Bought And Paid For
folder
G through L › Gossip Girl
Rating:
Adult +
Chapters:
14
Views:
39,761
Reviews:
69
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Currently Reading:
0
Category:
G through L › Gossip Girl
Rating:
Adult +
Chapters:
14
Views:
39,761
Reviews:
69
Recommended:
0
Currently Reading:
0
Disclaimer:
I do not own Gossip Girl. None of these characters belong to me. They belong to whoever created them and whoever else does. I pay homage to them and I make no profit from this story in any fashion, way or means.
Bought And Paid For
TITLE: Bought And Paid For
AUTHOR: Midknight
CHAPTER: 1 of ?
FANDOM: Gossip Girl
SHIP: Chuck / Jenny
RATING: NC-17
CATEGORY: Erotica
SPOILERS: Season 1 - A couple.
SYNOPSIS: WARNING: HERE BE SPOILERS - SEASON 1. Chuck overhears Jenny's request to Nate for the loan of two thousand dollars and makes her a proposition to give her what she needs when Nate is unable to.
DISCLAIMER: I do not own Gossip Girl. None of these characters belong to me. They belong to whoever created them and whoever else does. I pay homage to them and I make no profit from this story in any fashion, way or means.
AUTHORS NOTE: I apologize before hand and hope you will forgive any errors or blatant discrepancies. This one's a little darker than my usual fare, so bare with me.
FEEDBACK: Yes Please. It helps. It really, really helps. - midknight_tales@yahoo.com
CHAPTER ONE
Chuck stepped back and out of sight behind the statue outside The Palace, frowning as he saw Jenny Humphrey's approach Nathaniel Archibald. "What could Dan's cute, blonde, younger sister be wanting to talk to Nate about?" he wondered. Luckily, they moved closer to the statue and into earshot. He could hear the frantic panic and stress in Jenny's voice as she asked Nate to loan her two thousand dollars without giving him an explanation. Chuck knew his friend, knew that he would help the girl if he could, but he was also aware of the Archibald's present financial situation and what she was asking for wasn't exactly a small chunk of change.
He watched, making sure he wasn't seen as Nate regretfully told Jenny he was unable to help. He watched as the blonde girl wilted, her shoulders slumping and her clear grey eyes went dead. "My, my... What have you gotten yourself into Little J? And, what exactly would you be prepared to do to get out of it?" Chuck mused thoughtfully. He grinned and peered around the statue just in time to see Jenny rally slightly and ask Nate not to tell anyone about her request. He moved back to the entrance of the hotel and whipped out his mobile. He redirected his limousine to the side entrance, keeping his eye on Jenny as she turned away from Nate and headed for the street. He didn't have much of a window, but he was certain he could make it.
His driver was waiting for him with the door open and he slid in quickly telling him what direction to take along with a few instructions. Young Jenny Humphreys' fresh, innocence, something in quite short supply on the Upper Eastside, had intrigued him enough for him to make a run at her before, but all that had earned him was a punch in the face from her older brother. Now, only slightly tainted with the added value of having watched her claw her way up the social ranks, the opportunity was just too good to turn up and if he had read her correctly, the odds were well in his favor of succeeding. Yet, it would still be a challenge. He had leverage, but she wasn't stupid. He'd have to play her carefully. He made another call and all his preparations were set.
He caught sight of her on the sidewalk, pale, shapely legs flashing beneath her Constance school uniform skirt and her blonde hair bouncing under a beret. She was a little short for his tastes, even shorter than Blair, but he wouldn't be making any sacrifices if his plan worked. She was quite pretty with smooth, rounded pixie features framed by pale blonde curls and that perfect, petite mix of lithe and lushness found at the blossoming of womanhood. Chuck signaled his driver to slow as they drew level to her and let his window retract.
"Jenny, Jenny Humphreys? Fancy meeting you here. This is a long way from Brooklyn." He greeted her, his limousine coming to a stop as she halted and turned to face it. "Chuck." His name was almost as much a distain-filled insult as it was a return greeting. Chuck kept his face neutral although inside he grinned and gleefully rubbed his hands together at the prospect of teaching the silly little girl a lesson for her temerity. "On your way home? Get in, I'll give you a ride." He offered, seeing a frown form on her smooth forehead. "No... I'm... No, it's okay... I'm... I'm meeting friends." She declined, but the driver got out and opened the door anyway. "You don't sound very sure, Jenny." He stated watching the frown deepen.
"What do you want, Chuck?" she asked suspiciously. He let's a lopsided smile slip onto his lips. "A little birdie told me you might be in need of some... assistance, the financial kind, the kind of assistance I am easily capable of providing." He informed her and then slid deeper into the limo and patted the black leather he had just vacated. "Who? What? I don't..." she sputtered in response, but he could see the shock, uncertainty and fear in her eyes. His dick twitched in his Calvin Kleins. "In or out, Jenny? The choice is yours, make it quickly." He gave her the ultimatum in as bored a voice as he could muster concealing the excitement and anticipation he was actually feeling.
The moment stretches out and he wonders if trepidation and his reputation are enough to override the desperate need he'd seen during her conversation with Nate and that she would walk a way. But, then the light from outside cuts off as she slides into the limo and his driver closes the door. He hides his smile behind his hand for a moment, happy that his gamble has paid off, and then turns to face her. "What do you know? Who told you?" she fires the questions at him, her voice rising with frantic worry. "Calm down, Jenny." He instructs, but she jumps as he rests a hand on her leg as he taps the partition between them and the driver and the limousine pulls away. She brushes her hand off her leg and shifts away from him, making herself small against the door of the limo.
"I understand you need some money? Two thousand dollars to be precise." He informed her, reaching into his coat pocket and withdrawing a fat billfold of notes and holding it up between them, turning it slightly back and forth. He watches as she moves closer, hope in her eyes and then they flick to him and the hope retreats. "How do you know that?" she asks, her eyes returning to the billfold. "That's unimportant. What is important is how badly you want... need the money and what you are prepared to do to get it." He told her, seeing the shock on her face as she realizes he knows the depths of her predicament and desperation. He'd chosen his words carefully and had gotten just the effect he wanted.
"What do you want, Chuck?" she re-iterated her earlier question, but her suspicion is tainted by hopeful curiosity now and he presses his advantage. "I want you to perform a little service for me and the money is yours. Simple as that, My Dear Jenny." He proposed, his voice low and calm his eyes steady on hers. "A service?" she queries. He lets his smile become a leer and uncrosses his legs, casually revealing the bulge tenting the front of his tailored Versace slacks. "A lip service, to be precise." He clarified watching her eyes widen with realization, amused that she can't take them off his crotch while the limousine came to a smooth, hardly felt halt.
"You're crazy!" she squeaks in exasperation, tearing her gaze off his crotch and looking at him, but he catches her eyes rest on the cash for just a fraction of a second during that journey. "And, you're desperate." He retorted, keeping his voice and manner cool and calm to contrast her heat and indignation. "You should take it as a compliment. The best escorts in the world don't charge two grand for a blowjob." He informs her dropping all his pretenses and coy euphemisms. "The door behind you isn't locked, Jenny. You can leave whenever you want." Chuck continued as she gaped at him while he slowly waved the money from side to side.
She closed her mouth and her straight white teeth pinned and worried at her lower lip, her hand poised over the handle of the door. He fleetingly wondered just what she needed the money for and what situation would have her so desperate that she was contemplating something that she so clearly found repulsive and repugnant as a solution. He had made it very clear what it would make her if she accepted, but yet there she still was. "What's it going to be, Jenny? I don't have all day." He pressed, his tone sharp and impatient, deciding he needed to break her now before she lost her nerve and bolted.
"You won't tell anyone?" she asked softly. "Who would believe me?" he countered, knowing he had her. "Let's get this over with." Jenny suggested with resignation and slid closer, reaching for his belt. "Whoaw there. I appreciate the enthusiasm, but I'd prefer to enjoy this in the comfort of my suite. We're at the back entrance to The Palace. No one will see us." He said capturing her hand. Her teeth worried her lower lip again. "Okay." She agreed and opened the limousine door. He followed her out and led her to the service elevator. He made a show of making sure no one was around, but he knew there wouldn't be unless they wanted to incur his wrath. He ushered her into his suite and closed the door behind them, flicking his eyes up toward the ceiling of the entry hall to make sure the red record light was lit on the camera only he knew was there. He grinned to himself, knowing that everything was set.
He urged her to take off her beret and place her purse on the small table, subtly positioning her into the frame so that her face could be clearly seen while his was not. "As, a gesture of good faith, here's a thousand up front." He told her peeling off ten crisp one hundred dollar bills and handing them to her. Chuck could see she was constantly having to steel herself to keep her nerve. She almost vibrated with tension. Handing her half the money now would make her feel more secure, that her reward was tangible and of course he needed her to take the money in sight of the camera. "If only you knew what you were really getting yourself into and how following your instincts might have saved you, My Na•ve Little Jenny." He thought as she took the money and put it in her purse. He looked at the petite young girl and just for a moment, just a moment, he felt sorry for her. She wouldn't be the same when she left here, she was smart enough to know this, but she had no clue just how much. The moment passed and he gently guided her into his sitting room.
Chuck shrugged off his jacket, carelessly letting it drop to the floor as he removed his tie and undid the top button on his shirt. He dumped some ice cubes into a tumbler, liking the musical sound of the cubes hitting the crystal and poured himself a fifth of scotch. He could see Jenny behind him, reflected in the mirror in front of him where she had stopped just inside the doorway, hands folded in front of her crotch, fidgeting, unsure and uncertain. That same reflection, showed him the camera in that room was active too. He'd have to compliment Stevens; the man was expensive, but he did top notch work on very short notice. He offered her a drink and for a moment he thought she'd actually accept, but she declined. He took his drink and lifted a throw pillow of his huge, dark brown leather recliner before settling into it. He parted his legs and dropped the pillow on the floor between them. His dick was rock hard and throbbing, uncomfortable in the confines of his boxers and pants and he was becoming impatient for her to free it.
"Would you like a formal invitation?" he asked with smug sarcasm seeing her eyes flare in reaction, her body twisting away from him slightly as her urge to leave overpowered her determination for a moment. He saw her shoulders slump slightly and then she turned back and moved towards him. "Why don't you take off your blouse and bra, get comfortable." He suggested before taking a sip of his scotch, watching her freeze. Her eyes searched his, weighing his intensions. "Take them off or leave. I'll ask your brother for the grand back when I see him again." He warned, turning his instruction into a command and threat, his voice low and filled with steel. If she'd had any sense or if her need had been any less dire, she should have taken her chance and bolted, but instead her fingers hesitantly began to fumble at her buttons. It was the last out he was going to give her.
She stripped out of her blouse, and looked around, unsure as to what to do with it for moment and then simply let it fall to the floor. Chuck smiled at her appreciatively. She'd been holding out on him, hiding an above average body and a decent, full, perky rack under her usually bulky and layered clothes, or maybe he just hadn't been paying attention. Her bra was a plain, sturdy affair, white with little pink flowers. He imagined she'd have matching panties. He was tempted to find out, but when she hesitated again and he had to give her a harsh look before she reached behind her to unhook her bra, he knew it wouldn't do to push her any further... yet.
Jenny let her bra slide down her arms and fall at her feet, and then crossed them modestly over her breasts. She looked absolutely adorable, right down to the Hello Kitty Swatch she wore, which looked complete absurd in contrast to her partial nudity. Chuck shook his head slowly and looked at her expectantly, not saying a word until she lowered her arms exposing her breasts to him. Somehow he'd thought her nipples would be pink and smaller, but they were brown and long, plump little tubes about the length and diameter of the first joint of his middle finger perched on top of puffy mushroom caps about the size of silver dollars. Chuck slowly licked his lips and he saw her cheeks color prettily.
"You have nothing to be ashamed of, Jenny. You have very nice breasts and are a shining example of feminine beauty and very sexy too." He complimented her to bolster her confidence while at the same time undoing his belt and unzipping his trousers, both for effect and to relieve some of the pressure on his achingly hard erection. He knew how insecure girls and even most women were about their bodies and had been preying on that insecurity for years. It worked. Despite her obvious nerves, his compliments gave her the confidence to step in front of him and at his quiet insistence sink down onto her knees. He knew how to play her, keep her confused and off balance, making sure she didn't know what to expect next as he shifted from polite to commanding to demanding and back again.
"Think of it as a learning experience. The money's just a bonus. Don't even think about it. Guys like girls who know what they're doing. I'll tell you exactly what to do and I won't even cum in your mouth. I promise." He told her, reaching forward and gently brushing a stray lock of her blonde hair out of her face and tucking it back behind her ear. He felt her tremble slightly. "Now... Why don't you take out my dick and just stroke it a little." He suggested casually and watched as her slender fingers with their blue nail polish slid into the fly of his boxers. Her hand felt wonderfully warm and smooth as she wrapped it around his dick. She started to draw him out and then promptly let it go when it twitched. "It's Okay, Jenny. It just means it likes you." He encouraged. On the next try she managed to extricate his erection from his boxers and started slowly stroking him.
"That feels good." He admitted without guile as her nimble fingers explored his length, quickly losing their hesitancy. He guessed it was her first time handling a male member and her curiosity got the better of her, causing her to lean forward and follow her hands with fascinated eyes as with his guidance she slowly, exquisitely jacked his dick. It amused him to see her blush of embarrassment transform into a flush of a very different kind and her nipple perk up even further. "Come a little closer." He urged, gripping the firm, smooth, pale curves of her shoulders and pulling her up and closer to him so that her face was now poised over his lap. "Why don't you give it a little kiss." he coaxed, her light, grey eyes flicking up to his and then back to his dick.
Her hand paused, wrapped around the base of his throbbing cock and the pink tip of her tongue peeked out to run over the top of her full lower lip. Her breath tickled his dickhead and bathed it in heat and he felt his eyelids droop slightly with delight before he could control them, but her attention was elsewhere. Her lips were the softest, lightest caress, a wet, warm butterfly flitting onto his skin and then disappearing. His dick jerked and he barely managed to stop his hips from bucking in response. "Oh... That's very good, Jenny. Perfect. Now lick it. Just, let your tongue explore, like your hand did." He instructed. She can't see his smile of triumph when she doesn't hesitate.
He'd kept his hands resting on her shoulders and lightly massages them and caresses her neck as simple cues of encouragement and guidance as he revels in the velvet feel of her tongue slithering and swirling across and along his length and girth. She's a faster study than he would have given her credit for as she alternates her lapping tongue with firm, sucking kisses and after a little while even co-ordinates her mouth with the twisting stroking grip of her fist around his shaft. Chuck lets his hips undulate, slowly, carefully to show his enjoyment as well as to get her used to the movement.
He lavished her with praises, some more exotic than were necessary, but most deserved as she left his skin tingling and buzzing and his balls tightening with pleasure. He kept building her confidence, preparing her for the next step. "You're doing very well. You're amazing. Now... Put it in your mouth and suck on it. Just take as much into your mouth as you comfortably can. Do it now... Please. I just can't wait anymore." He instructed, acting eager and impatient. His performance was inspired, but he did have a lot to work with. Chuck saw a flash of apprehension in Jenny's eyes, but then she took a deep breath and slowly lowered her lips over his pointed dickhead.
He groaned her name as the liquid heat of her mouth surrounded him, her tongue sliding along the underside of his shaft. Her lips sealed against his skin with firm pressure as she sucked and then shifted, taking more of him. Jenny's hair fell forward, a cascade of straight blonde tresses, tickling his torso where his shirt had ridden up, at that point, robbing him of the delectable sight of her lips stretching around his girth. He wanted to tell her she was a natural, which she was, but he didn't know how she would take that, so he simply gathered her hair out of her face and into a ponytail in his fist so he could enjoy the sight.
Chuck felt himself brush the entrance to her throat and she stopped, dragging in air noisily through her nose as she nursed at him. He was surprised at how much effort it took for him not to try and push her head further down on him. He did use the expedient handhold of her hair to get her head bobbing. Her technique was rudimentary, but she was definitely a fast learner and he only had to admonish her about her teeth once and she took instruction well as he got her to use her hand on the parts of him her mouth didn't reach. It was basic, but good and enthusiastic. Her other hand kneading his thigh was a nice, unexpected touch. He even wondered if she was as innocent as she seemed. She appeared to be giving it her all and she really was a natural and with a little training he was certain she'd be able to deep throat with ease. But, that would have to wait for another time.
He relaxed his control, thrusting a little harder, but with enough warning for her to adjust. The pleasure from her sucking lips and pumping fist were quickly driving him to climax as he gave himself over to it. He let his free hand slide from her shoulder and down her chest until he could cup her breast. There was the slightest hitch in her rhythm, for a moment, but she didn't stop as he fondled her firm globe and rolled and flicked her nipple lightly with his thumb, testing its resilience. She moaned around his dick, her lips and tongue vibrating against his saliva coated and sensitized skin sending a shiver of delight up his spine.
Chuck felt the sweet tension in his balls start to peak and he clenched his jaw. "Jenny, Jenny." He called her name, but eventually had to tug unceremoniously at her hair to get her to focus on him. "I'm... going... going to cum... It feels so amazing." He whined in a strained voice, an Academy Award winning performance he thought. She took a deep breath through her mouth when she hurriedly lifted it off him. "Jack it faster. I'm going to cum on your tits. Let me cum on your tits." He frantically begged enhancing his performance, seeing the delight and pride in her eyes at his reaction. He wanted her to see the power a girl had over a guy when she gave head, it would be even more fun when he took it all away.
He grunted and tensed, and relinquished enough of his control to spurt several thick sticky ropes of his semen onto her flushed breasts and the valley of her cleavage. He exaggerated the tremors that shook him and panted, making his chest heave. She ate it up, looking pleased with herself although he had just cum all over her breasts. "Wow! That was amazing." He panted; watching as she gingerly scooped some of his seed off her skin and curiously tested its texture and consistency between her fingers and thumb. "Do... Do all guys.... Errr... Ejac... Cum this much?" she asked hesitantly, confirming her innocence and inexperience. He could see the relief almost wafting off her, thinking that she had weathered the ordeal of blowing him without ill effect. She had no idea he had held back and certainly not the faintest clue that he was far from done with her. "I've never compared." He replied.
"The bathroom is through there. You can clean up and then I'll give you the rest of the money and a ride home." He told her, helping her to her feet and directing her to one of the door leading off the room. A cloud flitted over her expression when he mentioned the money, marring her pretty feature and he almost felt guilty, almost. She collected her bra and blouse before hurrying off to the bathroom and he tucked himself back into his boxers, but left his pants unzipped and unbelted. He checked that the bathroom door was closed and then retrieved the DVD from the recorder, in a cabinet, linked to the cameras he'd had Stevens place. He quickly checked the footage and it was exactly what he had hoped for. There wasn't any sound, but none was needed. He cued the footage on the huge plasma screen; it would be almost life size and set it to standby and waited.
The bathroom door opened and she stepped back into the room, once again fully dressed and not a hair out of place. There was a little shadow in her eyes and she couldn't quite meet his as she passed him and preceded him toward the door. He followed close behind, slipping the remote to his entertainment system into his back pocket. She reached the small table and started to retrieve her purse and beret when he pounced. Jenny yelped in surprise when he roughly bent her over the table, sending her purse flying, his body pressed firmly against her buttocks and back, his forearm across her shoulders and his weight effectively pinning her in place. None-the-less she struggled, actually managing to get her hands under her for a moment to push herself away from the table's surface.
"What the hell! Get off me! Get off! Get off!!" she screamed as she struggled. He viciously increased his pressure across her shoulders and she cried out as he crushed her back onto the table, driving the air out of her in a loud whoosh. "Quit struggling. You'll only hurt yourself." He growled menacingly into her ear. Whether it was his words or that she had depleted her strength he couldn't tell, but after one final, futile effort she complied, going still under him, breathing hard. Her ass wriggling against his crotch as she struggled had restored his erection to its full glory and he created a little separation between him and her as and slid his free hand under her skirt. She started to struggle again, but he had expected it and ruthlessly quelled her rebellion.
He managed to hook his fingers over the top of the waistband of her panties and started to pull them down. "What are you doing?" she squeaked. "Getting my money's worth." He replied tightly and with a hard yank and the sound of tearing cotton, tore her panties off her. She gasped as his intent became clear and the true nature of her predicament became clear. "Chuck, stop! No... This wasn't part of the deal... Please... Don't do this." She appealed, finally accepting the futility of struggling as he crushed her against the tabletop. "The deal's changed. You should have read the fine print. You know that little voice that told you to get the hell out? You should have listened to it." He informed her.
He'd been right about the panties, they matched the bra. He held up the ruined scrap of cotton and brought it to his nose. "My... My at least she enjoyed herself a little." He thought as he could smell female arousal and on further inspection found the material was damp. "I'll... I'll go to the cops. I'll charge you with rape. Just... just let me go. Keep the rest of the money... I'll give the thousand back too." She rallied. He didn't know what was more delicious, her bravery or her fear. He laughed wickedly. "I don't think so. Not unless you want the entire Upper Eastside, hell... the world, to know just what a little whore you are." He countered, flipping up her skirt and fondling the smooth, pale curves of her firm ass cheeks.
"Chuck! Stop! It'll be my word against yours and you've got a bad reputation already. Your father won't be happy with the scandal. Please... Just let me go." She argued, desperation creeping into her voice. "Yes... I have a reputation, but I also have footage of you taking money to suck my dick." He told her feeling her go stiff under him. "You're lying." She whispered in disbelief. He grabbed a fistful of her hair and then twisted it around his hand until it was taut and tight against her head. She cried out as he yanked her head to face the television while keeping the rest of her uncomfortably immobile. He retrieved the remote from his back pocket and hit play.
He watched her face closely, savoring the moment the hope and fire died from her eyes and he knew his victory was complete. "You could roll the dice. Go to the cops, but this video will be on Gossip Girl and then You Tube before my lawyers even bail me out. I'm sure the cops will also be interested in knowing what you needed all that money for. Either way, Jenny, you're going to get fucked, both literally and figuratively." He told her, patting her ass as she started to shake and tears started to well up in her eyes.
"Please... Please... Chuck, don't do this. I'm a... Please!" she pleaded, sniffing, desperately trying to fight back her tears. Her eyes had gone from flat to wild, darting here and there as if she could find a way out if she just looked hard enough. Her fear and desperation were an aphrodisiac and his cock started to throb with need. He made sure she couldn't go anywhere and dropped the remote on the floor to free his hand so that he could fish his dick out of his boxers. He ran his fingers through her folds causing her to attempt to flinch away from him. "Please... I'll do anything else you want. I..." he cut her off, making her gasp and grunt as he roughly fingered her, trying to work up some moisture. She struggled weakly, sobs now racking her petite frame as with rapid, sawing, twisting motions with two of his fingers and his thumb on her clit he made her body betray her, another horror and humiliation heaped on her slim shoulders.
"Please." She made one last simple plea before she finally understood that all hope was lost. "Why, Chuck? Why are you doing this? I've never done anything to you." She wailed, her voice fragile with the need for understanding, hoarse with tears. He slowed his now slick fingers and leaned closer to her ear. "I'm a Bass, Little J. We just simply can't help ourselves if we can get something priceless for a bargain and I'm so going to get my money's worth from you." He responded in a sibilant whisper, an answer and a dire promise, before running his tongue wetly along the shell of her ear.
Chuck grasped the base of his cock and out of pure spite guided the tip of his dick to the rosebud pucker of her asshole. It was as if his dick were a live wire because the contact sparked her into violent struggles. She had more strength than he thought her slight frame could account for as she wriggled, squirmed, bucked and writhed with all her might to escape, even trying to stamp on his toes and kick at his shins. "No! Jesus, No! No! No! Don't! You can't! Not that! Nooo! I won't let you!" she wailed frantically, hysterically, as he had to use both his hands to subdue her. He gave her full marks for effort. "Settle... Settle down!" he growled, slamming her forcefully back down on the table. "I won't do that. I'll leave your sweet ass alone." He informed her. "For now." He stipulated in his mind.
She had no reason to believe him and she continued to struggle. "Dammit, Jenny. Stop or I swear I will fuck you up the ass right now and you know I will." He warned her, putting cold steel in his voice. She whimpered and finally went still, breathing hard and sniffling. Chuck grasped his cock and slowly ran his head through her folds, feeling her flinch at the touch, but unable to go anywhere bent over the table as she was. He found her entrance and seated himself, feeling her tight flesh stretch slightly as he wedged himself securely in place. "Chuck... Chuck... Please... Please don't do this. I'm a vir..." her plea became a loud, anguished cry as he drove himself forward with a powerful thrust, tightening his grip on her slender shoulders, he ploughed through her tight resisting flesh. She wasn't nearly wet enough and her channel clutched at him in an attempt as futile as her pleas to stop him, but his invasion continued.
His eyes widened as he felt the barrier of her maidenhead, but he barely slowed. She screamed again as he tore through her virtue, feeling her reluctantly stretch as he filled her and buried himself to the balls in her vice-like, heated core, his torso slamming against her ass. He might have been worried about the noise had there been any other residence on his floor, but it was his floor and there weren't. "Well, better and better. A, bill of sale signed in blood. Jenny certainly won't be forgetting this soon." He thought. Chuck groaned as her deflowered snatch twisted and flexed around him as it attempted to adjust to his abrupt and thorough penetration. He felt her shudder as sobs racked her frame and perversely those sobs rippled her channel around him pleasurably.
Whatever fight and resistance she had left was knocked out of her and she simply cried out softly, grunted, groaned or whimpered limply as he used her for his pleasure. He pounded into her again and again the wet slap of skin colliding against skin mingled with her noises and his heavy exhalations. Her tight flesh was an exquisite caress of heat, pressure and tingling friction. Her sex flooded with slippery sex grease, almost in self-defense at his wanton use and he picked up the pace. He meant to take his time, savor her, but it felt so good to unleash his desire, to let his lust free to run its course, that he just kept going faster and harder.
Each collision now made the table rock and creak, accompanied by a hoarse cry from her as he pierced her core. The tension in his balls build exponentially and his breathing started to become ragged as he fucked her with wild abandon. He gritted his teeth and clenched his jaw, trying to hold back the storm he could feel building in his nuts. The strain of that pause, made the release feel even better. His ass clenched and he ground into her, trying to get as deep as he could before surrendering to his climax.
His dick expanded, pressing against the tight grip of her no-longer-virgin snatch and then he was pumping his seed into her. He threw his head back and bellowed his enjoyment to the ceiling as his spine bowed with the surge of electric pleasure that washed over him in a torrent of ecstatic sensation. His hips bucked with each heavy spurt, grinding and lancing his shaft into her until he ran dry. His dick dry heaved a couple of times mixing pain with his pleasure as his balls constricted. Her snatch pulse around his sensitized dick as she breathed raggedly underneath him, crying softly.
He shifted slightly, making her whimper as he bent over her and lowered his lips to her ear. "I'm betting you didn't enjoy that very much, unless you are far kinkier than I give you credit for. "Next time, if I'm feeling generous and we have time, I'll show you how good and enjoyable sex can be." He informed her. He felt her tense, her sex squeezing his slowly shrinking manhood. "Next time?" she asked in an incredulous, shocked gasp.
"Oh yes, Jenny. Next time and the time after that and the time after that, as often as I want, when I want, how I want. Don't you get it, my dear, sweet, little Jenny Humphreys? As, of now, you're mine. You'll do what I tell you when I tell you. I own you, bought and paid for." He explained cruelly and roughly turned her head using a firm grip on her hair and crushed his lips to hers, watching her eyes widen in startlement and darken with understanding and resignation before stepping back and pulling out of her.
THE END? TO BE CONTINUED? You're going to have to tell me.
AUTHOR: Midknight
CHAPTER: 1 of ?
FANDOM: Gossip Girl
SHIP: Chuck / Jenny
RATING: NC-17
CATEGORY: Erotica
SPOILERS: Season 1 - A couple.
SYNOPSIS: WARNING: HERE BE SPOILERS - SEASON 1. Chuck overhears Jenny's request to Nate for the loan of two thousand dollars and makes her a proposition to give her what she needs when Nate is unable to.
DISCLAIMER: I do not own Gossip Girl. None of these characters belong to me. They belong to whoever created them and whoever else does. I pay homage to them and I make no profit from this story in any fashion, way or means.
AUTHORS NOTE: I apologize before hand and hope you will forgive any errors or blatant discrepancies. This one's a little darker than my usual fare, so bare with me.
FEEDBACK: Yes Please. It helps. It really, really helps. - midknight_tales@yahoo.com
CHAPTER ONE
Chuck stepped back and out of sight behind the statue outside The Palace, frowning as he saw Jenny Humphrey's approach Nathaniel Archibald. "What could Dan's cute, blonde, younger sister be wanting to talk to Nate about?" he wondered. Luckily, they moved closer to the statue and into earshot. He could hear the frantic panic and stress in Jenny's voice as she asked Nate to loan her two thousand dollars without giving him an explanation. Chuck knew his friend, knew that he would help the girl if he could, but he was also aware of the Archibald's present financial situation and what she was asking for wasn't exactly a small chunk of change.
He watched, making sure he wasn't seen as Nate regretfully told Jenny he was unable to help. He watched as the blonde girl wilted, her shoulders slumping and her clear grey eyes went dead. "My, my... What have you gotten yourself into Little J? And, what exactly would you be prepared to do to get out of it?" Chuck mused thoughtfully. He grinned and peered around the statue just in time to see Jenny rally slightly and ask Nate not to tell anyone about her request. He moved back to the entrance of the hotel and whipped out his mobile. He redirected his limousine to the side entrance, keeping his eye on Jenny as she turned away from Nate and headed for the street. He didn't have much of a window, but he was certain he could make it.
His driver was waiting for him with the door open and he slid in quickly telling him what direction to take along with a few instructions. Young Jenny Humphreys' fresh, innocence, something in quite short supply on the Upper Eastside, had intrigued him enough for him to make a run at her before, but all that had earned him was a punch in the face from her older brother. Now, only slightly tainted with the added value of having watched her claw her way up the social ranks, the opportunity was just too good to turn up and if he had read her correctly, the odds were well in his favor of succeeding. Yet, it would still be a challenge. He had leverage, but she wasn't stupid. He'd have to play her carefully. He made another call and all his preparations were set.
He caught sight of her on the sidewalk, pale, shapely legs flashing beneath her Constance school uniform skirt and her blonde hair bouncing under a beret. She was a little short for his tastes, even shorter than Blair, but he wouldn't be making any sacrifices if his plan worked. She was quite pretty with smooth, rounded pixie features framed by pale blonde curls and that perfect, petite mix of lithe and lushness found at the blossoming of womanhood. Chuck signaled his driver to slow as they drew level to her and let his window retract.
"Jenny, Jenny Humphreys? Fancy meeting you here. This is a long way from Brooklyn." He greeted her, his limousine coming to a stop as she halted and turned to face it. "Chuck." His name was almost as much a distain-filled insult as it was a return greeting. Chuck kept his face neutral although inside he grinned and gleefully rubbed his hands together at the prospect of teaching the silly little girl a lesson for her temerity. "On your way home? Get in, I'll give you a ride." He offered, seeing a frown form on her smooth forehead. "No... I'm... No, it's okay... I'm... I'm meeting friends." She declined, but the driver got out and opened the door anyway. "You don't sound very sure, Jenny." He stated watching the frown deepen.
"What do you want, Chuck?" she asked suspiciously. He let's a lopsided smile slip onto his lips. "A little birdie told me you might be in need of some... assistance, the financial kind, the kind of assistance I am easily capable of providing." He informed her and then slid deeper into the limo and patted the black leather he had just vacated. "Who? What? I don't..." she sputtered in response, but he could see the shock, uncertainty and fear in her eyes. His dick twitched in his Calvin Kleins. "In or out, Jenny? The choice is yours, make it quickly." He gave her the ultimatum in as bored a voice as he could muster concealing the excitement and anticipation he was actually feeling.
The moment stretches out and he wonders if trepidation and his reputation are enough to override the desperate need he'd seen during her conversation with Nate and that she would walk a way. But, then the light from outside cuts off as she slides into the limo and his driver closes the door. He hides his smile behind his hand for a moment, happy that his gamble has paid off, and then turns to face her. "What do you know? Who told you?" she fires the questions at him, her voice rising with frantic worry. "Calm down, Jenny." He instructs, but she jumps as he rests a hand on her leg as he taps the partition between them and the driver and the limousine pulls away. She brushes her hand off her leg and shifts away from him, making herself small against the door of the limo.
"I understand you need some money? Two thousand dollars to be precise." He informed her, reaching into his coat pocket and withdrawing a fat billfold of notes and holding it up between them, turning it slightly back and forth. He watches as she moves closer, hope in her eyes and then they flick to him and the hope retreats. "How do you know that?" she asks, her eyes returning to the billfold. "That's unimportant. What is important is how badly you want... need the money and what you are prepared to do to get it." He told her, seeing the shock on her face as she realizes he knows the depths of her predicament and desperation. He'd chosen his words carefully and had gotten just the effect he wanted.
"What do you want, Chuck?" she re-iterated her earlier question, but her suspicion is tainted by hopeful curiosity now and he presses his advantage. "I want you to perform a little service for me and the money is yours. Simple as that, My Dear Jenny." He proposed, his voice low and calm his eyes steady on hers. "A service?" she queries. He lets his smile become a leer and uncrosses his legs, casually revealing the bulge tenting the front of his tailored Versace slacks. "A lip service, to be precise." He clarified watching her eyes widen with realization, amused that she can't take them off his crotch while the limousine came to a smooth, hardly felt halt.
"You're crazy!" she squeaks in exasperation, tearing her gaze off his crotch and looking at him, but he catches her eyes rest on the cash for just a fraction of a second during that journey. "And, you're desperate." He retorted, keeping his voice and manner cool and calm to contrast her heat and indignation. "You should take it as a compliment. The best escorts in the world don't charge two grand for a blowjob." He informs her dropping all his pretenses and coy euphemisms. "The door behind you isn't locked, Jenny. You can leave whenever you want." Chuck continued as she gaped at him while he slowly waved the money from side to side.
She closed her mouth and her straight white teeth pinned and worried at her lower lip, her hand poised over the handle of the door. He fleetingly wondered just what she needed the money for and what situation would have her so desperate that she was contemplating something that she so clearly found repulsive and repugnant as a solution. He had made it very clear what it would make her if she accepted, but yet there she still was. "What's it going to be, Jenny? I don't have all day." He pressed, his tone sharp and impatient, deciding he needed to break her now before she lost her nerve and bolted.
"You won't tell anyone?" she asked softly. "Who would believe me?" he countered, knowing he had her. "Let's get this over with." Jenny suggested with resignation and slid closer, reaching for his belt. "Whoaw there. I appreciate the enthusiasm, but I'd prefer to enjoy this in the comfort of my suite. We're at the back entrance to The Palace. No one will see us." He said capturing her hand. Her teeth worried her lower lip again. "Okay." She agreed and opened the limousine door. He followed her out and led her to the service elevator. He made a show of making sure no one was around, but he knew there wouldn't be unless they wanted to incur his wrath. He ushered her into his suite and closed the door behind them, flicking his eyes up toward the ceiling of the entry hall to make sure the red record light was lit on the camera only he knew was there. He grinned to himself, knowing that everything was set.
He urged her to take off her beret and place her purse on the small table, subtly positioning her into the frame so that her face could be clearly seen while his was not. "As, a gesture of good faith, here's a thousand up front." He told her peeling off ten crisp one hundred dollar bills and handing them to her. Chuck could see she was constantly having to steel herself to keep her nerve. She almost vibrated with tension. Handing her half the money now would make her feel more secure, that her reward was tangible and of course he needed her to take the money in sight of the camera. "If only you knew what you were really getting yourself into and how following your instincts might have saved you, My Na•ve Little Jenny." He thought as she took the money and put it in her purse. He looked at the petite young girl and just for a moment, just a moment, he felt sorry for her. She wouldn't be the same when she left here, she was smart enough to know this, but she had no clue just how much. The moment passed and he gently guided her into his sitting room.
Chuck shrugged off his jacket, carelessly letting it drop to the floor as he removed his tie and undid the top button on his shirt. He dumped some ice cubes into a tumbler, liking the musical sound of the cubes hitting the crystal and poured himself a fifth of scotch. He could see Jenny behind him, reflected in the mirror in front of him where she had stopped just inside the doorway, hands folded in front of her crotch, fidgeting, unsure and uncertain. That same reflection, showed him the camera in that room was active too. He'd have to compliment Stevens; the man was expensive, but he did top notch work on very short notice. He offered her a drink and for a moment he thought she'd actually accept, but she declined. He took his drink and lifted a throw pillow of his huge, dark brown leather recliner before settling into it. He parted his legs and dropped the pillow on the floor between them. His dick was rock hard and throbbing, uncomfortable in the confines of his boxers and pants and he was becoming impatient for her to free it.
"Would you like a formal invitation?" he asked with smug sarcasm seeing her eyes flare in reaction, her body twisting away from him slightly as her urge to leave overpowered her determination for a moment. He saw her shoulders slump slightly and then she turned back and moved towards him. "Why don't you take off your blouse and bra, get comfortable." He suggested before taking a sip of his scotch, watching her freeze. Her eyes searched his, weighing his intensions. "Take them off or leave. I'll ask your brother for the grand back when I see him again." He warned, turning his instruction into a command and threat, his voice low and filled with steel. If she'd had any sense or if her need had been any less dire, she should have taken her chance and bolted, but instead her fingers hesitantly began to fumble at her buttons. It was the last out he was going to give her.
She stripped out of her blouse, and looked around, unsure as to what to do with it for moment and then simply let it fall to the floor. Chuck smiled at her appreciatively. She'd been holding out on him, hiding an above average body and a decent, full, perky rack under her usually bulky and layered clothes, or maybe he just hadn't been paying attention. Her bra was a plain, sturdy affair, white with little pink flowers. He imagined she'd have matching panties. He was tempted to find out, but when she hesitated again and he had to give her a harsh look before she reached behind her to unhook her bra, he knew it wouldn't do to push her any further... yet.
Jenny let her bra slide down her arms and fall at her feet, and then crossed them modestly over her breasts. She looked absolutely adorable, right down to the Hello Kitty Swatch she wore, which looked complete absurd in contrast to her partial nudity. Chuck shook his head slowly and looked at her expectantly, not saying a word until she lowered her arms exposing her breasts to him. Somehow he'd thought her nipples would be pink and smaller, but they were brown and long, plump little tubes about the length and diameter of the first joint of his middle finger perched on top of puffy mushroom caps about the size of silver dollars. Chuck slowly licked his lips and he saw her cheeks color prettily.
"You have nothing to be ashamed of, Jenny. You have very nice breasts and are a shining example of feminine beauty and very sexy too." He complimented her to bolster her confidence while at the same time undoing his belt and unzipping his trousers, both for effect and to relieve some of the pressure on his achingly hard erection. He knew how insecure girls and even most women were about their bodies and had been preying on that insecurity for years. It worked. Despite her obvious nerves, his compliments gave her the confidence to step in front of him and at his quiet insistence sink down onto her knees. He knew how to play her, keep her confused and off balance, making sure she didn't know what to expect next as he shifted from polite to commanding to demanding and back again.
"Think of it as a learning experience. The money's just a bonus. Don't even think about it. Guys like girls who know what they're doing. I'll tell you exactly what to do and I won't even cum in your mouth. I promise." He told her, reaching forward and gently brushing a stray lock of her blonde hair out of her face and tucking it back behind her ear. He felt her tremble slightly. "Now... Why don't you take out my dick and just stroke it a little." He suggested casually and watched as her slender fingers with their blue nail polish slid into the fly of his boxers. Her hand felt wonderfully warm and smooth as she wrapped it around his dick. She started to draw him out and then promptly let it go when it twitched. "It's Okay, Jenny. It just means it likes you." He encouraged. On the next try she managed to extricate his erection from his boxers and started slowly stroking him.
"That feels good." He admitted without guile as her nimble fingers explored his length, quickly losing their hesitancy. He guessed it was her first time handling a male member and her curiosity got the better of her, causing her to lean forward and follow her hands with fascinated eyes as with his guidance she slowly, exquisitely jacked his dick. It amused him to see her blush of embarrassment transform into a flush of a very different kind and her nipple perk up even further. "Come a little closer." He urged, gripping the firm, smooth, pale curves of her shoulders and pulling her up and closer to him so that her face was now poised over his lap. "Why don't you give it a little kiss." he coaxed, her light, grey eyes flicking up to his and then back to his dick.
Her hand paused, wrapped around the base of his throbbing cock and the pink tip of her tongue peeked out to run over the top of her full lower lip. Her breath tickled his dickhead and bathed it in heat and he felt his eyelids droop slightly with delight before he could control them, but her attention was elsewhere. Her lips were the softest, lightest caress, a wet, warm butterfly flitting onto his skin and then disappearing. His dick jerked and he barely managed to stop his hips from bucking in response. "Oh... That's very good, Jenny. Perfect. Now lick it. Just, let your tongue explore, like your hand did." He instructed. She can't see his smile of triumph when she doesn't hesitate.
He'd kept his hands resting on her shoulders and lightly massages them and caresses her neck as simple cues of encouragement and guidance as he revels in the velvet feel of her tongue slithering and swirling across and along his length and girth. She's a faster study than he would have given her credit for as she alternates her lapping tongue with firm, sucking kisses and after a little while even co-ordinates her mouth with the twisting stroking grip of her fist around his shaft. Chuck lets his hips undulate, slowly, carefully to show his enjoyment as well as to get her used to the movement.
He lavished her with praises, some more exotic than were necessary, but most deserved as she left his skin tingling and buzzing and his balls tightening with pleasure. He kept building her confidence, preparing her for the next step. "You're doing very well. You're amazing. Now... Put it in your mouth and suck on it. Just take as much into your mouth as you comfortably can. Do it now... Please. I just can't wait anymore." He instructed, acting eager and impatient. His performance was inspired, but he did have a lot to work with. Chuck saw a flash of apprehension in Jenny's eyes, but then she took a deep breath and slowly lowered her lips over his pointed dickhead.
He groaned her name as the liquid heat of her mouth surrounded him, her tongue sliding along the underside of his shaft. Her lips sealed against his skin with firm pressure as she sucked and then shifted, taking more of him. Jenny's hair fell forward, a cascade of straight blonde tresses, tickling his torso where his shirt had ridden up, at that point, robbing him of the delectable sight of her lips stretching around his girth. He wanted to tell her she was a natural, which she was, but he didn't know how she would take that, so he simply gathered her hair out of her face and into a ponytail in his fist so he could enjoy the sight.
Chuck felt himself brush the entrance to her throat and she stopped, dragging in air noisily through her nose as she nursed at him. He was surprised at how much effort it took for him not to try and push her head further down on him. He did use the expedient handhold of her hair to get her head bobbing. Her technique was rudimentary, but she was definitely a fast learner and he only had to admonish her about her teeth once and she took instruction well as he got her to use her hand on the parts of him her mouth didn't reach. It was basic, but good and enthusiastic. Her other hand kneading his thigh was a nice, unexpected touch. He even wondered if she was as innocent as she seemed. She appeared to be giving it her all and she really was a natural and with a little training he was certain she'd be able to deep throat with ease. But, that would have to wait for another time.
He relaxed his control, thrusting a little harder, but with enough warning for her to adjust. The pleasure from her sucking lips and pumping fist were quickly driving him to climax as he gave himself over to it. He let his free hand slide from her shoulder and down her chest until he could cup her breast. There was the slightest hitch in her rhythm, for a moment, but she didn't stop as he fondled her firm globe and rolled and flicked her nipple lightly with his thumb, testing its resilience. She moaned around his dick, her lips and tongue vibrating against his saliva coated and sensitized skin sending a shiver of delight up his spine.
Chuck felt the sweet tension in his balls start to peak and he clenched his jaw. "Jenny, Jenny." He called her name, but eventually had to tug unceremoniously at her hair to get her to focus on him. "I'm... going... going to cum... It feels so amazing." He whined in a strained voice, an Academy Award winning performance he thought. She took a deep breath through her mouth when she hurriedly lifted it off him. "Jack it faster. I'm going to cum on your tits. Let me cum on your tits." He frantically begged enhancing his performance, seeing the delight and pride in her eyes at his reaction. He wanted her to see the power a girl had over a guy when she gave head, it would be even more fun when he took it all away.
He grunted and tensed, and relinquished enough of his control to spurt several thick sticky ropes of his semen onto her flushed breasts and the valley of her cleavage. He exaggerated the tremors that shook him and panted, making his chest heave. She ate it up, looking pleased with herself although he had just cum all over her breasts. "Wow! That was amazing." He panted; watching as she gingerly scooped some of his seed off her skin and curiously tested its texture and consistency between her fingers and thumb. "Do... Do all guys.... Errr... Ejac... Cum this much?" she asked hesitantly, confirming her innocence and inexperience. He could see the relief almost wafting off her, thinking that she had weathered the ordeal of blowing him without ill effect. She had no idea he had held back and certainly not the faintest clue that he was far from done with her. "I've never compared." He replied.
"The bathroom is through there. You can clean up and then I'll give you the rest of the money and a ride home." He told her, helping her to her feet and directing her to one of the door leading off the room. A cloud flitted over her expression when he mentioned the money, marring her pretty feature and he almost felt guilty, almost. She collected her bra and blouse before hurrying off to the bathroom and he tucked himself back into his boxers, but left his pants unzipped and unbelted. He checked that the bathroom door was closed and then retrieved the DVD from the recorder, in a cabinet, linked to the cameras he'd had Stevens place. He quickly checked the footage and it was exactly what he had hoped for. There wasn't any sound, but none was needed. He cued the footage on the huge plasma screen; it would be almost life size and set it to standby and waited.
The bathroom door opened and she stepped back into the room, once again fully dressed and not a hair out of place. There was a little shadow in her eyes and she couldn't quite meet his as she passed him and preceded him toward the door. He followed close behind, slipping the remote to his entertainment system into his back pocket. She reached the small table and started to retrieve her purse and beret when he pounced. Jenny yelped in surprise when he roughly bent her over the table, sending her purse flying, his body pressed firmly against her buttocks and back, his forearm across her shoulders and his weight effectively pinning her in place. None-the-less she struggled, actually managing to get her hands under her for a moment to push herself away from the table's surface.
"What the hell! Get off me! Get off! Get off!!" she screamed as she struggled. He viciously increased his pressure across her shoulders and she cried out as he crushed her back onto the table, driving the air out of her in a loud whoosh. "Quit struggling. You'll only hurt yourself." He growled menacingly into her ear. Whether it was his words or that she had depleted her strength he couldn't tell, but after one final, futile effort she complied, going still under him, breathing hard. Her ass wriggling against his crotch as she struggled had restored his erection to its full glory and he created a little separation between him and her as and slid his free hand under her skirt. She started to struggle again, but he had expected it and ruthlessly quelled her rebellion.
He managed to hook his fingers over the top of the waistband of her panties and started to pull them down. "What are you doing?" she squeaked. "Getting my money's worth." He replied tightly and with a hard yank and the sound of tearing cotton, tore her panties off her. She gasped as his intent became clear and the true nature of her predicament became clear. "Chuck, stop! No... This wasn't part of the deal... Please... Don't do this." She appealed, finally accepting the futility of struggling as he crushed her against the tabletop. "The deal's changed. You should have read the fine print. You know that little voice that told you to get the hell out? You should have listened to it." He informed her.
He'd been right about the panties, they matched the bra. He held up the ruined scrap of cotton and brought it to his nose. "My... My at least she enjoyed herself a little." He thought as he could smell female arousal and on further inspection found the material was damp. "I'll... I'll go to the cops. I'll charge you with rape. Just... just let me go. Keep the rest of the money... I'll give the thousand back too." She rallied. He didn't know what was more delicious, her bravery or her fear. He laughed wickedly. "I don't think so. Not unless you want the entire Upper Eastside, hell... the world, to know just what a little whore you are." He countered, flipping up her skirt and fondling the smooth, pale curves of her firm ass cheeks.
"Chuck! Stop! It'll be my word against yours and you've got a bad reputation already. Your father won't be happy with the scandal. Please... Just let me go." She argued, desperation creeping into her voice. "Yes... I have a reputation, but I also have footage of you taking money to suck my dick." He told her feeling her go stiff under him. "You're lying." She whispered in disbelief. He grabbed a fistful of her hair and then twisted it around his hand until it was taut and tight against her head. She cried out as he yanked her head to face the television while keeping the rest of her uncomfortably immobile. He retrieved the remote from his back pocket and hit play.
He watched her face closely, savoring the moment the hope and fire died from her eyes and he knew his victory was complete. "You could roll the dice. Go to the cops, but this video will be on Gossip Girl and then You Tube before my lawyers even bail me out. I'm sure the cops will also be interested in knowing what you needed all that money for. Either way, Jenny, you're going to get fucked, both literally and figuratively." He told her, patting her ass as she started to shake and tears started to well up in her eyes.
"Please... Please... Chuck, don't do this. I'm a... Please!" she pleaded, sniffing, desperately trying to fight back her tears. Her eyes had gone from flat to wild, darting here and there as if she could find a way out if she just looked hard enough. Her fear and desperation were an aphrodisiac and his cock started to throb with need. He made sure she couldn't go anywhere and dropped the remote on the floor to free his hand so that he could fish his dick out of his boxers. He ran his fingers through her folds causing her to attempt to flinch away from him. "Please... I'll do anything else you want. I..." he cut her off, making her gasp and grunt as he roughly fingered her, trying to work up some moisture. She struggled weakly, sobs now racking her petite frame as with rapid, sawing, twisting motions with two of his fingers and his thumb on her clit he made her body betray her, another horror and humiliation heaped on her slim shoulders.
"Please." She made one last simple plea before she finally understood that all hope was lost. "Why, Chuck? Why are you doing this? I've never done anything to you." She wailed, her voice fragile with the need for understanding, hoarse with tears. He slowed his now slick fingers and leaned closer to her ear. "I'm a Bass, Little J. We just simply can't help ourselves if we can get something priceless for a bargain and I'm so going to get my money's worth from you." He responded in a sibilant whisper, an answer and a dire promise, before running his tongue wetly along the shell of her ear.
Chuck grasped the base of his cock and out of pure spite guided the tip of his dick to the rosebud pucker of her asshole. It was as if his dick were a live wire because the contact sparked her into violent struggles. She had more strength than he thought her slight frame could account for as she wriggled, squirmed, bucked and writhed with all her might to escape, even trying to stamp on his toes and kick at his shins. "No! Jesus, No! No! No! Don't! You can't! Not that! Nooo! I won't let you!" she wailed frantically, hysterically, as he had to use both his hands to subdue her. He gave her full marks for effort. "Settle... Settle down!" he growled, slamming her forcefully back down on the table. "I won't do that. I'll leave your sweet ass alone." He informed her. "For now." He stipulated in his mind.
She had no reason to believe him and she continued to struggle. "Dammit, Jenny. Stop or I swear I will fuck you up the ass right now and you know I will." He warned her, putting cold steel in his voice. She whimpered and finally went still, breathing hard and sniffling. Chuck grasped his cock and slowly ran his head through her folds, feeling her flinch at the touch, but unable to go anywhere bent over the table as she was. He found her entrance and seated himself, feeling her tight flesh stretch slightly as he wedged himself securely in place. "Chuck... Chuck... Please... Please don't do this. I'm a vir..." her plea became a loud, anguished cry as he drove himself forward with a powerful thrust, tightening his grip on her slender shoulders, he ploughed through her tight resisting flesh. She wasn't nearly wet enough and her channel clutched at him in an attempt as futile as her pleas to stop him, but his invasion continued.
His eyes widened as he felt the barrier of her maidenhead, but he barely slowed. She screamed again as he tore through her virtue, feeling her reluctantly stretch as he filled her and buried himself to the balls in her vice-like, heated core, his torso slamming against her ass. He might have been worried about the noise had there been any other residence on his floor, but it was his floor and there weren't. "Well, better and better. A, bill of sale signed in blood. Jenny certainly won't be forgetting this soon." He thought. Chuck groaned as her deflowered snatch twisted and flexed around him as it attempted to adjust to his abrupt and thorough penetration. He felt her shudder as sobs racked her frame and perversely those sobs rippled her channel around him pleasurably.
Whatever fight and resistance she had left was knocked out of her and she simply cried out softly, grunted, groaned or whimpered limply as he used her for his pleasure. He pounded into her again and again the wet slap of skin colliding against skin mingled with her noises and his heavy exhalations. Her tight flesh was an exquisite caress of heat, pressure and tingling friction. Her sex flooded with slippery sex grease, almost in self-defense at his wanton use and he picked up the pace. He meant to take his time, savor her, but it felt so good to unleash his desire, to let his lust free to run its course, that he just kept going faster and harder.
Each collision now made the table rock and creak, accompanied by a hoarse cry from her as he pierced her core. The tension in his balls build exponentially and his breathing started to become ragged as he fucked her with wild abandon. He gritted his teeth and clenched his jaw, trying to hold back the storm he could feel building in his nuts. The strain of that pause, made the release feel even better. His ass clenched and he ground into her, trying to get as deep as he could before surrendering to his climax.
His dick expanded, pressing against the tight grip of her no-longer-virgin snatch and then he was pumping his seed into her. He threw his head back and bellowed his enjoyment to the ceiling as his spine bowed with the surge of electric pleasure that washed over him in a torrent of ecstatic sensation. His hips bucked with each heavy spurt, grinding and lancing his shaft into her until he ran dry. His dick dry heaved a couple of times mixing pain with his pleasure as his balls constricted. Her snatch pulse around his sensitized dick as she breathed raggedly underneath him, crying softly.
He shifted slightly, making her whimper as he bent over her and lowered his lips to her ear. "I'm betting you didn't enjoy that very much, unless you are far kinkier than I give you credit for. "Next time, if I'm feeling generous and we have time, I'll show you how good and enjoyable sex can be." He informed her. He felt her tense, her sex squeezing his slowly shrinking manhood. "Next time?" she asked in an incredulous, shocked gasp.
"Oh yes, Jenny. Next time and the time after that and the time after that, as often as I want, when I want, how I want. Don't you get it, my dear, sweet, little Jenny Humphreys? As, of now, you're mine. You'll do what I tell you when I tell you. I own you, bought and paid for." He explained cruelly and roughly turned her head using a firm grip on her hair and crushed his lips to hers, watching her eyes widen in startlement and darken with understanding and resignation before stepping back and pulling out of her.
THE END? TO BE CONTINUED? You're going to have to tell me.