Bought And Paid For

TITLE: Bought And Paid For

AUTHOR: Midknight

CHAPTER: 10 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. Sorry this chapter is a bit short, just an idea and set up for the next chapter.

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

CHAPTER TEN

That morning had changed everything. She was more accepting, but it made her no less frightened or apprehensive of his riskier instructions nor less spirited when he inconvenienced her. It wasn’t the sex that scared her anymore, but the fear of discovery. He would amuse himself by having her go to school bare ass underneath her uniform and then prove it to him amongst other things while there were other students around. It surprised him how quiet she could be considering how vocal she was at other times.

Chuck was sitting back in his recliner, a Scotch in one hand and his mobile in the other, looking at the text he had received from Kate about ten minutes earlier. He considered it for a moment longer with his finger tapping thoughtfully against the side of the phone, took a sip of his drink and then shrugged. “Set it up.” He finally sent a text back in response. He checked the time, it was quite late, but he hit the speed dial button he’d programmed for Jenny anyway. The phone rang thrice and then her voice, fuzzy and thick with sleep, answered with his name. “Were you asleep?” he asked without any real concern. “Almost.” She replied followed by a kittenish yawn. “What are you wearing?” he asked before taking another sip of the amber liquid in the tumbler he held.

“Chuck, It’s late. I’m tired.” She whined and he simply replied with her name, barely adding an edge to it and she sighed. “A t-shirt and panties.” She answered in resignation and Chuck smiled. “They’re both pink aren’t they?” he guessed and then chuckled as she confirmed with a shocked: “How can you possibly know that?” He let the chuckle become a bark of laughter. “You are, if nothing else, predictable, My Little J. And, don’t you dare hang up on me, I know you want to.” He explained and she mumbled something quite unladylike.

“What is it you want, Chuck?” she asked and he could literally hear her marshalling her patience. “Well…” he drew out his reply just to annoy the little blonde. “Kate is coming over on Friday evening, so clear your schedule and make up an excuse to sleep over.” he finally told her, deciding at the last moment not to go into any more detail. He would explain those to her in person. “Jesus, Chuck. It’s Tuesday, you couldn’t just tell me in the morning?” she asked in disbelief. “Where’s the fun in that?” He noted, visualizing Jenny rolling her eyes and gritting her teeth to bite back a nasty retort at his flippant response.

“Now, when I hang-up, put your phone on vibrate and stick it in your panties. I think you’ll know best where to position it. Don’t answer until you think I’d want you to.” He instructed. “Chuck… I’ve heard of phone sex, but… You’re a sick, sick fucker.” She noted and he chuckled. “You might want to turn off your divert as well. We wouldn’t want your phone to go to voicemail at an inconvenient moment, would we?” he suggested. He heard her groan and he chuckled. “Okay. Got it? Let’s see if I can give you a proper good night. And, Jenny, keep you fingers out of there. I’ll know if you cheat and things won’t go well for you.” He told her and hung up before she could make any sort of reply.

He sat back and sipped his drink. He waited, letting her settle back into the half-sleep he’d roused her from and then waited a little longer before hitting redial. He imagined her eyes snapping open, wondering if she would reach for her phone, to press it closer or take it away. He let the phone ring four times and then disconnected. He toyed with her, varying the time between calls and their lengths, but making sure it would never be quite enough. His dick was at half-mast as he imagined her reactions; whether she was cupping her crotch to intensify the vibrations from the phone with pressure; whether she was caressing her breasts and tweaking her nipples to help get herself closer to release; whether she was rubbing her thighs together. He kept it up for over twenty minutes when his phone rang before he could redial again. He considered letting it go to voicemail, just to see what she would do, but in the end he accepted the call. “Hello. Chuck Bass speaking. How can I help you?” he answered politely even though he knew who was calling and why. “Chuck… Please.” Her voice pleaded breathless and strained against his ear.

“Send me a picture. If I like it, I’ll give you what you want.” He offered and disconnected the call. It took a few minutes, presumably for her to pull herself together enough, but his phone beeped and he called up the photo. He smiled and licked his lips as he turned his phone upside down to view the picture of Jenny’s swollen, open and wetly glistening sex, the pearl of her clit just sticking out of its hood. Chuck suddenly wished she were there. Her lips wrapped around his shaft to suck him to full erection and beyond. He considered making her jump through a few more hoops, but then decided to be gracious. “Very nice. Get your panties back on and the phone back in place.” He instructed her by text and gave her a few minutes to comply before calling her.

He let the phone ring and ring and ring. He had to shift himself in his pants for comfort as his dick stiffened even further as he imagined her writhing and stifling the noises she inevitably made when she was highly stimulated. He imagined her curled around a pillow, biting its one end while pressing and grinding against the end over her crotch. He’d have to play this game again when he could watch her. It would be even more fun. His phone beeped to indicate that there was an incoming call. “Enough!” she begged in an exhausted, panted whine as he answered. “Did you enjoy that?” he queried calmly. He heard her swallow heavily as she tried to get her breathing back under control. “Yes.” She answered simply after a few minutes, relaxed satiation coloring her tone. He smiled. “I am so going to fuck you as soon as the opportunity arises.” He promised putting heat into his voice. “Are… Are you hard right now?” she asked and he replied with the same simplicity. He heard her sigh heavily and the rustle of sheets and wondered if she were stretching her petite, lithe frame.

“In… In the morning… I… I can leave home early and… You… You could pick me up before school?” she proposed hesitantly. “Would you like me to fuck you before school, Jenny? Would you like me to screw you while your schoolmates’ walk, unaware and clueless, past the limousine? Would you like to have my cum and yours mixed warm and slippery inside you; your pussy all twitchy and tingling and sticky; the echo of me filling and stretching you still fresh in your mind when you sit down to your first class? Or, would you like to squirm in your seat as my spunk dribbled out of that sweet, tight ass of yours and into your panties?” Chuck asked, painting an erotic picture for them both. She let out a soft, breathy moan from the back of her throat. “You’re playing with yourself again.” He stated with certainty.

“Yes… Yes on all counts.” She admitted after a moment of silence, her voice quavering a little unsteadily. “God, I hate how easily you can do that to me.” She admitted. “Do what?” he asked curiously. “You… you make me crazy and… Horny… And… And out of control. What are you turning me into?” She continued softly and he smiled smugly. “I just unleashed your untapped potential.” He answered while not really addressing her question and she snorted. “Get some sleep, Jenny. I’m going to make sure you need it in the morning.” He suggested and he heard her groan before the call disconnected.

His dick was hard and uncomfortable, so after cueing up the DVD he had made of Jenny sucking him off, freed it and jerked off while watching it. He realized it had been some time since he’d had to use that DVD for the purpose he had originally intended. He compared the hesitance and naiveté of the young girl kneeling in front of him on the screen to the purposeful, talented young woman who’d sucked him dry in his limo only hours before and grinned to himself. He paced and held himself in check as his balls tightened and the small of his back twitched and his ass clenched to find release only at the same moment his screen double unloaded on her creamy breasts. He kind of wished he’d film what was to come after, it would have been nice to have a record of it, but that would have been just too incriminating. He’d have to settle for his memories and the scrap of cotton that used to be her panties as a reminder.

Chuck cleaned himself up and showered quickly before getting ready for bed. He lay back and plunged his bedroom into darkness by switching off the bedside lamp. He stared up into the darkness and fleetingly wondered what Jenny would think of what Kate was proposing, not like she had a choice. He had promised her interesting experiences, but he just wasn’t sure. The idea and the possibilities excited him, which was why he had agreed, but something felt off and he couldn’t quite put his finger on it. Maybe it was just that he hadn’t thought of it himself. His eyes started to get used to the dark and he could make out grainy details of the room around him without finding a definitive answer or why the question even bothered him. So, with a sigh, he closed his eyes and drifted off to sleep.

TO BE CONTINUED