilated as she saw the big sheaf of bills, held together by a thick rubber band. How much money did he have there exactly? It was a lot. Maybe the entire cash payment that the party hosts had paid him. The money seemed to fill Blair's vision, drowning out the rest of the world. Seeing the money made it hard to think of anything else. She dimly remembered a time when money itself wasn't the important thing... when what she had really cared about were the things money could buy. Now, all that she wanted was for those bills to be hers.

"What?" said Owen casually, moving towards her once again. This time she didn't, she couldn't pull away. "Nothing else to say about how poor I am?" He reached up and riffled the wad of cash beneath Blair's nose. A month ago, Blair wasn't even sure she knew what cash smelled like. Now she loved it. It smelled like old books, but somehow dirtier. The smell seemed to fill her senses.

"Someone once told me that money buys you power and respect. Well, I've got the money here." He gently slapped her cheek with the wad of greasy cash. Blair could no longer look him in the eyes. She had lost her upper hand somehow. Her belly swooped as she realized that Owen might get what he wanted. "So I have the power to hear the dirty story that I want straight from that filthy mouth of yours." He grabbed her by the chin and forced her to look into his piercing blue eyes, "And the best way for my bratty little employee to respect me is to jerk her soft little rich girl hands up and down my cock while she tells me." Blair's eyes sparkled with hate, but couldn't help but soften into horny confusion as her eyes flicked back down to the money. "I'll make it worth your while," he whispered, gently fanning out the bills.

Damn it. He was right. He had the money. The power. The respect. She couldn't disobey him. Old Blair faded out, screaming in rage as the new improved Blair looked away and nodded a tiny, humiliated nod.

Owen immediately zipped down his pants and allowed his cock to pop free. Blair had no desire to inflate her boss's ego, but she couldn't help but let out a small gasp of admiration. His thick, manly cock stood stiff and proud, at least eight inches long. It was hard enough to pulse and throb slightly with his heartbeat, a testament to his intense arousal.

Owen said nothing, simply stared at her with his arrogant blue eyes. His throbbing cock and wide-legged stance were enough of a command: no words were needed. Blair gulped, then, her face burning, reached her hands out and gently placed them on her boss's hard cock. She cupped a hand loosely and ran it up and over Owen's bulging cockhead. It felt like hot iron wrapped in velvet, soft and hard at once under her palm. Her other hand reached down to grip the thick shaft, both working together to work the entire massive cock at once.

Blair had obviously had boyfriends before, and this was far from her first handjob, but none of them had ever been big enough that she had needed both hands like this. Her mind immediately flashed to pornographic images. This cock was built for one thing: to plunge deep inside a woman, filling her completely. Her nipples stiffened instantly and she felt herself growing wet once again as her mind created the image of Owen bending her over, like Cyrus had done earlier tonight. She imagined him pushing his big cock inch by inch into her... Her pussy. Of course. Why had she imagined it sliding into her ass for a moment. She didn't want anal sex.

Only whores like anal sex.

Seeing that she was in her own world, Owen cleared his throat. "Tell me about tonight, princess."

"Don't call me that," said Blair automatically in a small voice. Her little hands moved slowly up and down Owen's huge shaft. "I... I'm not sure what you want me to say..." she said hesitantly, hoping she could keep the worst details a secret.

"Tell me about the man." Said Owen firmly.

Fuck. Maybe she could play coy. "There were lots of men." She said noncommittally, rubbing her hand in tight little circles around the head of Owen's dick, trying to distract him from his line of questioning.

"Oh no," said Owen with amusement, "I know all about that. You've been selling access to that hot ass for weeks. It was different tonight. You two couldn't keep your eyes off each other across the party. Everyone could see the insane sexual tension. The serving girls couldn't stop giggling about it."

Blair cringed. So it had been that obvious. "He's my dad's friend," she mumbled in mortification.

"Holy shit," said Owen, a wide grin breaking across his rugged face, "That makes it so much fucking worse. You know that right?"

Blair did know it, though she wished she could stop thinking about it.

"Go on," said Owen. "Tell me about your Dad's friend."

"I... I noticed him early in the night..." said Blair, her hands gliding up and down Owen's dick. "And he noticed me too. All night, he watched me. He saw what those other men did to me. What I let them do to me." She let out a shuddering breath, filled with tension and lust and the humiliation of the evening that was still running through her veins. "I was so afraid. He could tell my father. He could tell all my friends. I would be the silly whore that everyone laughed about at parties for years, gossiping about how I sold my ass for money."

"Don't stop," grunted Owen. "What next? What did you do with him?"

Blair's face heated, even as her soft hands kept up their steady motion on the hard cock in front of her. "He cornered me. He k-kissed me. He said that if he let me do what he wanted, he would pay me."

"How much?" said Owen, his mouth quirking up into a cruel smile.

"F-fuck you, Owen," stuttered Blair, trying to keep her composure. "I don't have to tell you shit!"

"Tell me, princess," said Owen in a deep, confident voice. He traced a rough finger down her face in an invasive, but oddly tender gesture. Blair suddenly found it difficult to resist.

"A hundred," said the defeated brat in a small voice.

Owen laughed.

"Let me tell you a part of the story maybe you don't know." Said Owen, relishing the feeling as his bratty little employee overcame her humiliation to continue tenderly rubbing every inch of his cock. "Your dad's buddy paid me five hundred bucks to make sure that I could get you two alone in private."

Blair's mouth fell open in shock. Owen had been paid five hundred dollars to deliver her into the hands of Cyrus. Five times what she had been paid for him to rub his cock on her asshole.

"Wait a second, princess." said Owen, "I have an idea." Blair struggled to overcome her shock as Owen lay on the ground, pulling his pants down to his knees to provide Blair with easier access. "Now, face my feet, squat down, and finish the job while I hear the juicy parts." Blair instantly saw why Owen was insisting on the strange position. It would place her large ass within easy reach of his hands.

Her breath caught, hot and wet in her throat. She could refuse. Couldn't she? But then there would be no money, even after she had jerked his dick and told most of her shameful story. She had to finish the job. It seemed like there would be no end to her humiliations tonight. She slung a leg over Owen's torso and prepared to squat before he stopped her.

"Wait wait wait. Did I forget to say the most important part? Take the shorts off first."

Blair's heart beat fast. "I... I can't. Owen, I'm sorry, but..."

"Take the fucking shorts off Blair." Owen's voice was hard and commanding. He had set the wad of cash on his chest, in easy view. He had the money.

Blair couldn't refuse.

She turned away and squeezed her eyes shut, peeling her spandex shorts down her cheeks once again. Revealing the humiliating mess within. Her sweat had kept Cyrus's sticky load hydrated, and she could feel the viscous goo pulling apart as she squatted, hanging in glistening strings between her cheeks as she reached Owen's eye level.

Owen pulled apart her buns with his strong hands, admiring the sloppy mess that another man had made of her ass. He chuckled. "I think I see where this story is going, princess." He said.

"It's not what you think," whined Blair desperately, her little hands returning to frantically jerking her boss's cock.

"Did you know? Me and Nikki went to check on you," said Owen. Heedless of the filth, one thick rough finger probed into Blair's crack, resting itself lightly against her tight sphincter, causing another flood of hot wet arousal through her body. "We heard you, princess. We saw the trailer rocking. Nikki almost couldn't breathe from laughing when she told the rest of the staff. She's pretty good at imitations: her moans sounded exactly like yours when she told the story. Connor was mad. They all had a pool going to see how long it would take you to fuck a party guest. Connor thought you would last at least another week."

"But I didn't fuck him!" Said Blair hotly, her hands working rapidly now on Owen's pulsing cock. "He just sort of... rubbed himself, you know... between my cheeks."

"You expect me to be impressed that you ONLY gave your dad's friend an assjob when he cornered you in private?" asked Owen mockingly, his finger circling her tight little ring with increasing pressure, rubbing the thick gluey semen into it. "Most girls don't cum from assjobs princess. If you can cum from a hot cock just barely grazing your asshole, you must be really, really..."

Without warning, he pushed his finger into her virgin butthole up to the first knuckle.

"Sensitive."

Blair felt like her senses were overloading. It was slightly painful to have a foreign object in her ass, but it was also insanely, impossibly arousing. The pressure, pleasure, and pain blended together in her mind as her hands continued to work frantically. "Noooo Owen, stop! Take it out! Pleeeease. If you don't, I'll... I'll..."

"You'll what? You'll cum?" said Owen cruelly. His finger mercifully withdrew. "Not yet princess. I still haven't given you your gift. When I saw it, I knew you would like it. Don't stop stroking while I give it to you. Tell me the rest of the story."

"You know the rest of the story you fucking asshole!" moaned Blair as her hot little hands smoothly worked up and down the length of the monstrous cock in front of her.

"That motherfucker blasted his hot filthy jizz between my ass cheeks..."

Blair felt something press up against her asshole once again, something cool and metallic and bigger than Owen's finger.

"He pulled my slutty little shorts up over the cummy mess..."

Owen worked the foreign metal object around, smearing it with the leftover cum, lubing it up. His cock was twitching, his big hairy balls pulling tightly up to the base of his cock.

"Then he slapped me on the ass like the whore I am and sent me back to the fucking party with his sticky seed still dripping down my crack!"

Owen pushed the object hard into Blair's virgin butthole, penetrating her deeper than anything had ever gone before. It seemed to grow wider and wider as it went, and Blair's mind overloaded with the sensation, giving her her second screaming, toe-curling orgasm of the day. Finally, the object narrowed sharply, popping into her butt and being held there by the wide end still inside her. Blair's legs wobbled and quaked with the force of her climax, and she had to concentrate to keep from collapsing. She leaned forward to rest an arm on Owen's muscular thigh.

Owen's huge cock took the cue, firing rope after slimy rope of cum up into Blair's beautiful orgasming face, defiling her for the second time that day with the semen of a man who had lost all respect for her.

Owen gently used his arms to support Blair, moving her into a sitting position beside him.

"Here you go!" said Owen with a pleased grin, peeling five twenties off of the wad he had been flaunting in front of Blair. "You earned it this time, princess!"

Blair gave him a muddled, confused look, still in a warm pleasant haze from her powerful anal orgasm. She looked ridiculous, with Owen's thick cum still hanging in globs from her face. "What? But boss, I thought you said that I could have..." she gestured vaguely at the wad of cash still in Owen's hand.

He looked down, following Blair's eyes, then laughed scornfully. "Sorry Blair, but you're not worth that much. You only charged your daddy's buddy a hundred for access to that sweet ass, and I'm not paying more than market price."

Blair was now focused on her butt, her eyebrows drawing together in horny confusion over the strange new sensation of fullness in her tight little asshole. Her fingers pushed between her cheeks to feel the round plug which fit snugly in her ass. Her fingers closed on the metal surface, and she began to gently pull...

"Leave that there," said Owen sternly, "Boss's orders. Keep it in until you get home. And clean yourself up: you're a slutty mess right now." He tossed Blair one of the cleaning rags, which worked well enough to remove Owen's sperm from her cute features.

On the way home, sitting on the unfamiliar toy filling her ass was so distracting that Blair almost got into an accident twice. Even when she tried to really concentrate, her mind kept slipping back to the full, satisfied, stretched feeling in her poor overstimulated anus, and she would have to desperately refocus her mind.

When she finally got home, Blair pulled her fleshy cheeks apart in front of the mirror to see a small metal buttplug with a green dollar sign design on the head sitting snugly in her ass. With perfect timing, her phone vibrated with a message from Owen.

[Your gift is now considered part of your work uniform. Don't forget to wear it to our next party. I'll be doing a uniform inspection.]

God damn fucking Owen. Treating her ass like it was a toy for him to play with. Well, he would see. Blair Beaumont didn't let boys near her ass. Never had. She had let some things slide tonight, but no more.

Owen was never getting near her butt ever again.

Blair orgasmed again when she finally managed to remove the butt plug that evening. But by that time she was also applying a vibrator to her sopping pussy, so she told herself that it didn't count as a third anal orgasm.

...

(Weeks ago, In Blair's programming session...)

"You seem desperate to make a business of your own..." said Faria, "But surely your father could get you a good job that pays well. Is it really necessary to create a new business?"

"I would never work for another person." Said Blair. Faria had to admire her spirit. Not everyone could take such a haughty tone while bending down and arching their back to present their dripping genitals and twitching butthole for inspection. Blair's sense of superiority was truly bone-deep.