Guilty Pleasures

TITLE: Guilty Pleasures

AUTHOR: Midknight

CHAPTER: 1 of 1

FANDOM: Gossip Girl

SHIP: Chuck / Serena

RATING: NC-17

CATEGORY: Erotica

SPOILERS: Season 2 - A couple.

SYNOPSIS: SPOILER WARNING: Season 2, General. Events conspire to create a situation where Chuck and Serena do something they shouldn’t do.

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.

FEEDBACK: Yes Please. It helps. It really, really helps. – midknight_tales@yahoo.com

Chuck walked into what he now referred to as Lilly’s, but was his old family apartments, to find the place deserted with most of the lights off and the rest turned down low and snorted. He’d been splitting his time between there and his suite at The Palace. He wouldn’t admit it under torture, but he did occasionally like having his new “family” around him. Tonight would have been one of those nights. He felt out of sorts. He was missing something, wanted something, but just didn’t know what. He knew all the separate elements: The death of his father, the betrayal by his uncle and the situation with Blair had him off balance. It was a feeling he didn’t like, not having control, but being around his strange and growing family, with the Humphrey’s also thrown into the mix, seemed to inexplicably take the edge off.

But, tonight, it seemed, they did have lives of their own. He turned back to the elevator, deciding to go and find what amusements he could at Victrola when his ears pricked up at the faint, but unmistakable sound of feminine pleasure. He frowned for a moment and then decided to investigate. The sounds became more distinct as he quietly ascended the stairs. He smiled to himself. “Someone’s really enjoying themselves.” He thought as the volume increased even as he stood still at the head of the stairs. He had thought it might be Lilly, but the sound was coming from the other end of the hall, from Serena’s room.

He half-turned to leave, but a quick series of vivid flashes of what she might look like, what she might be doing to illicit those sounds froze him in his tracks, his dick lurching in his trousers, sliding against the silk of his boxers as it stiffened. He had never actually thought of Serena in those terms before, not even at the height of her party girl phase. She was beautiful, that was undeniable, tall, blonde, athletic, but shapely, a perfect match and contrast to Blair with… He squelched the minutely detailed description of Blair Waldorf that came to mind. He knew the realities about Blair that he was only now imagining about Serena and he missed them. He chuckled wryly in his head at the irony, that they had grown up together as such a close group of friends that he had sort of always seen Serena as a sister, yet now that she was by marriage, his sister, he was suddenly seeing her as something else as he stealthily made his way down the hall. “My frustrations over Blair must be getting to me. He conceded.

Serena’s door was slightly ajar and he could now also hear a soft buzz underlying her soft, moans, groans, gasps and panting breath. The light streaming from between the door and the doorframe was soft and shifting and the soft scent of vanilla led him to believe it was candlelight. “Quite the girls night in, S” he thought as he adjusted his erection for what comfort could be found in the confines of his boxers. He carefully peered through the gap and froze. I must be losing my touch.” He reprimanded himself. His imagination hadn’t done the sight he beheld nearly enough justice.

His blonde stepsister lay on the centre of her bed, a tapestry of shadows painted by soft candlelight. Her lithe, lush form slowly writhed, a collection of smooth curves sculpted in smooth skin as she ran the source of the buzzing noise, a slim, silver vibrator, through the glistening folds of her sex. Her eyes were closed, eyelids fluttering, cheeks flushed and her straight white teeth worried at her full lower lip. Her long, slender fingers clutched and squeezed at the globe of her full, pert breast, testing the firm, resilient flesh and as he watched she rolled and the pulled at the long tube of her brown nipple on its puffy mushroom cap areola. Serena gasped and her hips bucked as she applied the vibrator to her clit, her heels digging into the sheets on which she lay. In short, she was beautiful, sexy, an erotic dream he was surprised he had not considered before. He felt a strange and sudden sense of guilt, intruding on her privacy, but even with his curiosity now sated, he still could not bring himself to leave as desire overwhelmed the guilt.

His hand stole to his crotch to rub and squeeze his rock hard erection through his trousers as he watched her continue to pleasure herself by working the vibrator across her clit and into her slit. He watched her body tense and then relax; her head pressing back into the pillow and her halo of soft, blonde curls. Chuck licked his lips and swallowed the saliva that flooded his mouth as Serena pulled and twisted her nipples far harder than he thought would be pleasurable, but obviously was. His fingers seemed to have a mind of their own as they undid his belt and then his trousers. He stifled a sigh of relief as the pressure lessened on his throbbing hard on and then another as it disappeared entirely as he fished his cock out of the fly of his boxers and into the cool air. “This is wrong in so many ways.” He admonished himself wryly even as a thrill of excitement course through him before he focused all his attention back on Serena’s masturbatory performance while he slowly skimmed his fist up and down his throbbing length.

Whether it was the intensity of his attention or a subconscious need for discovery, but his elbow hit the door and it opened further, creaking ever so slightly and Serena froze, her eyes popping open. “Who… Who’s there?” she queried uncertainly. With, the differences in light between the room and the hall, all he had to do was leave, quickly and quietly and she never would have known he had actually been there, but instead he pushed the door open completely and stepped forward into the candlelit room.

“Chuck?” she enquired uncertainly as she recognized him. “Chuck!” she gasped in scandalized shock as she realized the import of the situation or just noticed that he had his erect cock in his hand. Serena hurriedly reached for the sheets to cover herself. “Don’t!” he commanded and her hand froze instinctively at his sharp tone, with the sheet clutched in it only half covering her. “You’re absolutely gorgeous, no need to hide such beauty.” He explained, licking his lips as his increased proximity increased the spicy, tantalizing scent of sex that wafted off her. She ignored him and slowly drew the sheet across her. “Get out, Chuck.” She told him in a cool tight tone, but her eyes were well south of his face. “I don’t think so.” He responded as he saw her chest rise and fall quickly with a hitched breath as he deliberately stroked his cock in front of her.

“You obviously need something… I want something… Why don’t we help each other out? Everybody wins.” he proposed, keeping his voice low, seductive and yet perfectly reasonable, closing the distance between him and the bed with slow, measured steps until he stood next to it, looking down at her. He saw the pink tip of her tongue dart out in a nervous circuit of her lips as her eyes finally lifted to find his. “Please, Chuck, just leave. You shouldn’t be here…This is wrong… We can’t.” she whispered and he didn’t know which one of them she was trying to convince. He looked down at her in contemplation as her fingers twisted the material of the sheet she clutched to her chest. “We can. Its just pleasure, Serena, nothing more.” He stated clearly, confidently in contradiction as he released his cock and reached for the button at his cuff. She had matured since returning, but he knew the embers of her hedonistic past still smoldered somewhere inside her and just for this one night he wanted to fan them back into a blaze.

He stripped quickly, but methodically until he was as naked as she was under the sheet, keeping his eyes on her the entire time, waiting for her to protest further. Her eyes held apprehension, but they also slid up and down his body as he revealed it to her. She swallowed heavily and her tongue peeked out to wet her lips again. His dick throbbed with life the entire time; the air feeling cooler than it was on his newly exposed skin. She didn’t move an inch, hardly breathing, the entire time. “Chuck… No.” she breathed with desperation, but without much conviction as he reached for her fingers and with a little effort uncurled them and pulled the sheet way from her, exposing her to him once again. “Absolutely exquisite.” He informed her in an awed, hushed tone as he let his eyes roam over her again. He noted she still clutched the vibrator in her hand that had been under the sheet. She flinched and drew in a sharp breath as he lightly ran the backs of his fingers along the smooth curve of her cheek and then down her throat.

Chuck let his hand trail lower, her skin feeling as smooth as it looked. He slid his fingers along the curve of the side of her breast, his thumb barely grazing the tip of her nipple, but her body twitched all the same. His kept his eyes locked to hers with both a promise and a challenge. Her taut stomach quivered slightly under his fingertips as they crept lower. He suddenly took his hand off her and deftly removed the vibrator from her unresisting hand. “You won’t be needing this again, for tonight at least.” He told her as he slid onto the bed and dropped the pointed, silver tube to the floor next to it. She looked at him with wide eyes, the flames of several of the candles reflected in her pupils as he knelt between her legs, which he spread without resistance.

He looked at her intently, studying her, measuring the tension he could feel rolling off her in near tangible waves. He slowly licked his lips, watching her eyes follow the slow circuit and then instead of moving forward on top of her and taking his prize, he slid back and then lowered his head. Serena gasped and her thigh pressed firmly against his ears as he ran his tongue deftly up her slit and then latched his lips onto the exposed bud of her clit to suck at it and its surrounds. She tasted exquisite, cinnamon and caramel with swirling hint of something that could only, simply, be described as the essence of sex and his efforts were rewarded with a copious flood of fresh nectar once her thighs relaxed enough for him to explore her glistening folds. He kept his hands on her knees to give himself room while he gauged her reaction, from her gasps, hitched breathes, moans, soft cries, mewls and the way her hips jerked or undulated to see and repeat what excited her most.

He felt her quiver under his mouth as he lapped and suckled at the exposed pearl of her clit while she made a drawn out whining moan. He slowed his movement and lightened his pressure, keeping at the edge until he felt slender, but strong fingers wind into his hair and roughly urge him on as she bucked up and held herself against his mouth. If his mouth hadn’t been otherwise engaged he would have grinned in triumph. He worked her clit furiously and hard, sucking and lashing it with his tongue before lightly nipping at it. Serena screamed and bucked again, her body shuddering, her back becoming a tight bow and her heels digging into his back as she climaxed. He slowed his stimulation and then revved it up, keeping orgasmic waves of sensation crashing into her as her hands clutched at his head and she alternately went still with tension or thrashed about under his ministrations.

He lapped up the torrent of cream that spilled from her, savoring each drop and letting his tongues snake into her channel to find its source. His dick ached it was so hard as it throbbed against his belly and the sheet below him. It was a fight to raise his head against her clutching hands, but he managed to free himself, drawing his tongue up her slit and across her sparking clitoris one last time. He drew in a sharp breath, as his dick lurched. He wouldn’t have thought it possible, but Serena looked even hotter. Her hair was now a complete mess, the blonde halo now a cascading waterfall of damp curls, which clung sexily to her skin. Her skin glistened and was turned golden too by the candlelight reflecting off the thin sheen of perspiration that coated it. Her lips were swollen where she had bitten them and her eyes were wide, unfocused and wild. Her chest heaved, the firm globes of her breasts quivering with each breath and the hard, turgid tips of her nipples seemed to strain up as if trying to reach for the sky.

Chuck licked his lips, collecting the last of her heavenly ambrosia and then shifted forward between her legs. He found her entrance on his second, blind thrust, the first simply sliding up along her slit and making her jerk as he pumped her clit. He drove forward, thrusting with his hips and pulling himself further up her body at the same time. He gritted his teeth, but wasn’t able to stifle the heavy groan that rumbled in his throat as her resistant, but slick flesh reluctantly parted for and then snugly surrounded his manhood. The delicious friction of her channel sliding along his shaft intensified the tension intensified the tension in his balls and made his ass clench and the small of his back twitch with pleasure as he filled and stretched her.

He came very close to simply losing it as their bodies met and they ground together. He literally had to grid his loins; using every ounce of his will to stall the eruption he could feel imminent in his roiling nuts. He drew in a heavy breath through his nose and exhaled through his mouth as he looked down at her, his face now hovering over hers. Her nipples were hot little points where they pressed against his chest as he let some of his weight settle onto her, her skin a smooth caress against his as she drew shuddering breaths. Her mouth was open and he swooped down to capture her lips and in a hungry, probing kiss. She remained stunned and unresponsive for a moment and then her tongue was dueling with his and her nails dragged up his back to find the back of his neck and his scalp in a wild, scrabbling massage of hunger and surrender.

They sucked, nipped and lapped at each other’s lips with wild abandon as his cock pulsed against the flexing, twisting grip of her core as she adjusted to his invasion. He felt her legs curl around him, her feet sliding up along the backs of his calves. He dragged his lips from hers to suck and lap at her neck, tasting the salt of her sweat and breathing in her intoxicating scent as he started to rock his hips. He slid one hand under her arm and hooked his fingers over the smooth curve of her shoulder, resting his weight on his forearm to free his other hand. He caressed and explored her breast, testing the resilience of the firm flesh and tracing its shape as he weighed the warm mound and slowly increased the range of his motions inside her.

His need for release sang in his blood, made it pound in his ears, made him want to thrust hard and wild, but he restrained himself. This was a once in a lifetime opportunity; there would never be such a confluence of events again. Even, as it was, he wasn’t quite sure this wasn’t just some amazingly vivid dream and that when he did surrender to climax he would wake up alone in his bed with nothing more than a sticky pair of sleep shorts. She started to move with him, her body undulating and writhing under his, her skin sliding against his, silk on satin as he journeyed back and forth from her entrance to her molten, inviting, intimate core.

His mouth watered and he drew a wet, serpentine path down her throat, pausing to suck at her wildly thrumming pulse point and to dip and swirl his tongue in the throbbing hollow at its base. He continued lower until he found his true destination, the plump, tube of her erect nipple. He toyed with it, circling it with the tip of his tongue, denying himself as much as he did her until he drew it into his mouth and suckled at it hungrily. Her hand tightened in his hair, pulling his mouth against her breast as he tightened his grip on her shoulder to pull her down onto his dick as he drove it into her with more force and urgency.
His grunts and her cries of increasing volume mixed with the slap of his pelvis colliding with hers as they repeated the process over and over again.

His heart hammered at his ribs and his lungs burned with the effort of dragging in enough air to fuel his body’s battle with his will as he drove into her again and again with dazzling surges of pleasure and yet refused to yield to his screaming need for release. She matched him stroke for stroke, her fingers clutching at his back as it shifted and flexed with his exertion. Her hands moved lower and he lifted his mouth from her breast with a growl, baring his teeth as her nails dug into his ass, mixing pleasure and pain. His eyes found hers and his triumph was complete. He would never forget the look of pure, blazing lust on her face and then he surrendered to his own need.

He slammed into her again and again, his jaw clenched and every ounce of his strength mustered to drive himself into her as deeply as he could. The sensations were both heaven and hell, pleasure skirting the edge of pain as their sheer volume and intensity overloaded his system. He felt light headed and, his vision going blurry as he just couldn’t seem to find enough oxygen as he panted with strain and then a moment of complete peace. His body tensed, his back arching into a taut, vibrating bow as he ground into her, as close to her as was physically possible. And, then, the moment shattered and his vision and being was filled with the delicious joy and bliss of orgasmic release as pleasure exploded through him and he pumped his seed into her. His hips humped even though there was nowhere for them to go as he fired heavy spurts of his essence into the inviting embrace of her squeezing, twisting, flexing, pulsing sex as she climaxed with him.

Chuck didn’t know how long they stayed like that. Time was meaningless. All he knew was ecstasy and the arching, sparking electrical tendrils of pleasure that radiated through every part of him, making his muscles twitch and misfire and his nerves and blood sing with joy. A distant second was the silk feel of her skin against his. When his climax passed, it took his strength with it and he collapsed on top of Serena, both of them groaning in unison as he shifted inside her. They were both breathing hard, but he still couldn’t resist wrapping his lips around her nipple one last time and sucking on it hard. He held onto it, stretching it until he was forced to let go as with more effort than he would have thought possible he rolled off of her once he had shrunk free of her.

He would have gladly lain there for an eternity as he luxuriated in his satiation, but instead, he rose to a sitting position and threw his legs over the side, his back to Serena. He ran his fingers through his hair, rolled his shoulders and winced. He reached over his shoulder and gingerly inspected the shallow scratches he found. He could hear her breathing behind him and waited for the inevitable recriminations to begin. He retrieved his boxers from he floor and slid them on, still waiting. “This never happened.” She said suddenly, her tone suggesting both an instruction to him and a reassurance to herself. “What never happened?” he enquired as he rose and started to dress quickly. He turned just as she drew the sheet over her, covering herself. Her face was still flushed and her eyes followed his movements, haunted and with the fire he had seen in them completely drained away.

The guilt he had felt earlier returned, an uncomfortable twinge, but was strangely tempered by the memory of the pleasure he had just experienced with, as well as, given her. He lifted his jacket off the floor and something silver tumbled off it and back onto the floor. He reached down and picked up her vibrator. “I know this never happened, but feel free to use it as a guilty pleasure when you use this again. I will when the need arises.” He suggested, holding up the vibrator for a moment before he deliberately placed the silver tube on her dresser, making sure it wouldn’t roll off. He was strangely gratified to see just a glimmer of heat return to her eyes before he turned and without another word slung his jacket over his shoulder and walked out of Serena’s room, shutting the door behind him with a soft smile curving his lips.

THE END