Bought And Paid For

TITLE: Bought And Paid For

AUTHOR: Midknight

CHAPTER: 8 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 EIGHT

The present… The back of Chuck’s limousine…

“Goddamn, Girl… You are good. But, all good things must come to an end!” he groaned in appreciation. “It’s time for the grand finale… I don’t want to be late for dinner with my dad. He started to buck his hips, his fingers buried in her soft, luxurious hair, pulling her onto him, dictating the pace. She resisted for a split second and then he felt her relax, accepting his less-than-gentle use and urgent guidance. The feel of the snug throat, wet mouth and silky lips sliding along his shaft sent surges of pleasure in his already roiling balls as he reveled in the joy of giving up control. It didn’t take long for the wondrous stimulation to overwhelm him and he surrendered to it willingly.

The small of his back tensed and then pulse as he erupted, grunting heavily with the sparks of sensation that snaked up his spine as his climax erupted. She choked a little on the first heavy spurt as it hit the back of her throat, but the quick constriction of her throat around him only spurred the next spurt on. A solid electric surge of pleasure tensed his body and made his blood pound in his ears. He let her lift her head until she was nursing on his dickhead while he continued to fill her mouth with his seed. It took a little effort, but he managed to keep her eyes on her face, watching her nostrils flare as she breathed heavily through her nose, her eyes closed as her cheeks ballooning as he filled her mouth and she was unable to swallow.

Chuck relented as his climax finally started to wane and let go of her head. She sucked hard one last time and he grinned around the heavy groan her action drew from him. A heavy string of spittle and semen connected her swollen lips to the tip of his cock as she lifted her face. He watched as she swallowed while the last of the tension drained out of him. She collected the string of thick fluids, following it back to his dick and then lightly used her swirling tongue to clean up his twitching member as, sated, it shrank.

Jenny was getting much better at reading his moods and he needed to tell her less and less what he wanted in certain situations. She tucked him away and did up his trousers with deft fingers. He could see her running her tongue over her teeth and the inside of her mouth to get the last of his seed before she got up onto the seat next to him and pulled up her panties and wriggled back into them. She retrieved her bra and blouse and started donning them as he straightened his clothes and checked himself in the reflective surface of the partition. He leaned forward and tapped the partition and a moment later he felt the car start with only the slightest of shudders. They would be close to her apartment building in a few minutes; he never dropped her off directly in front of it. He watched Jenny check that she was presentable as the limousine once again came to a stop.

Her eyes went wide as she leaned over and gave her a probing kiss, his tongue tangling with hers. He could still taste just a hint of him in her mouth. “I’ll see you tomorrow afternoon at two. Kate’s in town.” He reminded her and she nodded her head, her cheeks coloring adorably. It amused him, that after everything, it was that experience that could still make her blush.

A week ago…

He knew it was cruel, but he just could simply not resist. The opportunity was just too good, the circumstances and timing too perfect. He checked his watch. It was ten to four and she would be that at four, promptly if she had learned her lesson. He slipped the bellboy a twenty and told him to be back just after four and took the lead of the russet brown Great Dane. The dog was called King and belonged to Mrs. Blattenbaum, a permanent resident two floors above him and he’d met the bellboy who was going to walk him in the elevator when inspiration struck. He took off his jacket and undid his tie before settling down on his favorite recliner with the big dog obediently sitting by its side, tail wagging slowly as he scratched it between its ears.

The door opened and shut and he heard her light footfalls come down the entry way and then falter as she entered the room. He saw the blood drain from her face as she blanched and froze, her jaw slack and horror in her eyes. “Hi, Jenny. I’ve got a playmate for you this evening.” He greeted her cordially. “No.” she breathed out, visibly trembling. It wasn’t a denial, just a shocked expression of her disbelief, so he decided to let it go. He kept his expression as serious as possible for as long as he could before he grinned and laughed with amusement. “Oh relax. Christ, you should see your face.” He told her, his voice still shaking with mirth. Despite his words, she actually flinched when he got to his feet with the dogs leash in his hand.

“Do you really think I’m that depraved?” he asked as he led the dog towards her while her eyes flicked nervously from his face to the big dog and back again. “Unless, of course, your curiosity runs in that direction.” He continued, before she could answer. His comment was as calculated as the rest of his actions and it pleased him when he got the intended response as indignant ire blazed away the fear that lingered in her eyes, her face flushing and her demeanor straightened. “Of course it doesn’t… That’s… That’s sick… Disgusting!” she exclaimed, making King shift and whine in response to the harshness in her tone. “Steady on. You’re upsetting the dog.” He commented and he watched with his lips twitching in further amusement as she looked at him incredulously. “She didn’t mean to hurt your feelings, Boy.” He told the dog as he led it passed her and to the door. He could feel her eyes burning into his back. He turned with his hand on the doorknob. “Get your clothes off, get on the bed and wait for me.” He instructed, his voice tight and sharp with command and now without the slightest hint of amusement. He saw her eyes widen at his sudden change in tone, but was also gratified that she had already half turned to obey. He heard her footsteps retreat as she did as she was told.

The bellboy he had borrowed King from was already waiting when he opened the door and he handed over the lead along with another fifty dollar bill and his thanks and watched him head back to the elevator. He grinned with satisfaction, as it seemed his timing was impeccable when the elevator doors opened for the bellboy, the guest he had invited stepped past the man and the dog. She was tall, her hourglass figure made the sway of her hips both a challenge and an invitation as her tailored red dress clung to her lush form in some places and shifted fancifully free in others. Her straight, long curly red hair bounced across her shoulders and her full, glossy red lips curved into a smile as she saw him.

“Kate!” he greeted her enthusiastically as they kissed first one cheek and then the other. “Charles? What were you doing with that dog?” she asked suspiciously with a raised eyebrow and a mischievous glint in her green eyes. “I’m starting to think every woman I know has a really low opinion of me and thinks me utterly depraved.” He commented without answering and she gave him a throaty chuckle. “That’s because we have a low opinion of you and think you are quite depraved… Why else would I be here?” She told him with a wink and it was his turn to chuckle as he ushered her inside. She put down her purse on the entryway table and walked into the living room with him following.

“So… You said you had a special surprise for me.” She said as she turned and bit her lower lip coyly at him. “What, no chit chat? No catching up? Not even a drink?” he queried with a questioning tilt of his head, holding up the scotch he had just poured himself. “You were so mysterious over the phone, my imaginations been running wild all day. After the last time in Rome, well…” She confessed. He shrugged and nodded with a smile. “It’s nothing as exotic as that, but I think you’ll still find it quite exquisite and enjoyable.” He responded and then gestured for her to precede him into his bedroom.

Jenny lay sprawled across the middle of his bed, naked, as he had instructed. She gasped as she saw Kate and immediately scrambled to cover herself. “Don’t do that!” he told her in a cool, crisp growl of command that froze the sheet that she was drawing up to cover herself. Her eyes were wide as they shifted from him to Kate and then back again. He watched as Kate swept her gaze over Jenny’s nude form with the same appreciation he had for it. Kate turned to him slowly and licked her lips. “Exquisite indeed.” She noted and he smiled to himself before replying: “Indeed.”

“Who… What the hell, Chuck?” Jenny queried, panic making the words come out in a rush. She still held the sheet in her hands, but it didn’t do much to cover her as she flinched back as they stepped closer to the bed. “This is Kate. I thought the two of you would enjoy becoming better acquainted. I’m sure Kate will and I know I will.” He explained as he continued forward to take a seat in a chair that afforded him a good view of the bed. “Chuck… I… She’s… I’m not… I don’t.” Jenny tried to protest, not quite being able to find the words and he simply let his eyebrow lift and his head tilt in a “So what are you saying?” manner. Her vocal protests, but Jenny’s large grey eyes followed him with a silent plea in their depths. “Why don’t you go ahead and make yourself a little more comfortable, Kate.” He suggested and Jenny’s gaze shifted from him to the other woman. “This is one of those experiences I said I’d show you. Just go with it, you might surprise yourself. Trust me, Kate is a truly unforgettable experience.” He informed calmly and Kate thanked him with an inclination of her head and a throaty laugh.

“I don’t think she’s into this, Charles. She looks scared.” Kate stated as she looked down at Jenny. “She’s here to learn. New things are often scary. Teach her, Kate. She is a really good student, I promise you. It will be worth your while.” He told the redhead with a smirk and a wink and she arched an eyebrow at him in response. “Well… She is gorgeous and I do so like to be the voice of experience.” She whispered smokily and then reached up and brushed the thin straps of her dress off the curves of her shoulders. The sheath of red silk slithered down her body to pool around her feet as she shimmied slightly in place. She wasn’t wearing anything underneath, she never did.

He watched Jenny as her eyes slid over Kate’s nude form for a moment before dropping away with two red blossoms flowering over her pale cheeks. Kate crawled onto the bed like a lioness stalking her prey and Chuck shifted in his seat and rearranged the growing erection in his pants for comfort as he watched the two women. Kate reached for the sheet that Jenny still had clutched in her hands and with a swift tug freed it and tossed it aside to leave the blonde as naked as she was. Jenny’s eyes remained averted until Kate put a well-manicured finger under her chin and lifted her head. “You shouldn’t hide a face or body as beautiful as yours.” She told Jenny as she slowly ran the back of her hand down the outside of Jenny’s arm and then onto the lush curve of her hip.

Jenny remained frozen and tense as Kate let her hand lightly roam over the blonde girl’s skin, deliberately avoiding any of the obviously erogenous zones. “See… I’m not going to hurt you. We’re just going to have some fun. That’s all girls want after all, if the song is to be believed.” She purred, her voice soft and enticing, her hand moving, caressing ceaselessly. Jenny almost warily pulled her eyes away from the other woman to look at Chuck. “Forget him. Right now all he is, is a wanker.” Kate instructed Jenny, while flashing Chuck an impudent grin. “For… Right now.” Chuck confirmed, undoing his pants and unabashedly freeing his throbbing erection from his boxers as proof, yet he made sure his tone and lascivious grin made promises that the situation could change at any moment. “You ladies go ahead and enjoy yourselves.” He urged.

“Let’s.” Kate agreed before taking Jenny into a gentle embrace and kissing her. He could see Jenny relax slightly, but her hands continued to hover over Kate’s creamy shoulders in apprehension. Kate was kissing Jenny slowly, softly, but insistently. A gentle lover’s kiss and Jenny’s hands finally settles on Kate’s skin and then slid up to tangle in Kate’s lustrous red locks. It occurred to him that Jenny most likely hadn’t been kissed that often and not as intimately as that. His own kisses had been rough and demanding and only about his desire. Kate guided Jenny to settle them both more comfortably as Jenny started to return the kiss, a clumsy imitation at first, but quickly growing in confidence and passion. He smiled to himself thinking: “She always was a quick learner.” The redhead deliberately slid her thigh between Jenny’s legs, tangling them together and with a little more guidance they were grinding against each other with pleasurable groans escaping both their lips between sensual, passionate kisses.

Chuck let his fist slide slowly up and down his length, collecting the slippery liquid that steadily oozed from its tip for lubrication while he watched the two women explore each other with growing familiarity. They both started to make the most erotic little noises borne on heavy panted breaths as they writhed against each other while exchanging intimate caresses. “This is true beauty and artistry, museums and art galleries be damned.” He thought in appreciation, putting his drink aside with a clink of ice against crystal as he leaned forward for a better view. His caresses increased in speed and strength as Kate drew Jenny’s mouth from hers to her breast. He watched as Jenny’s tongue darted out and swirled around the dusky pink areola and tight, straining gumdrop of Kate’s nipple. The red head moaned her appreciation as Jenny nipped at the turgid nub before wrapping her lips around as much of her flesh as she could before nursing at it. He smiled; the technique was recognizably familiar as she repeated at Kate’s other breast.

Kate wormed a hand between the two women and although he didn’t have a clear view of what she was doing, he had a fairly good idea by Jenny’s reactions. The blonde’s back arched and quivered with tension as she gasped against Kate’s breast and squirmed against Kate’s probing digits. Jenny lifted her head, panting and moaning, her eyes wide and bright with pleasure. He had to take her on that journey on several occasions. He had seen it up close, the moment she gave in and let her inhibitions, fears and sexual hang-ups go, but witnessing it the way he was now, from the outside, as an objective observer, was truly titillating. He felt the tension growing in his balls as jolts of delight pulsed into his groin and coursed up his spine and across his nerves with each stroke of his fist. He shifted against the leather of his seat, his teeth sliding across his lower lip as the two women continued to pleasure each other.

Jenny let out a sharp cry that he had gotten to know all too well over the last few months as she tensed and shuddered in the throes of a climax. He had to admit, Kate really knew what she was doing as she kept Jenny’s climax cresting again and again until her moans became groans. Kate guided Jenny back down onto the bed and while staring directly at him over the blonde’s shoulder stuck her glistening fingers into her mouth and sucked on them with obvious relish. Chuck chuckled through his groan at the sexy sight. Kate gave Jenny some time to recover, kissing her slowly and caressing her back gently until she relaxed. “Now wasn’t that fun, Jenny?” Kate asked and Jenny murmured and nodded her agreement. Kate took Jenny’s hand and guided it between her legs while the blonde planted a trail of kisses down the column of her neck and to her breasts.

He watched as Kate writhed against Jenny’s exploring fingers and sucking mouth with breathy moans of encouragement. Chuck varied the speed and strength of his strokes to keep himself at the cusp, enjoying the tension that made his stomach quiver and the small of his back twitch. He realized he really liked this side of Jenny. It had to be coaxed out. It was wild, sensual and sexy and despite thoroughly enjoying it, she fought it every single time. It was quite enduring actually it was like he got to corrupt her anew each and every time. Kate put her hands on Jenny’s shoulders and pushed her downwards until the blonde was kneeling between Kate’s spread legs with her head buried in the red heads crotch. Kate rested her hand lightly on Jenny’s head as she arched her spine and let her head fall back with a throaty laugh of enjoyment and pleasure.

“Oh… That’s good, very good. Just like that. I wonder where you learned to do that?” Kate enthused lifting her head to look over Jenny at him. She bit her lip with fluttering eyelids as jenny ate her out with what was apparently great skill. He saluted with a prideful smirk, taking credit by assuming that without instructions from Kate or some girl on girl adventures he was not aware of, that Jenny was copying what he had done to her. Kate ran her hand down Jenny’s back, fondled her ass for a moment before letting her hand continue. Her nimble fingers again found their way into Jenny’s slit, exploring and spreading her folds to further improve the already spectacular view of her sex her position had granted him.

Her fingers glistened again when she slid them free and then crooked them at him in a come hither gesture. The temptation was simply too great to ignore such a delightful invitation. He rose, grabbing the waistband of his pants lest it drop to his ankles and trip him before closing the distance between him and the bed. The tantalizing scent of sex grew exponentially as he neared, as did Kate’s moans and soft cries as Jenny became more adept at what pleasured the redhead. Jenny’s ass swayed slightly from side to side in front of him, her sex was swollen, pink, glistening, open and inviting. He wanted nothing more than to drive himself into her, feel the sweet, snugness of her channel around him as he took his pleasure from her, but in the spirit of the moment he held back even as his erection twitched against his abdomen. There would be time enough for that.

Chuck grabbed each of her cheeks to steady himself as he knelt. He felt Jenny tense for a moment and then moan as he ran his tongue up the length of her slit, flicking her clit as he started. Kate let out an answering moan as Jenny’s lips vibrated against her sensitized flesh. Jenny’s exotic flavor inundated his tongue as he delved it between her folds and into her channel to collect the sweet nectar that flooded from her. Kate started bucking while holding Jenny’s head in place and the blonde gasped as Chuck concentrated the attention of his mouth on the exposed pearl of her clit while driving to of his fingers into her twisting and flexing channel.

“Yes! Yes! Yes!” Kate exclaimed and then cried out sharply, throwing her head back as her back bowed into a tense arch and she shuddered, making the bed shake with her as she climaxed. Jenny squealed in surprise and he felt her try, unsuccessfully, to pull away from Kate’s clenched fingers in her sweat damp hair. He smiled even as he continued to lap and suckle at her. Kate’s orgasm was quite spectacular in its intensity and explosive volume. He could only imagine what Jenny must be thinking. Jenny’s struggles subsided suddenly to be followed by wet lapping and sucking noises as she attempted to cope with the torrent. His dick was achingly hard and throbbed with the need for stimulation and release, tapping against his belly to the rhythm of his racing heartbeat.

He heard Kate whimper and raised his head in time to see her drag Jenny’s face away from her crotch. “Enough, Honey. Enough.” She panted, licking her full lower lip before flashing them both a lazy, sated smile. “That was wonderful. He was right. You are a good student. Such talent for your first time.” Kate complimented Jenny before pulling herself up as she drew the blonde closer for a slow sensual kiss. Chuck rose and slid onto the bed, positioning himself behind Jenny who hovered over Kate on all fours. Jenny lifted her head and peered at him over her shoulder. She was quite a sight. Her eyes were wide and bright with her cheeks rosy under the glistening coating of Kate’s orgasmic cream and her lips swollen. He locked his eyes with hers as he grasped his cock and guided it between her folds, running it up and down, deliberately brushing it cross her clit before finding her entrance. He grabbed her hips and drove his forward. Jenny moaned deep in her throat, falling forward slightly before she could brace herself and he pulled her back onto him.

Jenny was the perfect mix of slippery and resistant, surrounding him in moist heat and velvet pressure as he lanced his way to her core. He let out a drawn out, breathy sigh of appreciation as he pressed firmly again smooth curves of her ass and rested some his weight across her back. He slid his hands from her hips, along her ribs to her breasts only to find that Kate’s had beat him there. So, he reached down instead and blindly searched for the redhead’s breast and the nipple at its peak. The two women continued to kiss as he started to rock his hips sliding his shaft back and forth inside Jenny with incrementally longer strokes. She felt wonderful and after watching the two women he was already pretty worked up, so he soon found himself grunting and breathing hard with the strain and effort of holding back his climax while thrusting into her to maintain the pleasurable friction he was enjoying.

He felt Kate’s fingers caress his balls and apparently Jenny’s clit as well as they both bucked in unison, slamming against each other. He felt a shudder run through Jenny and he clutched at her waist to pull her hard against him as his ass clenched and he ground into her. He threw his head back and growled at the ceiling as he let himself go. Her sex locked and rippled around him as he expanded against its as he humped and pumped his seed into her in heavy, powerful spurts. He pulled at her to somehow drive himself deeper into the roiling molten heat at her centre. Pleasure rippled across his nerves like wildfire electricity, making his muscles twitch as they tensed and relaxed in quick succession.

Kate had her arms wrapped around Jenny’s shoulder while the blonde, whose arms had buckled making her fall forward, had her face buried in the strawberry tresses at the junction of Kate’s neck and shoulders. Jenny shook and mewled softly as she road her own orgasmic rollercoaster. He felt his climax start to wane and before it took all his energy and strength with it he forced his muscles to obey him and let go of her and withdraw with a grunt from him a and soft whine from her. His last spurt splashed onto her creamy ass cheeks. He hadn’t been aware how close he was to the bed and he stumbled back a step before he could get his balance when he slipped off it. His legs shook, weak with the aftermath of his climax, so he quickly shuffled back to his seat and flopped down on it while Jenny collapsed on top of Kate in a sensual tangle of femininity. He groaned as his dick pulse with a dry heave, tightening his balls one last time before starting to become flaccid once more.

He watched as, after a few minutes, Kate rearranged Jenny so that the limp blonde was comfortably draped along her side and held in her arms. She smiled over Jenny’s head with contentment as she let her fingers lightly draw meaningless patterns on the smooth curve of her hip. He retrieved his drink and took a big swallow, enduring the alcohol burning his throat for the advantage of the liquid wetting his mouth and throat before saluting her with the tumbler. He was glad that he had made it a standing arrangement that she was his all of Friday night, so he didn’t have to worry about getting her home. He pulled up his boxer’s and refastened his trousers before finishing his drink.

He walked over to the bed and lightly brushed the hair out of Jenny’s face to find her fast asleep, a soft smile curving her lips with her cheek resting on Kate’s shoulder. “Not joining us?” the redhead asked in a quiet whisper and he shook his head in answer before leaning over and kissing her. Her tongue fenced lightly with his for a moment before he pulled back to hover over her. “Can I ask what the deal is with you and her? She is absolutely gorgeous, but she doesn’t quite seem your type if you know what I mean.” She enquired keeping her voice low and their eyes went to the slumbering blonde as she murmured and snuggled closer to Kate. “Maybe at another time. I’ll be in the guest room. I’ll see you both in the morning.” He told her in a hushed voice as he straightened. She flipped him off half-heartedly and he chuckled as he left the room.

He didn’t know if the two woman had done anything more, but thought they might have because Jenny was still deep asleep in the morning when he found her alone in his bed along with a note from Kate and the faint scent of sex still lingering in the still morning air. The note primly thanking him for a lovely evening and explaining that she had an early flight, but she would let him know when she would be back in town.

TO BE CONTINUED