David and Jessica

[IRP2011]

[OOC -- This is a Companion Thread, a smaller story -- a date, essentially -- between David Lee Warren and Jessica Woodridge, within the larger story of "High School Whore House". You can subscribe to and read it now; or read it later, when we announce that it is completed. (I advise the first; sometimes, details mentioned in a C.T. are applicable to the greater story line. But, as I've said, sometimes it's more enjoyable to read an entire CT once it's finished. Have fun.)]



Thursday Morning; David Lee Warren's Home:

"So-o-o-o..." his mother egged him excitedly as she lathered a piece of toast with orange marmalade. "Who is she...?"

"Leave him alone," his father mumbled from behind the Wall Street Journal.

"Who? Who?"

"Nobody, mother," Daniel responded in a soft, respectful tone, stuffing his mouth full of poached egg, more to keep from answering than from hunger. His mother had been absolutely annoying since the night before when Daniel confirmed that he had a date for his father's dinner tonight. He took his time, chewing and swallowing, but once his mouth was clear and he found his mother's glare still steady upon him, he added, "Just a girl from school, mother. Jessica ... Jessica Woodridge. You don't know her."

His mother's face dropped a bit. "Not Candice Strait...? Or Gloria DeBreg...?" Did you ask..."

She began naming, one after another, all of the daughters of all of the women from their social circle, asking "did you ask..." or "wasn't she available..." in association to all of the families she would love to see merged with her own via a marriage to her son.

"Leave the boy be," his father mumbled again, still hidden behind the paper. David's mother continued on, then suddenly the paper dropped before his father and, meaning to sound informative and helpful, asked, "Have you purchased protection, son? If you need, we can stop by the drug store--"

"Oh my god!" David exclaimed popping from his chair like a Jack in the Box, knocking the chair to the hard tiled floor behind him. He looked between his two parents with an expression of shocked embarrassment. "Are you two serious...? It's just a date! With just a girl!" He looked to him mother. "I'm not getting married..." He looked to his father. "And I'm not getting laid!"

He spun and, nearly falling over the chair, headed quickly away toward his room, nearly colliding with the housekeeper, then a moment later with his father's driver. He stomped his way up the mansion's marble staircase to his room and, still grumbling, prepared for school. Unbelievable! was the word that kept going through his head. Absolutely unbelievable. He was sorry he'd decided to go to his father's business dinner; and he was sorry he'd said anything about having a date.

He was even beginning to reconsider taking Jessica at all. Not because there was anything wrong with her, but instead every thing was wrong with his parents! Then, he turned and looked at the opened copy of last year's Harrison High year book; Jessica looked up from one of the candid shots that popped up throughout the book. David moved the book and stared at the photo; Jess has been wearing a loose blouse that, from the shot's higher angle, revealed a considerable amount of cleavage and, at one breast, a nipple hardened by a fall breeze. The pic wasn't supposed to have gone into the annual at all; it had been rejected by the Journalism Instructor, who oversaw the year book project. But David, the book's Senior Editor, had slipped it back in. And over the last several months, he'd found himself late at night opening the book at bed time and using the photo as ... inspiration.



An Hour Later:

David chose to drive the Mercedes to school again, once again parking away from the buildings in his rented space; he wanted it close in case he needed transportation, but he didn't want the other students -- except Jessica, of course -- seeing it.

Once inside Harrison, he set about searching the halls for Jessica. He knew her class schedule by heart, and he knew where her locker and her typical hang outs were, as well. But he wasn't finding her, and he was getting concerned. She had confirmed that she would go to the dinner with him tonight, but David had mistakenly not gotten her phone number -- or given her his -- and now was afraid that she would either forget ... or, more devastating, change her mind.

The latter possibility, was based on a concern that had only come to him last night as he inspected the suit he would be wearing tonight: what if she has nothing to wear? It was a formal, black and white dinner, which would be populated by some of the most powerful men and most elegant women associated with the Publishing Industry.

David wasn't sure what to do about it, though. The solution that came to him was ... not subtle. And now, unable to locate Jessica, David was becoming desperate. He decided to give up on the search and, instead, headed to the school's Administrative Offices to deal with a permission slip issue ... and, ironically, that was where he found Jessica, beyond the windows in Mister Jacob's office for what he assumed was a college counseling session. He waited, standing off at an angle to give him a good look at his date; he couldn't believe that he was going out with Jessica Woodridge, even if she was simply accompanying David to a social event, not going out.

First bell rang, and he knew he had to get to class. In four years of school, David had never had an unexcused tardy, let alone an absence. He quickly grabbed up a pen, scribbled a note, folded it, stuffed a piece of plastic inside it, and slammed the stapler down upon it. He handed it to June, begging, "Will you please make sure Jessica Woodridge gets this when she comes out of Mister Jacobs office."

After getting assurance that it would get done, David hurried away, wondering whether his last act had been a good one or not.

When Jessica left Jake's office, the Office Assistant waved her down and gave her the note, explaining its source. Jessica opened it and found an American Express card and the words, "Don't have time to explain. So sorry. Use this for anything you need for tonight. Please don't be offended. I just want you to have anything you need. A car will come to your house to pick you up at 7. Call this number for arrangements. Can't wait! David. "

(OOC -- This is long. Just setting the stage. Will be on my phone off and on, so short posts will be great if you want.)

 

[glassfireflies]

Staring down at the note in her hand, she had to reread it a few times to fully comprehend what it meant. It definitely meant tonight was a bigger deal than she had expected, as she turned that powerful piece of plastic over between her fingers. She looked up and around the office to see if David was still close by to return it but the only eyes she caught was the quizzical look of the secretary as she looked at the American Express and Jessica. Jessica only returned a sheepish smile, stuffed the note and card into her bag and walked out.

Suddenly though Jessica felt sick with nerves. First thing that was making her freak out was the fact that this was an elegant, refined dinner party for a family that clearly came from money. She had no doubt in her mind that the guests would be just as successful. She cringed as she played out pretend conversations in her mind. “What do your parents do Jessica?” “Oh, my mother sleeps all day and my father nurses his scotch more than us. I’m the one that brings home the money by taking on an average of two cocks a night.”

There was the matter of what to wear too. Her most expensive clothes she usually bought to make herself look like a “high end” prostitute. Jessica highly doubted mesh tights and a sheer black dress would be appropriate for tonight’s events though.

Then there was her own disillusioned and half-baked plan she hoped to spring on David. The fact that he would relinquish his credit card to a girl he hardly knew showed that money was not a problem for him. At that moment Jessica decided against charging the card on a new dress, but instead opting to let David save his money for later. He could spend it to get laid by her tonight, perhaps after the first course. The thought that made those sickening nerves attack her though was she still had no idea how she would let him know of her proposal for him.

Suddenly Jessica changed course from her locker to the school’s back doors. She needed to take her first absence of the year even if that meant missing volleyball practice and her debate team meetings. Jessica needed to get home, tossing her back in the backseat of her beat up Ford car. She had until seven to look presentable and build up her courage. Somehow she found it more of a challenge than getting ready to hit up the bars.

Jessica had spent the remainder of the afternoon tearing her wardrobe apart to find something nice to wear. She resorted on a satin, aubergine colored dress that she had splurged on for her cousin’s wedding three years earlier. It was a modest length to the knee with a simple figure and sweetheart neckline. Overall it was enough to let her blend in the crowd but if she were put in the spotlight she knew she could fake elegance. Unfortunately for Jessica though it was in those three years that she had developed her perky C Cups. Spending the majority of the afternoon on curling her hair into soft waves it was far too late to rush out and use that credit card of David’s. The tightness of the fabric only provided a lack of oxygen to Jessica, the visible problem though was the way her breasts were now high and raised as if she were sporting Victoria Secret’s best push up bra. Trying to ignore the wardrobe malfunction she balanced out her appearance by letting her cheeks glow a rosy shade, her blue eyes shining through innocently.

She watched the clock as it grew closer to 7 with each passing minute. Her mom questioned why she was all done up but before Jessica was even through giving her excuse of a school fundraiser, her mother was already giving a lazy smile as her tired voice mumbled about her 'far too beautiful daughter having too much fun'. Jessica took this as her go ahead to spend the night out. The only thing playing on her mind now was whether to hit David with the question before or after dinner. After made more logical sense by playing it safe. But if she asked before dinner, she could let David think about it first.

 

[IRP2011]

David had had a meeting with his father's financial adviser after school, so he'd arranged for a car service to pick Jessica up. But the meeting had been canceled, and now, as the stretch pulled up to her house, he was sitting in it, fidgeting nervously. This was his first real date in a long time, and he wasn't sure how to act.

His parents, while psycho in so many facets of their lives, had been very traditional and conservative about their relationship with one another during their dating years. His father had been very chivalrous, his mother had told him; and his mother had been prim and proper, his father had said. But, these were different times, and while some folk said women wanted to be treated like equals, to open their own doors and pull in their own chair at the table, others said the traditions were the best way to show a woman you cared ... and the best way to convince her you deserved to get beyond her panties.

David wasn't sure why he was even thinking -- fantasizing -- about having sex with Jessica Woodridge. This was a pity date; David knew that. Jessica had overheard him complaining about not having a date and had come to him rescue. He'd been so certain that she was going to back out -- once she came to her senses -- that he'd handed over an American Express card with no limit, hoping that the lure of buying an expensive dress -- which she would probably take back later in an attempt to get a cash refund or exchange for four or five other, more casual outfits -- would at least ensure that she showed up tonight.

The stretch came to a stop before a modest home in the midst of a suburb David had never been in before. It was just before 7pm, right on time; the sun was just out of sight beyond the huge maples and oaks lining the streets. David imagined him mother calling it quaint; he imagined him father calling it a good place for a shopping mall; and he imagined Jessica simply calling it home, sweet, home.

Then, he began to notice the signs that removed the sweet from the description. All about the property were the little things -- poor maintenance, weeds in the pavement cracks, an older vehicle with a long-flattened tire and a layer of dust -- that spoke of a family falling apart. David thought of his parents; despite having a full time and part time staff that helped with the vast property's maintenance, every day his mother worked in the garden and his father exercised the horses. They saw it as their responsibility and duty. But looking at all of the unfinished work here at Jessica's, David became concerned for her. She does have her parents, doesn't she? Are they okay? Ailing maybe? Or ... are they simply negligent...?

"Shall I go up, sir?" the Chauffeur asked politely.

"No," David responded quickly. "I will."

But as soon as he'd said it, he thought, What if she's embarrassed about her home? She wasn't expecting to see me here. She thought we were meeting later.

"Yes," he told the man. "Will you please go to the door. And please ... tell her I am waiting in the car."

For Jessica's sake, David didn't want any rude surprises...

 

[glassfireflies]

Jessica's heart leapt at the sound of the doorbell ringing a faint chime through the old house. She triple checked the contents of her small clutch purse holding emergence cash, her cell phone, lip gloss, condoms and of course his American Express tucked neatly in the side pocket waited to be returned. She announced her departure once more to the seemingly empty house as she primped her hair once more before opening the door.

"Miss. Woodridge? I'm David's chauffeur , he's just awaiting you're arrival in the car. if you need more time though we would be happy to wait." The chauffeur said the moment Jessica opened the door, all adorned with a gentle smile. She felt slightly taken aback by the formality of it all but quickly realized she would need to get used to it for the rest of the night.

"Oh, no it's alright. I'm ready now." Jessica said, looking down at her appearance wondering if something about it seemed as if she wasn't ready.

"Very well then." The Chauffeur continued with a smile, crooking his arm to help Jessica walk down the wobbly cobblestone steps. When she saw limo waiting at her curb it was then she realized how out of place it seemed. Clearly her and David had grown up in entirely different worlds. Her run down house probably paled in comparison to his Disney home life. It almost made her feel more entitled to make him pay for her body. It was a delusional thought but it made her feel less guilty.

As the driver opened the door for her she slid in through the leathery seats, holding her dress down carefully as her eyes caught David waiting in the back as well.

"Hey David!" Jessica said, a smile on her face as she tried to start the conversation warmly to her classmate. It was then that she realized that she didn't really know what to say to him. She could thank him for inviting her but she had basically invited herself. "You look great." She opted for as the small talk for the evening.

 

[IRP2011]

David's face and neck instantly heated in a fiery blush. Oh, my god, what the hell have I done...

He was going out with Jessica Woodridge -- Jessica Woodridge! -- in a limo to a black and white hosted by his father's company. All the elements for disaster were present: a beautiful girl who was way out of his league; a social circle that -- judging solely by the appearance of the house they were before -- was way out of her league, and a boner that just wouldn't settle down!

"We're ready, driver," David said, impatient to get the night moving and unsure of what to say to his date. Compliment her, his mother had advised that morning as he was heading out the door. He looked to her dress and began to tell her he liked it -- and froze at the sight of her bosom ready to explode from her neckline. He fidgeted in his seat, this penis beginning to throb, then struggled to pull his eyes back up to her face to say, "You look very nice, Jessica. Very beautiful. Did I buy that...?"

He cringed at the topic, albeit an indirect reference, of money. "I'm sorry. I said that wrong. What I meant was ... um, is it new. That's what I meant. I didn't mean ... you know ... um ..."

"What would be our destination tonight, sir?" the Chauffeur cut into the conversation.

David looked forward, catching the driver's eyes in the rear view mirror as he shook his head knowingly. The Chauffeur knew very well where they were going; it only took David a moment that he was stepping in to end his embarrassing moment. "The Jackson Miller Building, driver. Conference Room entrance."

"Yes sir," the Chauffeur responded. A moment later the separator window began to rise ... and David and Jessica were alone ... together...

 

[glassfireflies]

Jessica’s eyes watched the window partition role up, blacking out the front end of the car. Somehow it seemed more quiet now and she knew she needed to keep talking otherwise David would end up rambling or an awkward silence would spread over them.

“It’s okay.” Jessica said, with a smile showing that his brief stumble over his words went unnoticed to her. She had to let him come at ease with this as he seemed slightly nervous. Jessica always seemed to grow more at ease herself though when she saw the nerves of others peek through. It was selfish but the more uncomfortable those around her were the more confident she became.

“It’s actually not new.” Jessica said, figuring that was enough to let him know that she hadn’t spent his money. She fished the credit card quickly out of her clutch and tossed her hair behind her shoulders and off her chest. There would come a time in the night when she could modestly hide her chest behind her hair. Right now was the time to show off the merchandise so to speak, as Jessica tilted her body more towards him.

“I didn’t think it was right to spend your money on that..” Jessica began, her voice faltering slightly at the end as she needed to clear it. Shit, was she really going to ask him on the ride to the event?

Jessica reached across the seats and grabbed his hand, delicately slipping the card into his grip. “I think there’s something else I can offer you that you might find more worthwhile to spend your money on.” Jessica said, biting her lip as she wondered if she was being far too vague to get her message across. After all, he already seemed nervous. She knew soon enough she would just have to go right ahead and blurt it out if he didn’t pick up on her intentions.

 

[IRP2011]

"It’s okay," Jessica said, excusing his gaff. "It’s actually not new. I didn’t think it was right to spend your money on that."

She took his hand and slipped his AmEx into it; the touch of her hand was a bit more familiar than it needed to be, David thought, and his ever-optimistic brain hoped she had meant it to be.

"I think there’s something else I can offer you," she continued, "that you might find more worthwhile to spend your money on."

David simply stared into her eyes -- when he wasn't briefly glancing down at her deep cleavage -- unsure of exactly what she meant. Spend my money on ... what? Drugs? A wild party? Maybe she wanted something sparkly, he suddenly thought, remembering the laughs he received last year for giving his first and onlysteady girl friend a promise ring with a diamond that rivaled some women's engagement rings.

Another thought came to him; his body trembled from a sudden chill, and his face went white. No ... she's not talking about ... no ... no way.... David glanced down to her cleavage once again; she was displaying it with emphasis tonight, more than he'd ever seen from her, even counting last Hallowe'en when she'd come to the school party dressed as ... oh, what was it, a French Maid, a Vaudeville dancer, a hooker ... Try as he might, all he could remember was masturbating to the image of her nearly every night for the month of November! And tonight, she was even sexier.

But he couldn't believe that she was offering herself for money. It just wasn't feasible. She was a smart, beautiful, successful, college-bound girl; why in the world would she be selling herself to guys...

Guy ... singular? You're assuming she's done this before. Maybe she hasn't...?

His mind was racing and just as he began to open his mouth to ask exactly what she meant, the driver announced, "We have arrived, sir. Would you like to get out on the left or the--"

"Don't stop!" David called out before he had even realized what he was saying.

To his surprise, and delight, the driver answered without missing a beat, "Yes, sir, continuing on. Would you like a slow drive through the City ... for the lights ... or shall we take the Greenway ... for a nice drive through the countryside?"

David looked forward just as the driver turned and looked back over his shoulder, winking to his employer. David almost laughed, but suppressed it in time. This guy's good ... and he just earned a big, fat gratuity! He looked to Jessica, who was smiling with what he hoped was delight, and asked, "Well, what do you think ... crowded city ... or isolated country road...?"

 

[glassfireflies]

Jessica continued on, refusing to back down now that she had him interested. She looked towards the driver`s seat first to answer the question.

“Country road please, sir.” She called out, knowing she didn’t want onlookers. A dark and silent atmosphere seemed more appropriate given the delicate situation they were approaching. The chauffeur gave a knowing smile and returned his eyes to the front, making the proper changes so they could veer off from the city to the desolate country roads. Just for reassurance though Jessica reached up and turned the volume switch up on the stereo, a generic jazz tune causing just enough cover for her voice.

“I understand this might not be something you want. I don’t want to be too forward, I just wanted to let you know the option is here. It’s…I mean you can take it whenever you want. Now or after dinner.” Jessica continued but quickly realized her sentences were jumpy and making no sense at all. She just needed to come right out and say it as bluntly as possible. She never usually was faced with coining a quick pick up line to let men know her body was up for sale since they usually approached her. This time was different though. Like Jake she was bringing in someone from her ‘other life’ into her life as a prostitute. Offering this to David meant bridging her life as a hooker and a regular student.

Though a little seduction to ensure his answer was yes wouldn’t hurt. A ‘no’ from him would put her whole reputation at risk if he spread it around the school. A ‘yes’ would earn his secrecy if he ever came back for seconds. Of course, Jessica was almost blissfully unaware of how many nights David had pleasured himself to her image. If she had known perhaps she would’ve approached him far earlier.

Jessica slid towards him, the leather of the seats making every movement more graceful. She rested her hand on his knee carefully before launching into her speech.

“I can give you whatever you want, however you want it, David. All for a small fee.” Jessica said, with each word she said her hand moved closer and closer up his thigh before she reached the bulge in his pants, resting her lithe fingers on his groin. There. That should be forward enough.

 

[IRP2011]

David's heart was racing, the blood pumping through his body with force -- particularly through his dick was as hard as it had ever been and throbbing almost to the point of pain. As her hand slid into his groin and atop his bulge, he rolled his hips, pressing himself even harder into her hand. He'd almost done it subconsciously; he was simply so horny for her -- always had been -- and now her she was groping his dick and telling him he could have her ...

"For a small fee...?" he asked, the excitement racing through him causing his voice to rise noticeably in pitch. He didn't care how much she wanted to have sex with him; he would have given her ten grand just to get naked with him ... or so he'd been telling himself since the moment she'd agreed to go out with him. But David hadn't turned a small trust fund into a third of a million dollars via poor financial control, so he found himself asking meekly, "How ... small ... and ... what do you mean by however I want it...?

 

[glassfireflies]

Jessica smiled as he pressed his crotch further against her hand. She knew he wanted it, even a blind man could tell. He was stiff from the moment her hand reached his thigh. She needed this night though more than even he did though. If he could be a regular for her it would double her income. So she let her hand trail away from his cock to his chest, making him yearn for her touch to retreat back down.

“For five grand I can do anything you want tonight.” Jessica continued, wondering if she had gone to high or low with the price. She had to get a feel for what David could afford first, and secondly how far David would want to go. “I can give you oral or we can just fuck.” Jessica said, hardly being able to believe she was saying this to David Lee Warren, someone she had shared numerous classes with over the years.

“I can be whatever you want me to be tonight. I can act like you’re girlfriend or be a dirty slut. Name it and it’s yours.” Jessica continued, a sly smile working on her lips as she leaned in towards him while she said it. Of course she would need the money before things went further. Just to tease some more though she brought her hand back down to his cock and rubbed at it through the fabric. The right woman’s touch to the right man could be like a drug. She wondered if David would change at all knowing what she could offer him.

 

[IRP2011]

"For five grand I can do anything you want tonight," Jessica told him.

As she described what she could do with him -- for him, to him -- his mind got stuck on the price. Five grand? As in five thousand dollars? David wanted her more than he'd ever wanted her at this very moment, and he couldn't imagine passing on the opportunity to have sex with Jessica Woodridge over negotiating a better deal.

"I can be whatever you want me to be tonight," she continued. As she returned to groping his erection through his suit pants, she explained, "I can act like you’re girlfriend or be a dirty slut. Name it and it’s yours."

"Can you be on discount?" he murmured, his eyes again on her heaving cleavage as their chests pressed together. His eyes widened, as did his mouth, as he realized how badly his question had sounded. He countered with a nervous tone, "I'm sorry, I meant ... what I meant was ... I mean, I ... I want you, Jessica. I've always wanted you. I've dreamed about you for years..."

He almost admitted, I've beat off to the thought of you, but caught himself. He continued, "I've dreamed about being with you for as long as I've known you but ... but ..."

Oh god, are you really going to say it...? "Five thousand dollars ... really?" You're really going to question her price while she's practically jerking you off in the back of a limo...?

David had no idea how much a hooker cost. Call girl? he wondered. At five grand, call girl seemed more appropriate a description. He'd overheard some of his father's business associates talking in the cigar lounge after a dinner meeting, and they'd talked about thousand and two thousand dollar, all-night call girls who would do anything you wanted.

All David wanted was to lose his virginity. He preferred to lose it to someone attractive, even more so to someone beautiful, and even further to someone beautiful who he could brag about having laid.

You're not going to be able to tell anyone about this, Davey-boy, he told himself. Or ... are you...?

"Can I tell people we had sex?" he asked, then quickly added, "Not that I paid for it, of course. I would never do that. But ... can I at least ... you know ... brag. It seems ... fair ... for ... seven thousand dollars."

 

[glassfireflies]

Jessica had expected his shock to come when she named her price for him. It was an irrational price tag to fill for what he was buying. Not to mention it how much higher it was than what she normally charged. She knew she was fishing, but if he even took a little bit of the bait and heckled the price by splitting it in half, the result would still be double what she usual charged. Wasn’t that how the game was played? Shoot high and settle.

However even her suspicions couldn’t prepare her for how she felt when he asked if she was discounted. She had heard worse in her career as a hooker yet somehow she couldn’t help but take offence. It only re-enforced that she was just a product up for sale in a twisted market.

She watched him struggle with what he was trying to say, knowing in the end it was reasonable to lower the price. After all she was just a girl. He could get laid by any number of hookers for a much lower cost. Though he talked about how he had dreamed of her since he had known her and she knew there was no way he would straight up refuse. She wondered why they had never talked before though realized maybe that was why things were so awkward. Was Jessica Woodridge his crush…his fantasy?

On hearing his next words though her jaw dropped. There was no way it couldn’t have. Seven thousand dollars? That was nearly ten grand for one night worth of work. She hardly made that much in a week. Her brain couldn’t even process the sum of money that he would be able to splurge so frivolously. Seven grand. There was no way she could give that up. Even if the consequence was her being labelled a slut for sleeping with him. No one at Harrison High was privy to her sex life it would no doubt come as a shock. And how much detail would he give? She assumed all of it. For seven grand he would have a damn good story to tell.

Her chest beat rapidly as she thought of the offer. Could she really let him spend that kind of money and not feel guilty? The answer unfortunately was yes. Smart as she was she was selfish. She knew she would be a bad person for taking the deal. But at this moment in her life being a good person wasn’t what she needed.

In the next moment Jessica had tossed her hair to one side, unzipping the side of her dress and pushing the bustier down so her breasts sprung forward, revealing the black lace that contrasted her porcelain white skin. She slid closer quickly, straddling her legs across his now. Her dress riding up as her thighs spread over his groin, rocking her hips ever so slightly as she worked at undoing his belt. Each movement threatened to show more and more of her panties while also bringing her closer and closer to his cock. “For seven thousand you can tell people whatever you want.” Jessica said with a giggle. “Now do you want to go straight to it? Or should I warm you up first?”

 

[IRP2011]

David's erection was simply throbbing with excitement as Jessica set about unbuckling, unbuttoning, and unzipping him. He began to reach his hands up to grope her, then hesitated; he had no experience with this, with sex in general, and he certainly didn't know anything about the protocols of handling the form of a prostitute. Is it just like feeling up your girl friend...? If it is, what the hell do you know about feeling one up anyway?

He heard her question, considered it for a moment, and knew exactly what he wanted her to do. He lifted her hands to her shoulders, caressing her smooth skin as she finished loosing the front of him, then gently encouraged her off of him ... to straddle the hump in the floor, below with was the long car's drive train ... and down before his now exposed lap...

 

[glassfireflies]

Jessica allowed him to guide her once she had finished stripping him. Hardly did the man want her to stop straddling him but she had an idea where it was going. After all there was seven thousand dollars worth of sex for the night, there was room to do more than a few things. So in order to sit more gracefully on the floor without wrinkling the dress further she stripped it down and laid it on the seat next to her. She decided to give him the eyeful he had wanted, reaching behind her back and unhooking her bra, placing it on the dress as her milky white breasts and pert, pink nipples were let free. She felt odd being half naked on the bottom of a limo with the chauffeur so close but it was all well worth it.

Straddling the hump at the bottom of the limo she could feel the engine faintly rumbling beneath her. Well this would make focusing on the blow job a bit difficult, she thought to herself. Still though, she ran her fingers from his knees up his thighs letting her fingers send sensitive tingles all the way through him before reaching his shaft and cupping the base. She propped herself up so her lips were mere inches from his dick all the while continuing stroking his hard member. "I'm going to need the money David." Jessica said, always hating to have to interrupt the moment but it was always the best time. The man often wanted to make her get to the point so badly he would just toss the money at her. Jessica highly doubted David would just have seven thousand dollars in his back pocket, so a reminder couldn't hurt.

 

[IRP2011]

David almost didn't her her statement, but when he realized what she was saying, he immediately reached to her purse, unsnapped it, and slid the AmEx back inside. "Buy what you want ... or take a cash withdrawal. I'll clear it at my bank."

That handled, David leaned forward and let his hands caress at Jessica's face, then her shoulders, then her beautiful, firm breasts; he was trying to be romantic, trying to make her feel good, but later he would realize that it was little more than a groping. He'd never touched a woman in this way -- feeling up his cousin, in exchange for loaning her his previous luxury car for a day didn't count -- and he wanted to know what it felt like.

He wanted to know what something else felt like, too, and soon his hands were back at Jessica's head ... directing it unmistakably down to his groin and his waiting erection...

 

[glassfireflies]

Jessica smiled a bit when he felt her up, knowing it wasn't quite as smooth as others had but she wondered how much experience he had. She knew nothing of his personal life besides the fact he was intelligent and came from money. That made this easier though, as he guided her head further down towards his groin. Despite the relationship, she could still pretend they were perfect strangers.

Following his guide she licked the tip of his cock, tasting the pre-cum that waited for her, dragging her tongue along the length to the base and then back to the head. She could feel him grow unmistakably harder in her hand at the touch of her warm tongue knowing she couldn't drag this out any longer. She opened her mouth wide for him, enveloping her lips across his shaft as she bobbed her head up and down, beginning to suck at his cock.

 

[IRP2011]

Jessica's plunges of her mouth about David's erection could have been counted on one hand before he exploded fiercely into her mouth, his dick jerking unlike anything he'd seen it do in his own hand. His head fell back against the seat's rest as euphoria flooded him; his head spun, ecstasy tearing his ability to sense the world around him...

... he didn't know how long it was before he opened his eyes again and looked to Jessica. His heart still pounded within his chest, his breathing was still labored ... It was more than he had ever imagined... and he wanted more.

But, he didn't want it here. He pressed the intercom button and told the driver, "Take me home please. You have the address."

He released the button, and looked to Jessica. "You don't mind, do you...? Missing dinner...?"

 

[glassfireflies]

Jessica lapped up his juices as he came in his mouth. For the amount he had spent she was damn well going to swallow, letting his warmth fill her throat as it went down, licking the excess off her lips.

After hearing him yell to the chauffeur the change of plans, she had to admit she wasn't surprised. "No, no not at all. Won't you're parents mind?" Jessica asked, not wanting to cause some trouble all because of sex. However with his parents at the event that did leave an empty house. So Jessica quickly tossed back on her dress, leaving her bra off and stuffing it in her clutch.

The chauffeur changed course though, the country roads in the window's now retreating back to a city and suburbs.

 

[IRP2011]

It was the longest ten minutes of his life, sitting there beside the woman who had just blown him and keeping his hands to himself. David was totally unsure of what he was supposed to do; continue fondling, fucking, what?

Soon, they pulled onto the cobblestone drive and up to the mansion. He felt a bit uncomfortable talking about his humble home, having just seen Jessica's abode; he didn't feel sorry for her -- as far as he knew, her home life was far more satisfying than his -- but he just didn't want to begin a conversation that might contrast their lives with one another.

 

[glassfireflies]

Jessica's eyes lit up when she saw the house come into view. Calling it just a house seemed like an insult though, as it was much closer to being compared to a mansion. The hedges and landscape were all perfectly manicured before leading to the sturdy, intricate architecture of David's home. The sight of it all made her feel less guilty for having his credit card in her purse.

Jessica got out of the limo when the chauffeur opened there doors, thanking him but not wanting to make eye contact with the man. After all he must've known why the sudden change in plans occurred, especially given the fact she was without her bra.

She walked up the steps of the house, letting David lead her knowing the inside of the house could only be more lavish.

 

[IRP2011]

"Miss!" The Chauffeur called out from the driveway. He lofted a lip stick container and began her way saying, "This must have fallen from your clutch."

"I'll meet you inside," David said, eager to enter alone, to get a look about for the presence of the home's staff.

As the Chauffeur stepped up to Jessica, he held out the container. She looked at it with an expression of unfamiliarity, just as he'd expected; it wasn't hers.

"I hope I'm not stepping over bounds," the driver said quietly, glancing past Jessica toward the house. He opened the container, revealing not a stick of waxy lipstick but a rolled up piece of paper. He'd used this technique for years to pass on his phone number to hookers, drug dealers, rave organizers, and -- for his own personal benefit -- women who were simply to beautiful and erotic not to take an inconspicuous shot at getting them to call him later. He closed the lid and offered it out to her, saying suggestively, "I know lots of men ... with money and ... needs."



Inside the home, David called out to his father's Gentleman's Gentleman but got no answer. He hadn't expected to find anyone in the main house; the morning staff was already off; and the evening staff -- with the exception of the PM Attendant, who above the garage out back -- would be off since neither of his parents were present.

David turned and saw the Chauffeur returning to his car, and -- for the first time since their talk in the hallway -- they were alone. David's penis, which had never quite settled down after Jessica blew him, began to swell once again as he prioritized the sexual acts that he planned to enjoy with his seven thousand dollar virginity-buster.

 

[glassfireflies]

Jessica held the lipstick container closely with her fingers. The shock that he knew what she was died down when she thought of the possibilities it could bring. Of course there was the prospective 'whore house' that would surely rake up some business for her. Needless to say she would be a very busy girl, as she held the lipstick up and tipped her head in thanks to the driver with a short curt smile while he pulled off.

She followed after David, entering the immaculate mansion. It was just the two of them in this expansive house to do whatever they wanted where ever they pleased.

"Shall we get back to it?" Jessica said with a slight laugh as she set her clutch down on the front hallway's table.

 

[IRP2011]

He escorted her -- not in a rush, but not ambling either -- to the third floor, down a long wide hall decorated with original paintings and limited editions prints, and into his massive bedroom. It wasn't very typical for a high school boy, but then David wasn't a typical high school boy.

If he'd been there with a girl friend, he would have given her the tour, showing off his rare book collection and albums full of post cards he'd purchased on the family vacations around the world. But Jessica wasn't his girl friend; she was a whore, and she was on the clock, and his dick was practically calling out to him to get something wet wrapped around it.

He walked straight to his bed and stripped to his bare skin as she watched. Throwing the bedding back and exposing the dark brown silk sheets below. He crawled onto the mattress and laid on his side; his erection was so stiff it stuck directly out at her. "I want to do every thing tonight. Every thing but ... well ... I'm not ..."

He hesitantly brought his hand up onto his hip, then gestured nervously toward his buttocks. "I could do without anything ... back there ... but every thing else ... I want to do it all."

 

[glassfireflies]

Jessica soaked up the bedroom, knowing without a doubt in her mind this was the nicest bedroom she had ever been taken too. The dark chocolate called out to her as she pulled her dress down, this time followed by her panties as they were left on the floor. The feeling of the silk as she climbed into the bed only added to the pleasure as she pressed her hands on his chest.

"Relax..." Jessica whispered, her hands working up to his shoulders and massaging them as if trying to ease out the tension physically. "We'll only do what you want." Jessica said with a smile, wanting him to know it was his call. If he wanted to stay vanilla or go kinky Jessica would mold accordingly.

Jessica wasn't sure how much experience David had, so she knew she might need to take the reigns if movements became to awkward. So she straddled on top of him, lifting her hips before slowly letting her warm pussy wrap around his stiff cock. She let the penetration build up slowly so he could feel every movement of her muscles, rocking her hips on his cock. When she looked down at him she stared into his eyes, surprised at how quickly she had allowed herself do work with her classmate, letting his hands wander freely around her body.

 

[IRP2011]

"Relax..." Jessica whispered, "We'll only do what you want."

She straddled David's groin, positioned her against him, and lowered her body onto him.

David groaned long and low as he felt his dick penetrate her; she was warm ... and wet ... and tight ... and absolutely perfect. It was nothing like masturbating, which for years he thought had to be close to fucking; and it wasn't even like the blow job Jessica had given him, which had been magical and euphoric but ... just not fucking! He was inside a girl! A woman! His dick was plunging into and out of a beautiful, sexy girl's pussy! David had done a lot of spectacular things in his life -- bungee jumping from an Argentinian bridge, ice climbing on a glacier face on Greenland, even test driving a genuine Grand Prix Formula One race car on the streets of Monte Carlo as the course was being prepared for the race the following day -- yet nothing he'd ever done compared to being inside Jessica Woodridge.

She knew exactly how to treat him; he'd feared that, like in the car less than an hour earlier, he'd come too early and the fun would be over. But Jessica insisted he guide her, tell her what felt good, inform her of whether he was close. She stretched the pleasure out for David; he still came in just a matter of minutes, but that was, of course, far more enjoyable that the few seconds they'd had together in the back seat of the limo.

After his second orgasm, he thought they would probably be done. David didn't watch much television, but -- being a horny teenage virgin -- he'd watched a lot of erotic movies. And if there was one consistent theme in, particularly, the comedies, it was that once the man was finished, the couple was finished.

But David was taking the "Lethal Weapon II" approach. In the privacy of his own bedroom, he'd replayed and replayed and replayed the sex scene between Martin and Rika; and had dreamed about being able to fuck a woman over and over and over again, driving them to multiple orgasms ... hopefully, of course, without being interrupted by machine gun wielding drug dealers in a helicopter.

The pair of them simply continued on. He rolled Jessica to her back, taking command over yet more screwing; he was surprised with himself, with his energy and animal to pound his groin hard against hers, to ram his erection deep inside of her. Jessica, for her part, held him close, urged him on with both compliment and direction; he forgot at times that she wasn't his girl friend and believed she wanted this as much as he did, only to have the memory of the AmEx in her clutch return ... which only drove him to fuck her with even wilder abandonment.

"Turn around," he commanded in a gruff whisper, pulling out of her and helping her to roll to her hands and knees. He found her and was quickly plunging to new depths; his hands grasped her hips tightly, his groin rammed forward, his head lolled about as the pleasure welled, then -- at her insistence to make it last, waned, then welled again.

He looked to the wall at his left and caught sight of them in the mirror that covered the entirety of the closet door. As he pounded against her, he still found it amazing; he was fucking the most beautiful girl in school, he could do anything he wanted to her, and -- best of all -- she'd agreed to allow him to brag about it later.

Suddenly, he realized their was no more holding back. He was panting and groaning with each exertion, then with a mighty moan and a final deep, holding thrust into her, David exploded within her. He held his groin against her ass and he felt the pulses emptying his load into Jessica.

When he was finally tapped out, his dick going still and his body simply exhausted beyond control, he fell forward to lay upon her back. Jessica slumped forward with him, grasping his ass with one long nailed finger to hold their bodies together as they rolled to their sides...

... and, in heaven, David Lee Warren faded away in total tranquility...