Bought And Paid For

TITLE: Bought And Paid For

AUTHOR: Midknight

CHAPTER: 11 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 ELEVEN

He was deliberately late and let Arthur stop the limousine well past Jenny where she waited for him at the rendezvous spot he had designated for her about a block from her home. He opened the door and it took a few moments for her to duck her head into the warm interior, her breath steaming in a panted cloud with the exertion of running in the cold morning air. She took his extended hand and he guided her into the limo, but once she was in and had shut the door, he tightened his grip and with a sudden yank pulled her to him.

Jenny let out a surprised yelp, her bag clattered to the limousine’s floor as she fell forward, out of control and off balance when the limousine pulled away as well. She sprawled across his lap and even struggled against him for a moment when he clutched her roughly to him. He twisted his fingers into her hair as he cupped the back of her head and hungrily and fiercely captured her lips in a demanding kiss. He smiled against her crushed lips when she just as suddenly went soft and moaning, kissed him back as he sucked at her full lips and let his tongue tangle and wrestle with hers. She must have had honey with her breakfast; he could taste it in her mouth. He pulled her tighter against him and let his hand slide up the back of her thigh and under her skirt to grab and fondle her ass.

He smiled again as she was naked underneath without him having had to specify it. Her smooth skin was cool under his hand and he massaged heat into the firm globes of her buttocks before letting his fingers explore between her legs. He nipped at her lower lip as he broke the kiss, holding her head in place, restraining her when she started to follow his lips. “Good morning, Miss Humphreys. Did you have a good night?” he greeted her and then chuckled in amusement as she rolled her eyes at the insincerity in his tone. “When you finally let me get some sleep.” She responded and he had the impression she had just barely found the restraint not to stick her tongue out at him. “Hope I didn’t keep you waiting too long. Did you get cold waiting out there for me?” he continued and she jerked on his lap and groaned as he toyed with her asshole for a moment before he wormed his fingers between her folds and let his fingertips drag across her clit. She didn’t answer, just sighed and rocked her hips to increase the stimulation, but he felt her skin heat quickly with more than just the shared warmth of his touch.

Chuck accommodated her, concentrating his attention on the little pearl of nerves. Her head pressed back against his hand and her eyes half-closed with a little purr rumbling from the base of her throat while her teeth dug into her lower lip. His dick had come to full attention the moment he’d captured her lips and now throbbed, hot and uncomfortably through his clothes and against her hip. Her eyes shot open in shock and she made a noise of dissatisfaction and disappointment as he swiftly removed his hand without any warning. He caught her eye and tilted his head as he let an eyebrow quirk and let his smile become smug and leering. His expression had “now-what-are-you-going-to-do=for=me” written all over it.

She nodded her head slightly and shifted until she was straddling his thighs. “How… How do you want me?” she asked quietly, coyly while slowly, unconsciously rocking her hips to slide against the bulge of his erection where it strained against the front of his trousers. He considered her question for a moment and then licked his lips. “Take off your jacket, blouse and tie, take out my dick, turn around and then… Then, surprise me, but it better be hard and fast. We’re on the clock… Well, you are anyway.” He instructed with a wicked chuckle. He knew she wasn’t wearing a bra, he’d felt her nipples pressing into his chest through her blouse and his shirt. Jenny gave him a speculative look and then hurriedly removed the clothing he’d requested.

He squeezed and caressed her breasts and tweaked her hard nipples, feeling her tense in response and her fingers falter as she blindly worked at his belt and then pants. He couldn’t resist and lowered his head to capture one of the turgid peaks with his mouth hearing her gasp above his head as he nursed at her flesh while swirling his tongue and less-than-gently nipping at the resistant little tube and it’s puffy areola. Chuck sighed against her skin when she finally managed to free him. He had to put his hand on the seat to lift his ass enough for her to pull his pants down to his knees. He thrust into the warm grip of her fist as she wrapped her fingers around him, enjoying the friction and pressure. He held her nipple between his teeth, forcing it to stretch as she got her feet under her on the floor and tried to turn as he’d instructed. He let go only when he saw her wince.

Chuck let his hands rest lightly at her waist, not guiding, but ready to offer support should she need it. She reached back between her legs and grasped the base of his cock to steady it as she hesitantly leaned back. He exhaled heavily with delight as the tip of his dick slid through her silky, warm and slippery folds. Unaccustomed to the position an essentially blind, she missed the mark, not finding her entrance and her momentum ended up brushing him across the rosebud of her asshole. She froze. He leaned forward, pressing against her back and resting his chin on her shoulder. “Now… That would be the kind of surprise I like.” He suggested in a soft whisper against the shell of her ear and he felt her shiver.

Jenny took a deep breath and then after a moment shifted him to her entrance. Moist, heat surrounded him before he could demonstrate any disappointment and his fingers flexed against her firm torso and his thumbs against her back as she quickly sunk down on him. Her channel twisted and clutched at him in a velvet caress until she was again resting on his lap. She squirmed and circled her hips to adjust to his length and girth and he pulsed against her tightness. Chuck let his eyes droop closed with a satisfied groan, enjoying the sensation in the darkness behind his lids as she squeezed around him and he felt a rush of liquid heat flood from her and around him. “Fuck me, Honey. “Hard and fast. I know you want to.” He encouraged in a gravelly growl and a nip to her earlobe.

He frowned when she simply continued to circle her hip, keeping him buried inside her while not really riding him, but then she slowly drew herself up along his length. She paused when just his head was still inside her. She remained poised their for a moment and then she again reached back between her legs to grasp his base. He felt her slippery cream trickle down his length and he could feel her tense hesitance and remained still and silent as he waited to see what she would do. She slid him free and then positioned him further back. “This… This is what you want. Isn’t it?” she asked in a small, nervous voice and he heard her swallow hard afterward. “Yes!” he hissed with barely contained enthusiasm and encouragement. He could almost see her close her eyes and steady herself and then she was pressing back.

He gritted his teeth and forced himself not to tighten his grip and pull her down onto him. She made a strained whimper deep in her throat as the pressure of his pointed tip increased as it battled her taut ring of muscles. She gasped and didn’t quite manage to stifle a cry of pain as he broke through and popped into her. He could feel her thighs shake and her belly shudder as she sunk lower and lower onto him. She whined, her breathing ragged and loud in the silence when she settled on his lap and all but collapsed back against him, her head lolling on his shoulder. He throbbed against the tight, pulsing rear channel as it squeezed and twisted around him in an unconscious and ultimately doomed attempt to expel him. He wrapped his arms around her, her breasts resting on one of his forearms and kissed the juncture of her neck and shoulder.

”You really are a very special girl. Do you know that?” he told her and when she turned her face to follow his words he kissed her, soft and inviting, letting her know she did well and there was nothing wrong. He kept the kiss gentle until she kissed him back. She undulated slowly and he groaned into her mouth at the wonderful sparks of sensation that crawled into his balls and radiated into his belly. Chuck let one hand curve up to cup and fondle her breast while the other dropped between her legs and under her skirt to find the exposed pearl of her clit while also burying two of his digits into her slippery wet slit to caress her there, making her moan against his lips. He gently broke the kiss in a series of smaller ones before he nibbled at her jaw line and back to her ear. “Now, fuck me!” he demanded with urgent need.

Chuck felt her tense with purpose, leaning forward and resting her hands on his knees for support and leverage as she pulled herself up along his length and the relax to slide down again with soft sounds of strain and discomfort. She repeated the process, at first, slowly increasing the range of her motion, experimenting and drawing ever longer, fiery, pleasurable trails of friction along his hard, twitching length. The noises she made became less strained as she became accustomed to what she was doing. She found her confidence and he guessed she got a handle on whatever, if any discomfort she was still feeling as she started to speed up. Electric delight surged into him each time she rose and fell as she found a steady rhythm and pace.

His head pressed back into the leather of the seat behind him, making it creak in his ears as he clutched at her firm breast, flexing his fingers and her resilience flesh resisted his fingers while his thumb rolled and flicked her stiff nipple. He started to buck his hips up into her, matching her stroke to add the power of his desire to her delightful efforts. Their bodies met with a wet slap, the collision sending shockwaves through them both. She started to pant and his own breathing soon became labored, as he made no effort to control himself. Pleasure inundated him in waves, spreading through his nerves as tingling heat that made his skin blaze and sweat pop up on it to quench the fire. Some little voice told him he was going to need a shower before going to class. The pleasure pooled in his balls, filling and tightening them

Her ass was a snug, velvet caress that pulsed around him as he plunged into her superheated bowels with her willing, enthusiastic assistance. Her cries and noises became strident with enjoyment as they strained together. He tried to focus on frigging her clit, but it was getting harder and harder to stay co-ordinated as he started to shake, the small of his back tightening and twitching with the jolts of delight. Chuck started to grunt as he got closer and closer, the pleasure intensifying, the surges getting closer and closer together until they overlapped and there was nothing else. Thought fled and he surrendered, his hips bucking hard and then humping while his hand tightened and pulled her back against him as he erupted into her dank depths with heavy pulsing spurts. Each spurt was a trumpeted exultation of release, his essence blasting into her as strained cries were pulled from his lips and into the air.

Jenny gasped and squirmed and struggled, fighting against his restraining, restricting grip and then she let out a sharp cry that became a whimpering wail. Her sex clenched and twisted around the fingers he didn’t even remember were still buried to the knuckles inside her and then his hand was sopping wet, drenched with the flood of her climax. They shuddered against each other as she allowed him to pull her back to rest against his chest that heaved against her naked, sweaty back while he emptied himself inside her. He floated on a flow of bliss that pulsed with the beat of his heart, that made his blood sing in his ears and his nerves buzz while his muscles twitched as the tension was blasted away by satiated relaxation.

A finally shudder shook Jenny against him and then she went limp, her head lolling on his shoulder, her hair tickling his skin and her breath hot against the side of his neck. She turned her head the other way when he called out his driver’s name. He was surprised how rough his voice sounded and he swallowed to wet his throat. “Arthur, where are we?” he enquired, realizing that he had lost track of time and that they had stopped moving at some point. The intercom buzzed softly and then the driver informed Chuck that they were parked outside the school. Jenny moaned as he slid his fingers free of her and raised his arm to his face to check his watch and sighed.

“I hope you didn’t have anything important scheduled for first period.” He told her and she just slightly, tiredly shook her head. He groaned as her ass clenched around him in a series of unconscious pulses or climactic aftershocks, trying to expel him as he started to shrink. “Or second period for that matter. We definitely need to get cleaned up before we can go to school.” He explained and he felt her tense. “It’s okay. I’ve got excuse slips. You won’t get into any trouble.” He assuaged her panic and she relaxed. “Arthur, to The Palace and step on it.” He instructed his driver and he groaned as the limo pulled away and the movement pressed him into Jenny. He was a little sensitive after the wonderful work out in her tight little ass.

Given their position he couldn’t quite slip out of her even though he was now soft and Jenny didn’t seem inclined to move. “It’s official. I’m a total slut.” She sighed heavily and he couldn’t help but laugh at the total dejection in her voice or the absurdity of her statement. “I didn’t need to do that. To… stick you in my ass, but I did.” She continued, ignoring his mirth. “Silly, silly girl. Technically you are a whore who just happens to enjoy her work. Remember, I own that sweet ass of yours.” He corrected her and her head whipped around to look at him, her eyes flashing and a retort hot on her lips. Her mouth opened and closed in a wordless sputter and then she just sighed again and her shoulders slumped.

He reached for her hips and shifted her off his lap and she let him shift her onto the seat next to him without protest. “It’s not a bad thing, Jenny. You just found something that you enjoy that you thought you didn’t.” he told her as he cleaned himself up as best he could and tucked himself away before he pulled his pants back in place while she collected her blouse from the floor and shrugged back into it. “You’ve enjoyed anal before.” He noted. ”But I didn’t want you to do that to me those times. It was done to me. What ever happened it wasn’t my fault. This time… You… You gave me a choice and…” she tried to explain her position, her voice soft, raw and distressed. He sighed, almost tempted to remind her that she was the one who had suggested this early morning rendezvous just to see her reaction.

“Jenny, I’ve told you before you like sex and you’re still exploring this side of yourself. Stop doubting your choices, especially when you get to make them.” He suggested as he remembered what Kate had planned and what he was going to tell her to do. She retrieved her tie and gave him a thoughtful glance and then her eyes tightened and went cold. “You did this to me.” She accused with a sudden glare, her back stiffening and he shrugged. “You can thank me later.” He quipped flippantly as he buckled his belt and she could do nothing but stare at him and then shook her head in angry disbelief. It was better for her to be pissed at him that to dwell on her confusion over her sexuality. She made a disgusted noise at the back of her throat and then reached for her bag and pulled out some tissues and started to wipe herself.

“Shit! Your stuff is all over my skirt. I can’t go to school like this, even with a shower and I can’t go back home, my dad’s there all day.” She lamented. “Oh relax. There are spares at my place along with the rest of the things I got you.” He placated her. “Of my skirt?” she wondered, her voice betraying amazement. “Yeah, just in case. Me and the boy scouts… Always prepared and accidents will happen.” He replied in a matter-of-fact tone. “That’s… That’s actually kinda considerate.” She noted quietly, her eyes lowering and the tension fading out of her. “Here we go again.” He thought and stopped himself from shaking his head as he was once again on the Jenny Express Mood Rollercoaster. He should be irritated, but instead he found it enduring to be the catalyst and part of her journey of self-discovery; to watch her work through her misconceptions about sex and herself.

Chuck glanced at the sexy little blonde girl that was blooming into womanhood. He started to wonder if he should tell her about Kate’s plans or just let it happen on the night. Now was obviously not the best time, but they had a few days yet and a little time to wrap her head around it might not be a bad idea. Then again too much time to dwell might completely overwhelm her, causing her to balk. That thought sort of bothered him. Would he be able to coerce her if she objected too strenuously? Did he want to? His train of thought was derailed when the intercom buzzed again.

“We’re here, Master Bass.” His driver’s voice informed them. Jenny suddenly groaned and he saw a blush heat her cheeks before she buried her face in her hands. “What now?” he asked in uncomprehending confusion. She lifted her face and looked at him with embarrassed eyes and glowing cheeks. ”He heard everything, didn’t he?” she stated, motioning at the partition and his driver behind it. He let out a hearty guffaw. “You were certainly loud enough, but don’t worry. Arthur has heard worse and he’s the absolute soul of discretion.” He noted with an amused smile. The man in question opened the limousine door and she jumped slightly drawing another bark of laughter from him. She grabbed her jacket and they exited the limo.

TO BE CONTINUED