Jake and Jessica: Companion Thread

IRP2011

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(OOC -- This is a Companion Thread, a sexual encounter between two Characters -- Jake and Jessica -- in the RP, "High School Whore House". Feel free to read along as we post or later when the Companion Thread is completed; and if you are unfamiliar with our RP, read and/or join it here.



Jake was overwhelmed with joy; he'd given Jessica the opportunity to leave, to pass on sex with him, and she'd chosen to stay with him instead. He would have had an ear-to-ear smile on his face, but he was so nervous that his stomach was turning over anxiously and he was feeling light headed. Is this really going to happen? Am I really going to fuck Jessica Woodridge?

She let loose the last button of his shirt and pushed it off his shoulders. Jake felt he should do something -- if he'd been with a girl friend, he would have been stripping her of her bra and panties by now -- but his hands remained at his side. She's the professional, and she's here to service you ... let her.

He had an odd thought suddenly, one that made him even more nervous. She's not a whore, anymore ... not right now, anyway. Jake wasn't compensating Jessica anymore, neither with cash nor the promise to hold back incriminating photos. She was just a woman preparing to pleasure a man.

Jake wasn't sure what to do with these new circumstances. So ... he did nothing but allow Jessica to continue...
 
Jessica inched a smile across her lips as she looked at him, waiting for a reaction as she let his shirt fall down. There was little to no reaction though, as she looked him over, analyzing how far he was going to let her strip him.

Evidently far enough, as she dragged her hands down his chest to his belt undoing the already loose trousers and bringing them down to the floor. She could sense his nerves though and decided not to spook him too soon and scare him off. Mine as well just shock him instead.

So Jessica stepped back only too allow some space as she reached behind her back, unhooking the bra and peeling it off her chest. Her breasts free and perky, she wondered if they'd still have an effect on him once he had already seen them from a distance. Next came her panties, neatly shaved for her clients as she folded her undergarments next to her chair all done so in a professional manner usually left for her clients.

Though as she looked back up and faced him, Jessica somehow felt more exposed near him compared to others. She felt her nerves latch onto her though she tried her best to suppress them. When she looked at him in nothing but his boxers she couldn't help but now see him as her Counselor. Which made her see herself as the young sex doll toying with his career. It was wrong no doubt, yet somehow it made her less likely to stop.
 
As he watched Jessica shed the rest of her clothing, his erection began twitching with anticipation. As she turned to face him, totally nude -- and absolutely beautiful -- he shifted his weight just right, or just wrong, depending upon your view; his hard-on -- which had been well behaved until now, remaining concealed with its tip pressing up into the waist band of his boxers -- was suddenly loosed from its bounds and fell out of the fly of his underwear, pointing directly at her as if to say, Hi! We haven't met yet, but I'm Big Jake.

Jake laughed uncomfortably, and quickly grasped at his penis, attempting to get his pet back into the cage. It was no use, though; without serious manipulation, there was no getting the mass back through the slit in the fabric. A former girl friend hadn't been kidding when she'd nicknamed his dick Big Jake; he was only nine inches long when fully erect -- good sized, but he knew men who were bigger -- but his penis had a girth that surpassed most men he'd spied over the years in gymnasium locker rooms or during the always embarrassing group medical checks during his indoctrination into the Naval ROTC.

Size isn't everything, he'd heard, and said, too, over the years, but ironically, he'd heard more complaints that he was too big -- particularly when his mate was head first in his groin -- than too small. And this had always made him feel a sense of pride. Of course, he would have felt much prouder if he'd heard it more often, for while those women he had fucked had seemed thrilled by Big Jake, there simply hadn't been enough of them over the years!

So, he resigned himself to the fact that his second head -- which had also been described as beautiful and, quoting, "...the most erotically symmetrical piece of man-flesh I've ever had before my eyes ... and mouth..." -- was in full view to Jessica. He shrugged and chuckled nervously again, thinking, What the hell... she was going to see it eventually anyway, right?
 
It was different now that Jessica was seeing him. Really seeing him, as the loose fabric failed to conceal Jake’s now protruding cock. In the office she had caught a glimpse, but now she had her chance to stare, though she tried to do so inconspicuously. Jessica had thought she was gaining the upper hand in this exchange but she had definitely underestimated his width. Most men she had been with usually compensated what they lacked in their pants with money, but it was clear Jake was not concerned with that.

“Why don’t I help you out a bit.” Jessica said, phrased a question though she stated it matter of factly, tucking a strand of her hair behind her ear. Her thumbs hooked on his boxers before pulled them down slowly, dragging out the moment as she too slid down his legs. When she brought herself back upright she let her warm breath graze over his manhood, letting his hard cock loose.

She couldn’t help but let a smirk slip through as she thought of what fun could happen in the night. Though as she looked at him she knew she couldn’t think of him as someone of authority in her school. Otherwise she would fumble over her words and worry about her performance too much. She had to let her mind phase out what was really going on and focus solely on the sex.

“You’ve already given me some tough decisions to make tonight. So here’s an easy one for you.” Jessica said, bringing herself closer so her body just barely pressed against his, her lips so close to his ears as she whispered. “Just choose whatever you’d like me to do.” Jessica said. Somehow she found herself behaving the only way she knew how; like a whore. She was letting him choose whatever he wanted to do, the only thing lacking here was the money.
 
"You’ve already given me some tough decisions to make tonight," Jessica said softly. "So here’s an easy one for you."

She moved closer, her firm young breasts gently pressing against Jake's chest, her belly touching against the head of the flag pole that seemed to be saluting, rather than being saluted to. He drew a sudden, excited breath at the feel of her body against his.

She leaned in close, whispering, "Just choose whatever you’d like me to do."

Jake's imagination -- which had hardly stopped imagining being with her from the moment he'd spied her walking down the bar's hall the night before -- was suddenly ... blank. He may have imagined every thing, but now that he was faced with choosing a direction for them to take, he was as lost as a child alone in the forest.

"I, um..." He swallowed hard -- then immediately thought, Did you really just take a nervous swallow? It was like a scene out of a bad movie! Looking into her eyes, then glancing down to the beautiful body lightly pressed against his own, Jake contemplated where to begin.

Priorities, man! What's the one thing you've never done that you want to do now...? What will you never get a woman to do with -- to -- you in the future...? What one thing would really make you one ... fucking ... happy ... dude...?

Then another thought struck him: Is it just one thing...? Or ... can I do it all with her. Jake was suddenly overwhelmed with questions. If he had been a paying customer, he likely would have been up against a time limit. Hell, she'd given the customer the night before a fucking price sheet! Does that mean I'm limited? Limited to time ... acts ...?

He wanted to ask Jessica these questions but thought that she might indeed tell him that he was limited, just as with any "John". But she can't cut you off, limit you ... you have pics that will ruin-- Oh, shit. Suddenly, Jake was pissed that he'd allowed her to destroy the file on the Blackberry -- and then, just as quickly as the thought entered his mind, he remembered the file folder on the dresser, with copies of every shot. Does she realize you have them? Yes! You told her so, as you tossed her the phone. But ... she didn't destroy them before coming to you. What does it mean? What the hell does it mean...?

Jake quickly fantasized the scenarios for him asking for everything, her saying Limits, him pointing to the pics, her feeling black mailed again... It was just too much ... so ... he kept his mouth shut, didn't ask anything, hoped beyond hope that they would simply make love -- have sex? -- until he simply couldn't perform anymore, and ... go on with their lives...?

He smiled to her, recalling her instruction -- Just choose... -- and took her by the hand. He led her to the bed, scooted onto it, face up, and held a hand out to her. "I want to be able to see you ... okay?"

She returned his smile as she moved to the bed, his hands urging her into place above his groin.

"I just want to--" He hesitated, as the word protocol popped into his head concerning how to phrase what he wanted to say. Fuck it! he told himself. I don't care if I say something wrong! "I just want to watch you as we make love. Is that okay ...?"
 
Jessica let him lead her to the bed. One night. Just one night of sex and the next day she could act as if nothing happened. At least she liked to think that would be the case but she knew sex under these circumstances didn’t come with no strings attached. The very next morning she was likely to see him in the halls. He could easily see her again at the bars. It wasn’t exactly like they could go their separate ways considering what he knew about her.

Having all of these thoughts made her anxiety levels increased, as she clumsy let his hands guide her to his crotch. Seeing his nerves show through eased her a bit more. This wasn’t a normal thing to occur and she knew it wasn’t normal of her to say yes to doing this, even after freed from blackmail. When she tried to rationalize her choice earlier it had seemed right or at least a choice she could live with after deleting the pictures. Shit, now she had to remember to grab the photocopies before she left..

Shaking her hair out of her face, a nervous habit before she went in for the kill, she assumed her role again, knowing to make tonight count.

All he wanted to do was watch her? Was that really all he was asking or was she misunderstanding his meaning? She got paranoid a bit thinking he had some sort of camera filming, but knew he wasn’t that devious.

“If all you want to do is watch me, I’m sure we can arrange that…” Jessica said, spreading her legs over top of his, straddling them with the warmth of her pussy. Those empty, naïve blue eyes pierced into him, hardly being able to believe she was about to do this with Mr. Jacobs! Her hands went to his side as she lowered herself onto him, her erect nipples brushing over his chest as she shared a soft yet intimate kiss with him. Though she juxtaposed the romantic kiss by letting her hand wander under her towards his groin, raising her hips slightly so she could run her fingers over his cock.
 
His breathing was beginning to be labored by excitement ... and he wasn't even inside her yet! Feeling her hand stoking his erection, feeling her breasts as their nipples softly played against him as she moved ... watching her ... which was the greatest part of the excitement. Jake had always liked the bottom, particularly with a lover who was very enthusiastic, very excitable ... the rocking to and fro, the bouncing up and down ... the bouncing tits, rapid breathing ... moaning, then groaning, then crying out loud ... Jake simply loved to see his lover enjoying herself, and to do so was best from down below.

Jessica kissed him, which he didn't expect; Hollywood always told of hookers who didn't kiss their Johns because it was too personal, too intimate, too unprofessional. Jake wondered whether she kissed all of her customers, or whether she was making an exception for him due to the odd circumstances about their coming together. Either way, he didn't care; it was so nice to feel her soft lips on his own.

She was treating him, Jake thought, less like a whore about to fuck a John and more like a girl friend -- or, maybe a date -- about to make love to her boyfriend. He liked that was well. He regretted the fact that he had had to black mail Jessica to get her here, yet he also knew that without those pics, she would never have been here. What he wanted now was what his fictional hero, Charlie Harper -- formerly of "Two and a Half Men", he also thought with regret -- called the girl friend experience; as with Charlie, Jake was paying for this experience, but he wanted the experience to feel more like he was with a long time girl friend than with a pick-up bar hussy, let alone a prostitute.

Jake was gently caressing Jessica's thighs, then her hips, and finally reaching up higher to grope her young, firm breasts. They felt good in his hand, and he did a curl to bring his mouth up to kiss one of her breasts, then suckle a nipple before switching to the other one and repeating his action.

He felt Jessica's wet pussy slide across the length of her shaft and got anxious. He whispered, "I want in you. I want in you now.
 
“I want in you. I want in you now.”

Jake’s words were very clear now, now more beating around the bush so to speak. It wasn’t I want you. It was I want in you. A very different meaning when it came to sex. She cursed herself for giving him a romantic kiss, sharing something that was at times even more intimate than actually fucking. Tonight wasn’t about treating him like her boyfriend, though it seemed to be hinted at that that was what he wanted. It was purely about unadulterated sex and Jessica had had enough experience to know she could give that better anyways.

“Alright big boy.” Jessica said, adjusting herself on top of him, her hand moving from his shaft to cupping his balls as she looked down at him. There was only so much teasing you could do for a man before you delivered. Plus she was starting to lose focus as he sucked on her breasts. Her pussy was getting more and more wet as he did so, and even she knew she couldn’t prolong this anymore. “Let’s see what we can do..” Jessica whispered, steadying her hands down on his chest as she raised her hips and slid her pussy onto his cock.

Closing her eyes and biting down on her bottom lip, she was surprised at how much more he was able to fill her up compared to others. He was so much more satisfying and pleasing as her heart rate increased, her breaths following suite as they became more audible each time she grinded her hips down on his cock.
 
Jake released a low moan of pleasure as Jessica lowered herself upon him. She was tight, tighter than he'd expected. Actually, he hadn't been sure what to expect. He'd heard so many nasty stories in the college locker rooms about the campus sluts and their open canyon pussies.

"As I was eating her out, I said, 'What a big pussy'," the joke went, "And a moment later the echo came back, 'What a big pussy... what a big pussy..."

Jake had wanted -- still wanted -- an unbelievable experience from this girl, and his biggest fear was that being inside her would be like fucking open air. But as he pushed inside her, relief flooded his brain; she was tight and warm and gripped him firmly his full length ... She was heaven...

As she began riding his length, Jake countered with his own hip gyrations. The pleasure was unbelievable, and he fought to keep his eyes open, his body wanting to just sink back into the bedding and take it all in. But Jake wanted to watch her, too; she was so beautiful, and even more so above him, being pleasured as she in turn was pleasuring him.

Jake had always loved the look of a woman making love. Her face and its expressions; the jiggle of her breasts and the on again, off again swelling of their nipples; the to and fro of grinding hips and the flex and relax of the muscles that controlled all. He'd one had a girl friend whose labia and clitoris practically had minds of their own; in the bright light of midday, on a blanket in the back yard, she would lay back with Jake's head between her thighs, and he would pleasure her with lips, tongue, and fingers, all the while marveling at how her pleasure center reacted to his various methods of stimulation. It had been a marvelous period in his sex life that, quite honestly, was the center of many of his self-stimulating sessions even today.

Watching Jessica above him was turning out to be the greatest sexual moment of his life. She was young and sexy and energetic ... and forbidden, he reminded himself, wondering how they would react to one another in the halls of Harrison the next time them met.

His wondering ended quickly though as, before he realized it was happening, the pleasure building in his groin suddenly welled, spread throughout him, and -- with a great moan of satisfaction -- he erupted inside of her. His head swam with euphoria, his eyes closing, his hands gripping her buttocks in an attempt to pull himself even deeper inside of her, his evolutionary charge to be to fill her fully with his life force.

If he'd been able to rationalize a thought, he would have told himself it was the greatest orgasm he'd had in ... in ... likely forever. That thought would come to him, eventually, but not now; now, he was simply lost in the pleasure that was Jessica Woodridge, high school whore, and the greatest fuck he'd ever had...
 
With each thrust Jessica felt, each second she gyrated his hips in rhythm on top of Jake she could feel her surprise growing as her pleasure increased. The friction that gathered between them was so smooth yet so rough at the same time. She didn’t want to admit it out loud but it was better than when she had sex with the Johns. They were either rude without reason or weak without meaning. This was different. Better in some way she couldn’t quite place.

There was no time to think though as her pace increased the moment she felt his cock swell inside of her, filling around her tight gash more than she thought to be possible. Jessica knew she had brought him to his climax point, the point of pure ecstasy but Jessica didn’t want this to end so quickly. Normally she would forbid a client from cumming inside of her, sense the moment and hop off just in time. Tonight with the help of the pill on her side she relished in the feeling of his hot liquid filling her inside. Gasping she felt like she shared in his euphoria as she looked down at him, watching the muscles on his face tense and relax with each wave of relief.

Jessica was far from finishing this though. She could have called it a night, happy to have given him what he wanted, but she wanted to reach that climax as well. She needed to feel the ecstasy of a good orgasm wash over her entire body. If he wanted to watch her, what a show it would be for him to see her orgasm because of his member.

Leaning down closer to him as he brought her in, she mumbled “No, don’t stop, not yet.” Her hips grinded harder down on his cock, riding him faster now. Moans escaped her as they mixed with struggle and pleasure, filling the corners of his otherwise silent apartment. Jessica was determined to reach that climax now, feeling her intensity build as she brought her back upright, tilting her head back, eyes toward the ceiling. A light sweat broke out on her skin, her full breasts bounced and swayed in time with the movements of her hips as the pressure inside her built stronger and stronger. Every cell felt alive in her body. She didn’t have time to think of her shock and shame when she thought of cumming on her counsellor’s cock as it was too late now.

“Oh God!” She found herself yelling out as relief washed over herself and the bed, her thin thighs trembling as her eyes shut. Then just as suddenly the feeling like a tidal wave had passed to a low tide, her body sinking in towards Jake’s body.
 
Jake nearly giggled aloud; he struggle to contain himself and succeeded, opening his eyes to look at her, to see if she had caught his reaction. Jake didn't understand why it happened, but immediately after his first ejaculations after a long hiatus from sex, the school counselor's dick became a magnet for tickling sensations. It was embarrassing, exploding within a new lover, feeling that euphoria sweep through your entire being, then suddenly being wracked by the tickle monster and trying desperately to pull the woman off of his dick to free it from the torture.

It was only made worse by the fact that, unless he'd previously brought his lover to orgasm via other means -- namely mouth or fingers -- she often wasn't ready to cum by the time he was laughing like the live audience at "Two and a Half Men". What kind of a message did he send to enjoy his own climax, then throw his lover off of him before she'd had a chance to enjoy hers?

But this time, as Jessica closed the space between them, positioning herself for a continuation of her pelvic thrusts atop him, he endured the insane feeling clawing at his groin and did his best to keep the laughter contained.

It wasn't long, though, before the tickling subsided and pleasure was again building down below. Jessica sat up tall, putting her weight fully upon his erection; he was deep, deep inside her as she continued her grind.

Jake realized suddenly that this was not about his continuing pleasure; Jessica had to have known he'd enjoyed his orgasm already, and yet she persisted in creating more pleasure between them. This, he realized, was about her orgasm ... her climax ... her euphoria. He smiled, tight lipped, at the thought that this woman, this prostitute, was looking to enjoy her own sexual explosion. He hadn't even imagined this; he'd assumed she would get him off once, twice, three times or what ever ... please him until he passed out with a wide smile and labored breathing ... then dress, toss him a dismissing wave, and depart.

Suddenly, Jake felt ... overjoyed! He wasn't sure why. Maybe Jessica was like this with every man, whether "John" or not; maybe she always went for it, feeling that if she was already her with a ready-dick at hand, she might as well get some satisfaction out of it as well.

That wasn't the way he wanted to see it, though; he wanted to believe she never did this with a "John". He wanted to believe that he was special, for having given her the opportunity to leave without ever having touched him.

He caressed his hands up her thighs, to her hips, to her waist, and finally to her breasts. He cupped them with splayed fingers, lightly pinching the solid nipples between the fleshy parts of his fingers. And as she worked harder and faster to reach that peak that so tragically alluded so many women, Jake took some of the weight of her upper body into his care so she could concentrate on the prize their coupling could offer.

Jessica's sweating body suddenly broke out in light trembles as she called out, "Oh ... God!"

Jake watched with delight as Jessica exploded. He liked this; he loved this! It was not just the ego boost, the knowledge that he'd made a woman cum. Hell, he'd watched one of his nastier blind dates cum by shoving a banana up her pussy and pressing his electric razor against it; so it wasn't like the world's women were lining up to have him get them off or anything.

More than an ego boost, it was just the pure pleasure of seeing ... well, of seeing pure pleasure. And here, atop his groin, coming down from the mountain and collapsing into her still-groping hands, was the most erotic image of pure pleasure Henry Jacobs had ever experienced.
 
Jessica collapsed on top of him after finishing, her breathing rate still high as she leaned on his chest. She steadied it though, her chest pressed so close to his that she could feel his lung cavity breathing in and out. The soft ebony waves of hair spread out among them as she took in this moment for a second. She rarely caught this glimpse of romance after sex. Usually she was the one already dressed and out the door, or it was the man he would literally throw her off of him. She never got this moment to just be with the person you had shared something so intense with.

But Jessica didn't exactly want to get to intimate now. He was still Mr. Jacobs and she was still Jessica Woodridge. That fact hadn't changed in that brief space of time. Tomorrow they'd see each other in the halls and share nothing but awkward thoughts to themselves. Besides, she wasn't about to further the romantic elements of this. It was just sex after all and they both knew it meant nothing more. She was a whore after all.

Lifting her hips she pulled herself off of Jake, rolling over next to him. She was so confused in what had happened she didn't exactly know where it would go next. One thing she did know was that she enjoyed it. And judging by the look on Jake's face he had certainly enjoyed himself as well. It wouldn't kill her to spend a bit of extra time here? Lord knows she had done far worse for the money.

"Well," Jessica said, propping herself up with her elbows, feeling entirely different than the timid student that had walked in earlier, "Is there anything you'd like to try, or shall we call it a night?"
 
"Is there anything you'd like to try," Jessica asked, "or shall we call it a night?"

Jake could have called it a night; he was high as a kite over their love making and, if she'd been a girl friend, would have been perfectly happy with spooning their way to a relaxed, night sleep.

But, she wasn't a girl friend; she was -- more or less -- a hooker here to satisfy his desires. He knew better than to push it with her; theirs was a precarious relationship -- neither boyfriend-girlfriend nor John-whore -- and he needed to play this with delicacy.

Then, the answer to anything you'd like to try came to him in a flash. He rolled out of bed and hurried around the foot of it; his still rock-hard erection pointed the way, bouncing about with each step. He slowed as he approached the Window Seat, peaking out and down a bit. A smile spread across his face as he turned and whispered, "There home."

He hurried to the hearth over the smaller, bedroom gas fireplace, snatched up a pair of glass-bowl candles, and moved them closer to the Window Seat. He squatted down on the Seat's fabric pads, looking to Jessica and asking, "How do you feel about ... getting caught?"
 
Jessica smiled at the nook created in the window seat, knowing it was close enough for intimacy but large enough to comfortably pleasure someone in. The candles alighting and reflecting in the window made the spot seem more inviting, and her mind wandered to thinking what other girls he had brought and pleasured in that very spot. She then realized she didn't even know if bringing home girls was something he did often. Most of all she realized she knew little about him. If she blocked out his profession she could treat him as a perfect stranger, someone like her clients that she was there purely to pleasure.

Getting caught was different entirely though. After all it was what had ended her up in this mess. Getting caught by the wrong person again could not only hurt her, but also hurt Jake if anyone ever found out what he had just done with a student. Though even she felt herself growing more sexually adventurous and open she wondered if she could go into sex all the while knowing she was being watched. Then again, that did add an alluring element to it all...

"Caught by who exactly?" Jessica asked, knowing she should at least play it safe before mounting him and satisfying that hard cock once more. Though even then she did little to conceal her naked body, walking in plain view of the window. She knelt one knee on the edge of the seat and brought herself closer to the window pane as she peered at the streets below. Anyone could look up at any moment and the thought of them seeing her strangely built an excitement within.
 
Jake jerked a thumb over his shoulder. "By them ... exactly."

Jessica leaned to follow his gesture. He turned as well, looking down one floor, across the narrow courtyard to a pair of lit windows opened to the cool night air. Beyond one window, in a laid-back recliner, a woman -- seemingly young and physically attractive -- had a book in her lap; while through the other window, a pair of shapely female legs moved quickly on a treadmill that was raised impressively to increase the work out's benefit.

"I call them Tweetle Dee and Tweetle Dum," Jake explained, clarifying, "Tweet-le, as opposed to Lewis Carol's correct spelling of Tweedle. When Dee isn't reading, and Dum isn't running in place or whipping up some concoction in the blender ... probably health food ... they're on their phones, texting ... incessantly."

He turned back to Jessica with a forlorn look in his eyes. He began to speak, hesitated, then confessed, "They were fucking down there one night. Not each other ... I mean, they each had a guy in a different room. They were fucking ... at the same time ... in different rooms. Funny, huh? Anyway ... I was ... sort of watching--" He smiled, sheepishly. "--with binoculars. And ... well, I got caught."

He looked back down to the windows, then continued. "Ever since then, I'm the pervert in 5-B ... and it only gets worse, 'cause I've never brought a woman here, so they -- and every one they Tweeted -- think I'm either gay, or a freak, or just can't get any."

He looked back to Jessica, looking her naked body up and down, then smiling softly explained, "I'd like to change that image."
 
Jessica bit down on her lip, though this time not in an attempt to contain that pleasure that built up earlier. She knew she should walk out and leave him behind before she got caught up in a situation that she didn't want to be in.

But Jessica always had a soft spot for the underdog. She'd helped David out by lending him a date and she knew after having such an intense sexual experience with Jake, she couldn't just leave now that he'd shared that information with him. Jessica too had faced the brunt of the storm that was catty girls with quick fingers and phones as she'd been called a prude and a snotty bitch on more than one occasion. If she could help Jake kill his demons, she wasn't exactly about to turn that away.

"Well I suppose putting on one show for them wouldn't hurt." Jessica said, knowing she would have to make it count. Seeing that the girls window was open Jessica did the same, sliding it up so Jake and her voices could travel. After all, she wasn't going to do this again with the girls being completely oblivious to them.

"Oh Jake! You're cock's even bigger than I remember!" Jessica exclaimed loudly in a higher falsetto, winking at him as she sold her part. She knew, or at least hoped, he would catch on and see she was selling it for the girls below to catch there attention. After all, if Jessica Woodridge was good at anything it was always making a sale. Climbing on top of Jake she gave small kisses of those full lips from the base of his cock to the nape of his neck before mounting on top of his manhood for the second time that night.
 
"Oh Jake!" Jessica said, her voice loud and higher pitched than normal. "You're cock's even bigger than I remember!"

Jake suppressed an embarrassed chuckle with a hand slapped quickly over his mouth, wondering Oh, god, maybe this wasn't a good idea after all.

Jake wasn't the exhibitionist type, but he wanted these two girls to see that he wasn't what they thought he was, particularly the unable to get laid type. Okay, so, Jessica wasn't exactly a girl friend, or even a bar fly he'd picked up. But that wasn't the point! As Jessica mounted him, each of them grasping the others body to pull themselves into position, Jake asked himself, So ... what does this prove? As he felt Jessica lowered herself upon him, her pussy swallowing him fully, he dropped the thinking with the final thought, Who fucking cares?

Jessica performed perfectly, energetically shifting her lower body to and fro, driving his shaft in, out, in again its full length without once losing her grip of him. Jake, for his part, leaned back into pillows he'd stacked in the Window Seat, grasped his lover's ass cheeks firmly, and helped her with the hard, rapid fuck that was rapidly speeding Jake to fulfillment again.

He was so anxious to see the reaction of his neighbors, but feared looking to them and possibly blowing the ruse that their exposure was simply an overlook on the part of their passion. He looked up to Jessica, relying on her, asking, "Are they looking...? Do you think they hear us...?

(OOC -- Write their response how you like! :D )
 
Jessica continued with his speed as she gyrated her hips on his dick, trying to match the pace he had created already. She wondered if he was working harder now to keep face knowing the girls could be watching. Or there was the more likely reason that they had just broken down the barrier of having sex. There was room to experiment this time. Though the air of awkwardness wasn't completely broken down between the pair it was at least damaged. With the ruse on them that they could be amping up the sex for those watching, there was room for Jessica to get a bit dirtier.

She steadied herself by pressing her hands down on his chest, gripping down on him slightly as she rode harder and harder on his cock her breasts bouncing more as she moved her pussy up and down on him. Her fingers ran back and trailed through his hair, looking down at him with a smile when he heard his question.

Jessica tilted her head down so her dark hair shielded her eyes, peering through beneath the curtain to see if the girls were looking. Sure enough the one reading the book, Tweetle Dee, was shouting something back to Tweetle Dum as her face filled the window with shock. Soon Dum was peering up at them with part smile part shock, her fingers already working there way down to her cell phone.

Flipping her hair back over her head like the regular whore she was, Jessica continued at the fast pace, increasing the depths her pussy could reach as she let him in further, her breasts coming to his face with each stride she took. "Oh Jake! Oh!" She yelled out in feigned ecstasy repeatedly, though in reality it wasn't a hard truth to fake. Even she could feel that familiar tingle of an orgasm inching forward so she knew Jake had to have been close.

Daring to take one quick glance down to the girls apartment she thought she saw Tweetle Dee taking out her phone as well. Though quickly that illusion was shattered as girls' hand had actually disappeared beneath the waistband of her sweats as she watched intently.

Jessica smiled to herself as she brought her lips down to his for a kiss but also to whisper her reply. "Oh trust me, there enjoying this just as much as we are." She continued with just as much energy as from the start, not thinking for a single second if the girls would dare to take pictures like Jake had. Her mind was far off from focusing on that in this moment.
 
Knowing that the neighbors were watching only heightened Jakes lust for his partner; he grasped her hips tightly and curled his back, allowing more of his length to penetrate her, and began plunging into her with all of his might. Together, they we're sounding like something between an R-Rated erotic flick and an X-rated porn. Jake' grunts of exertion and groans of desrie were genuine; he wondered whether or not Jessica's were, and wondered as well whether she's tell him the truth if he decided to ask her later.

Again, his the pleasure welled within him and with a mighty grunt of ecstasy, he rammed deeply into Jessica, holding their groins firmly together as one as the repeated eruptions emptied him into her.

His mind whirled with joy for the longest moment, and only after the twitching in his groin subsided did he remember about the girls across the courtyard. He murmured with heavy breathes, "Did they ...see us...?"

As he waited for Jessica's answer, another thought came to him: he'd enjoyed his orgasm ...but he'd brought the sex to an abrupt stop when he parked himself inside of her and ceased their gyrations. He felt selfish for a moment, then was torn about how he should feel about Jessica's own pleasure. She's a hooker, Jake. It's not about her!. He thought the thought, only as a defense for not having concerned himself with her satisfaction; but in reality, he'd wanted her to cum with him. She wasn't his girl friend, or even a date; yet ... Jake felt more for her than a "John" would feel for a whore. He realized he cared about her; about her feelings, about her future, about ...about every thing.

He opened his eyes and looked to her; her sweat covered body glowed in the bright white of the courtyard light and soft yellow of the nearer candles. He was afraid to look her in the eyes, feeling this close to a whore from the school he worked at. It was very confusing.
 
Jessica only got louder as Jake increased his speed and depth. Even she had to admit that this was better than having sex with any of her clients. Somehow there was more here but she couldn't place it. More correctly though, she didn't want to even think of placing it. She had to keep reminding herself of who they were, him as a counselor and her as a student. This was little more than another slutty notch to add to her bedpost. At the end of the night she could just chalk it up to gaining practice.

As he came inside her in waves once more it took more strength for her to pry her eyes away and look down at the girl. Evidently both of the girls were still enraptured by there lovemaking. She knew from those looks on their faces there was no way that they would ever see the man from 5-B as a pervert any longer. "They can see everything." Jessica said with a smirk, as she whispered to him. Realizing he was finished though she knew she wasn't going to push herself to much again to reach that orgasm. She'd already gone above and beyond the call of duty for tonight. Continuing further would just be foolish.

Lifting her arms up with one final praise towards Jake for his benefit, she drew her hands back and and shut the curtains to the windows, ending their little show for the night. Catching her breath and pushing her hair out of her face, she looked down at him, wondering what he thought of the spectacle. "We should leave some to there imagination. I'm sure if you check there twitter's though it'll be nothing but praises." Jessica said, feeling as if she fulfilled her duty in more ways than one.

Now was the part he could have been dreading though. The part where she walked over to her clothes, stringing on the undergarments ready to leave and pretend this had never happened. But even she knew she couldn't fool herself that much.
 
They were done. Jake knew it; he knew that Jessica knew it, too. Oh, he could suggest something more -- doggy on the bed, a blow job right here at the window, or any of a number of other sexual activities. But he didn't; he was satisfied -- more than satisfied -- and very content. Even with women he thought he'd loved -- and who he thought had loved him -- he'd rarely had as exciting and satisfying sex as he'd had with Jessica tonight.

But he didn't want this to end, not just yet. Still inside her, he caressed his hands back down to her buttocks, pulling her tight to him as he gently, almost lovingly, kissed at her breasts and suckled her nipples. Her body was so perfect, so absolutely perfect; he didn't want her to pull away from him at all tonight. Would she stay the night if I asked her to...? He doubted that. She was a high school student, with parents; as a counselor, he knew many a parent who knew their children were sexually active and allowed them to stay over with their lovers, but he knew few of them who had students with Jessica's grades and future potential who allowed such things.

As he finally began to soften inside her, he urged her out of his lap, immediately taking her hand and leading her to the bed, sitting her there. He snatched up his robes -- laid out earlier in the hopes that later they'd be naked and might need them -- and handed her one, donning the other himself. He looked down at her for a moment, then glanced at the open bathroom door. "If you'd like to clean up, you can shower ... or what ever you need. There's all kinds of stuff in there ... girly soaps and shampoos ... razors ... not that you need to shave, duh ... stuff left over from--" He started to say My ex-girl friend, but caught himself, finishing instead with, "--from my sister's last visit. Use what you want."

He turned away quickly, heading for the bedroom door and ultimately the kitchen. "Would you like a bottled water ... of some more of the wine...?"
 
Gathering her dress in her arms she knew she felt even more confused now than ever before with her 'employers'. Even more confused than her first night as a hooker. Whereas on those nights she never knew how early she could get away with leaving, tonight she had no idea what would be overstaying her welcome. Of course there was school the next morning so overnight was out of the question, but what else was there really to be said?

"Water would be great," Jessica began as she was driving tonight after all, "I'll meet you in a second." She finished, her hand grabbing the robe for a second before she thought better of indulging in the soft fabric. There night was done and over and she didn't want to send any mixed signals that this could happen again. So instead she went to the bathroom to splash some water on her face, straighten her dress out and brush her hair quickly. A touch more of lipstick that had clearly rubbed off was freshened up before walking back into the kitchen where he waited.

"I suppose I shouldn't outstay my welcome." Jessica said with a shrug as she picked up her purse over her shoulder, a small smile on her face. There was something pulling her to stay that seemed almost tangible. Because despite her words she couldn't make herself take those few steps towards the door.
 
"Before you go," Jake spit out quickly, a tone of desperation in his voice. He began to speak, then realized he had no idea what he wanted to say. All he knew was that he didn't want her to go ... at all. He cleared his throat, contemplated, then said in his Student Adviser voice, "I'm worried about you Jessica ... about ... about what you do. And..."

He paused for a moment, thinking, And what, Jake? This is what she does. What do you want to do, stop her? He did, actually. Not because he thought there was anything wrong with what she did. Well, actually, he did ... Oh my god, was there something wrong with what she did! But, he understood why she did it; she had a bright future ahead of her, assuming she went on to school, and without tuition, books, fees, and everything else, there was no bright future to speak of. And ... it all costs money, Jake!

He thought a moment more and found his words. He looked directly into her eyes -- it was the first time he'd done so since he'd pulled out of her -- and said to her, "I ... want to help you. I want to help you be safe. I don't want to see you picking up strangers in bars ... fucking--" He paused, embarrassed to have used the word with a student, despite the fact that he had just fucked her himself. "Doing business in bars, and back seats, and alley, and nasty, stinky motels."

He was making assumptions, of course, assumptions based on a multitude of Hollywood movies and "60 Minute" style television shows.

"What can I do to help you?" Suddenly, another thought struck him. Harrison High has 1100 students. What're the odds that Jessica's the only one turning tricks? He stepped a bit closer, offering out the water bottle as a way to capture a few more seconds to think. "Jessica ... are there others? Are there other girls ... doing this ... you know ... working as prostitutes? Are they safe...?"
 
Jessica was caught in between wanting to accept his sympathy and wanting to ward it off. Her defensive nature came up when for a moment she believed this was all some sort of plan for him to take on the ultimate challenge for any student advisor and guide her away from her nights on the street. When he asked if there was others she wondered if he only wanted to know to get them in trouble or seek them out for himself.

But if Jake had shown one thing that night it was that he wasn’t the quintessential ‘bad guy’. Perhaps he did bad things but with surprisingly good intentions. So Jessica chose to give him the benefit of the doubt.

“I’m as safe as I can be.” Jessica started, knowing that to plainly be the most honest answer. You grew to learn ways to keep your own self safe like always taking money upfront and not wandering off to far with your John. You eventually learned which offers to accept from men and which to decline. Surprisingly the business men were the worst to accept since they used her as a way to escape from their high standing reputations. The men with burly arms and tattoos weren’t exactly the most gentle either. Now that she thought about she hardly came away a night without being hurt or degraded in the most lowly way. If Jake wanted to help, she wasn’t exactly about to turn that away.

“I mean, if I don’t go to those bars and motels there’s nowhere else to get business. It’s not like you can exactly pick up someone at Harrison.” Jessica said, laughing slightly to lighten the mood. Though even then she thought her date with David Lee Warren tomorrow, and the potential that that event held.

“But,” Jessica said as she continued in answering his questions, “You would be right to assume there are others like me, hookers, male and female. I won’t give names, but I’m just surprised I was the only student you saw in the bar that night.”
 
He'd heard rumors, and over the years he's asked questions; but teenagers -- particularly the under age ones and those benefiting from it -- didn't typically talk to the Student Advisers and other Counselors about the sexual activity occurring between the students, and particularly if there was money changing hands.

It was getting late, and Jake knew that if he kept Jessica there another minute, he was going to ask her to drop to her knees before him; just thinking about teenage girls parting their legs and lips at Harrison was making him hard again, while at the same time making him feel like a child molesting pervert.

"- won't keep you any longer," he said politely, then -- with a pleased smile spreading across a blushing face -- he added, "Jessica ... I had a wonderful time, and ... I'm sorry if it started out ... how can I put it ... under duress...?"

He pointed to the little table near the door; he'd brought the folder with the pics in it out for her to take home. "Those are for you. And ... I want you to know that...". He hesitated, fearful that she might take him up on his first offer, and not his second. "If you never want to see me again, I can have your records transferred to one of the other Student Advisers. But ... if you want help ... you know, with your current career... I think I can help you."

He crossed to his desk and pulled a copy of Harrison High's year book out of a shelf, then moved toward Jessica and set it on the counter near her. He tapped on one of the smaller buildings and said with a knowing smile, "It's empty. They were going to open a Tutoring Center, but the funding fell through. I ... I have the keys."

He turned and moved slowly to the door, in no hurry to see her leave but knowing she had to do so eventually. As he turned back to her he said, "I think ... I think we could help each other. And ... if you know others ... who want, or need help ... I'm here for you."
 
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