Cheers (Closed)

[Twilight10]

Closed for Neysha

Mark Foster talked to Stacy before the appointment and asked if she really thought it was a good idea.

"I think she'll go for it," Stacy had said. "I really do."

"Kaylee seems to be one of the shiest girls on the cheerleading squad," Mark said. "I mean, I realize that still isn't very shy, but still...I just wonder if she'll be as open to this as the rest of you."

Stacy smiled and flicked away a wisp of blonde hair covering her blue eyes. She was wearing her tight cheerleader outfit, the red sweater bearing a letter "S" which stood for their town, Samoset. The sweater hugged her firm breasts, and the white pleated skirt gave ample view of her panties, when she chose to wear any. The Samoset Sentinels was one of the most popular teams in the state, and their cheerleaders were even more popular, for both talent and for "extracurricular activities."

About two years ago, Mark Foster, one of the English teachers at the school, had set up an agency where he employed the senior cheerleaders, all who had already turned 18, as escorts. The girls were all beautiful and sexual, and all so far had been very receptive to the idea. They made lots of money and got to have lots of sex. There wasn't an official name to the business, but Mark liked to think of it as Cheers. Not very original, perhaps, but serviceable.

He squinted at Stacy now. Stacy was sort of the ringleader of the cheerleader whores, being the most promiscuous and the most sought-after girl on the squad.

Mark said, "If Kaylee turns out to be a prude, I'm worried she'll snitch on us. Nothing we do is illegal in this state, but I will get fired for this."

"Don't worry, Mr. Foster," Stacy said, grinning at the 29-year-old teacher. She found him attractive - at 5'9", 190 pounds, he was athletic looking and rather muscular. She could tell he had played sports in high school and college, and his black, shaggy hair looked damn good above his chiseled features and brown eyes. She had fucked him on several occassions - as had all the cheerleaders - and he was one of her favorite "clients," even though he got to fuck all the girls for free.

"I'm sure we can persuade her," Stacy said. "I'm sure she'll love it, actually."

And with that, they got into position for Kaylee's "appointment." This was the way Mark had gotten all the cheerleaders involved - by having them "accidentally" witness a sexual act during a meeting with him. So at precisely 2:44, one minute before Kaylee's appointment with the teacher in his office, Mark stood up and unzipped his pants. He pulled out his smooth seven and a half inch cock, neatly trimmed and thick. Stacy immediately dropped to her knees and began to suck it.

A few moments later, there was a knock on the door. Mark pretended not to hear it. Another knock, and he didn't answer once again. Now he just had to hope that Kaylee would open the door anyway.

 

[Neysha]

Kaylee was approaching Mr. Foster's office with only a slight bit of trepidation. With the Fall sports season wrapping up, it was time for the reviews made by the Coach on each of the cheerleaders. First squad under got reviews at the beginning of the school year, which made sense considering they were the primary squad in the schools biggest sport, football.

Kaylee and the others meanwhile were stuck with being a second squad, only used as backup at the home games and in pep rallies and the like. Winter and Spring would be different though, with basketball, wrestling meets, and in the Spring, the cheerleading competitions would move into full swing.

But Kaylee wasn't too nervous. She knew she was a quality cheerleader so the only reason she was tentative was because she wasn't sure if she was going to get Second Squad Cheer Captain or her sometimes friendly rival Hailey. Knowing she was going to meet him later, Kaylee resigned herself to doing her best to convince him that considering her wasn't even worthwhile.

Unfortunately, after knocking on his door a few times, she wondered if she somehow got the time wrong and placed an ear to the door but she didn't hear anything. Tentatively, and not wanting to lose her chance to make a good first impression, she reached out and tried the door, and realized it was unlocked. So someone had to be inside most likely. Shaking her head at how unreasonably nervous she was making herself, she opened the door, a relaxed smile on her face as she opened the door and stepped in.

The relaxed look faded away immediately.

There wasn't much to say. She saw the 1st Squad Cheer Captain, her personal best friend since elementary school, Stacy on her knees and she was literally sucking Mr. Foster's fully erect cock. Unable to vocalize a word, much less do anything, the stunned young woman simply gawked, fixated on the perverse scene before her. It just screamed wrong, but she felt compelled to just... watch... and... understand just what was happening here.

Mister Foster smiled, recognizing the look. She wasn't going to run out screaming, but on the other hand, he couldn't pick up the obvious sign that she was going to go for this. Still, experience told him she was open to the possibility and both he and Stacy were experts at that.

Almost casually, he slid his hands through Stacy's light brown hair as she uttered a soft muffled moan, turning her head towards her best friend, allowing the hard cock in her mouth to push outward against her cheek, bulging noticably as she offered Kaylee a half smile in greeting before pulling her lips off of the Coach's cockhead but instead of saying 'Hello,' simply drew out her tongue and started curling it around his bulging tip in front of her, the same smile on her face.

"Could you please close the door Kaylee?" Mr. Foster said casually.

His eyes practically lit up when Kaylee was seemingly snapped out of her trance by his request and almost as if in autopilot, swung the door closed behind her. Such a willingness to follow directions was going to be useful. "Kaylee, take a seat if you want," he then said, his voice offering no indication of anything out of the ordinary as Stacy went to work doing her best to distracting him, making him break his facade. But it'd be hard, even for a well trained slut as talented as Stacy.

"Ummm I... I...," Kaylee started to stammer, glancing at the door and taking a step towards it.

Alarm bells started to ring in his ears. Now that was unexpected. Almost immediately he raised a hand, gesturing for her to stay and then glanced at Stacy. Immediately she knew what to do.

Pulling her tongue off of the tip of his cock, giving his tip a final lick, Stacy simply rose up and walked over to Kaylee who was still hesitantly approaching the door, her hand moving towards the handle when Stacy did the very thing she could do that Mr. Foster would've likely been thrown in jail for if he tried.

She pressed a hand down on Kaylee's outstretched arm and as her stunned friend turned to her, Stacy simply wrapped her arms around her best friends neck, gripped the back of her head and pulled her in for a sudden kiss. Now Kaylee's eyes went wide... she wasn't a virgin anymore, and she had kissed girls before, but that had always been the juvenile experimentation or just messing around. She was as straight as a girl could be, but as she felt her best friends tongue work her own stunned lips apart, she found herself immediately melting into the embrace.

Something about kissing a girl that transformed her immediate reluctance into acceptance. At the same moment, Stacy's hands slid from the back of Kaylee's head, sliding down her fellow cheerleading buddies body and found her arms, guiding them to embrace her in a similar fashion. Soon both girls had their hands trailing farther down the others bodies, over the smooth rumps of their tight asses, barely hidden by their short, flapping cheer skirts.

Soon Mr. Foster found himself stroking his cock as Stacy played her part perfectly in this initiation. Now it was time for the second step as Stacy, still longingly kissing Kaylee, their tongues and lips intertwining, slowly guided her to the couch and soon they were sitting there, hands sliding over and exploring the others body as Mark approached them, his rock hard cock still ready for action.

Stacy then broke off her kiss, and raised a pair of fingers to Kaylee's chin and noticed the hazed look on her friends face. She was ready now, she had tasted the taste of his cock already from their long sapphic kiss and now hr nostrils visibly flared, taking in the intoxicating scent of his raw masculinity as Stacy gently nudged her friends head, having her face Mr. Foster.

Or more particularly, his cock.

Almost immediately, she took in another deep breath of his scent, her chest visibly heaving as he slowly and deliberately waved the tip of his phallus underneath her nose, drawing her in as she leaned forward and then felt him brush the oozing tip of his manhood across her soft teenaged lips and let it hang there. As always, she made the final effort and closed the distance.

When the once innocent Kaylee opened up her lips and started to take in his manhood, he knew he would bring out the inner slut in yet another young cheerleader.

 

[Twilight10]

Mark watched the parade of emotions march across Kaylee's face: Shock, anger, amazement, disgust, excitement, amusement, and, finally, arousal. He had seen this similar spectrum of feelings on most of the girls' faces (all except Stacy, who had been such a slut to begin with that she was eager right away). He had been very wary that these last three emotions would never show up on Kaylee's face, that she would stop at disgust and run from the office, probably telling the principal, her parents, and the rest of the world.

But it was not to be. Instead she exchanged excited glances with her friend Stacy (it helped that they were such close friends to begin with; perhaps if Stacy had been only an acquaintance, things would have gone differently) and fallen to her knees. She was tentative at first. Granted, Mark didn't think Kaylee had never sucked a dick before, but this was a teacher, after all. Still, once she resigned herself to the fact that this seemed like an enjoyable activity, she tackled it with fervor. Indeed, once she licked around the head of his cock and took the first few inches into her mouth, Kaylee began to attack it, sucking it hungrily as if clinging to it for life. She bobbed her head up and down on his rock-hard prick, her blonde hair bouncing. Saliva coated his shaft and formed strings from the head of his cock to her moist lips.

Mark winked at Stacy, who beamed back at him with a giant smile. Then he began to run his hands through Kaylee's hair. "That's so good, baby...oh my god, you're amazing at that. Fuck, you're even better than Stacy." It was understood that Mark said this to all the potential sluts to make them feel good about themselves, so Stacy did not take offense.

As Kaylee continued to bob up and down on his cock, taking it almost all the way, Mark kept running his hands through her hair, and he went on: "You're so good at that, baby...so good that you should get a reward for it." He breathed deeply from his arousal, catching his breath in fits and starts. "We have a...uhh...an organization with a lot of the cheerleaders on the squad. Stacy...mmm, fuck that's good...Stacy is the ringleader, and she thought you might like to join. It's for girls who want to do just what you're doing, and get some good money for it too." He closed his eyes with bliss and forced himself to re-open them to meet Kaylee's gaze. "We both thought you might be interested..."

 

[Neysha]

She was so caught up in the blowjob, that while she was hearing his words and comprehending them, the way he was talking for the most part seemed to just be adding a certain air to the situation, like dirty talk but far more seductive, setting her up to be even more turned on. And it was working on Kaylee as her tongue continued flickering and rolling over the bulging end of his cock. She was so focused on his cock that when he actually asked a question, she didn't quite realize he was asking her anything.

Her lips pulled back on his shaft, focusing her mouth on solely suckling the bulging head of his cock as she registered the question but didn't quite understand he was offering her a job, and she was supposed to answer. It wasn't until she felt Stacy's hand on her shoulder and gently pull back on it that Kaylee finally looked up at Mr. Foster with her bright green eyes.

It was almost a pornstar moment, as not only was Kaylee practically slobbering over the knobbing plum of his phallus, her lips wrapped around the bottom edge of his glans, her tongue lapping against his flesh, but now her green eyes lifted up to him, staring right at him in a picture perfect moment of utter sexuality.

Somehow he managed to ask his question again, and then, like that... unfortuantely... the moment was gone. Her eyes glanced forward again and she pulled her mouth off of his now glistening cock but not before her lips smacked together, almost making a popping sound as she finished her blowjob.

She heard the question this time. But it obviously took her a moment to... digest what was just asked. Her eyes glanced at Stacy, who simply lifted her eyebrows at her suggestively, a bright smile growing on her face. But Kaylee looked... blank, as she tried to recall what he just said.

A cheerleader organization... run by the Coach and Stacy... doing things that she enjoys doing right now. A sex club? That sounded... intriguing. But he said something else... doing it for money. And all of a sudden red flags started waving.

"What?" she stammered, a sudden look of disgust now on her face. "I don't want to be a prostitute. I don't need a pimp!" she suddenly stated in a rapid fire pace, exchanging glances with them both in disgust as her mind ran away with the image of walking the streets to do tricks on random freaks and weirdos. "I don't want to be a whore."

"Not just any whore, a well paid one," Stacy said, in a friendly tone that made what she just said sound even weirder.

"What's the fucking difference?" Kaylee finally stammered before covering her mouth, apparently shocked she just used a curse word since she kept her language very clean normally.

Stacy slid her hands over Kaylee's shoulders, her fingers gripping her firmly and looked right into her trembling eyes. "Kaylee... we're not talking about walking the streets. It's like an escort service. We work parties and with high class clients we choose. And the sex... it will blow your little freaking mind Kaylee... no joke. And they'll pay lots of money... good money... to tap that tight teenaged pussy of yours."

"How much money?" Kaylee asked warily, not wanting to get tricked into some sort of weird... sex prostitution ring.

Stacy smirked again. "I have an investment adviser on my contact list. I made more money on interest since September then I did at our summer job at Camp."

"Are you fucking your banker?" Kaylee asked, completely out of the blue.

Stacy's face suddenly blanched, the question coming out of left field, especially since the accusation was true. "Well... uh... you see...," she started to stammer in response when the Coach cut in.

He slid a hand down, stroking Kaylee's hair and immediately noticed her close her eyes for a long second, even bristling a bit from his touch. "Your friend is right. You'll be paid top dollar for offering up the sex you want to the clients you choose. Nothing out of your comfort zone and you'll make seventy five on every dollar you make plus whatever gifts they offer you."

"Gifts? Like cars?" Kaylee asked, finding this almost too good to be true. The Coach nodded his head to Stacy, who resumed her gleeful look.

Her friend was practically beaming with a smile from ear to ear. "In my first week, I got concert tickets, an iPad and went out on two dinner dates at Le Bistro."

Kaylee blinked.

The arguments were incredibly compelling. Up to this point the only people she could give herself too was inexperienced friends at school who only offered canceled dates, boorish behavior, and risks of accidental pregnancy. Now she could offer herself up and get great sex, great company, great pay and maybe even a brand new car if she played her pussy right.

For some reason it didn't seem to be nearly as hard a choice as it seemed a minute ago.

Amusingly, she looked up at the Coach, and shrugged. "I guess I could give it the old High School try Coach..." she said with a slightly sarcastic tone as she reached up a hand around his still erect cock. "So is this like my audition too then?" she asked, putting a slight squeeze on his cock, indicating she might already know what he wanted from her next.

 

[Twilight10]

Mark stroked his cock gently while Kaylee considered all the new information being thrown at her. She was so shocked that she forgot all about pleasuring him, but he wanted to be sure to keep himself hard.

As usual, Stacy worked her magic on Kaylee the same way she did on all the other girls. There were presently fourteen whores working for Mark, and Kaycee would be fifteen; Stacy had had a hand in persuading every single one of them. And why not? Her argments certainly held a lot of weight, and the things she promised the girls were too good to be passd up.

"I guess I could give it the old High School try Coach," Kaylee finally said after weighing all the options. At last she remembered what she had been doing in the first place, and she put her hand back on his still-stiff prick. Its bulbous head was staring into her face once again, practically begging to be sucked.

"So is this like my audition too then?" she asked, and the look in her eyes and the slight squeeze she gave to Mark's cock indicated that she was ready to be a part of the team.

Mark smiled down at her. "You catch on quick, Kaylee. After all, if you're going to be pleasing all these rich men, we have to make sure you're up to the task. I'm sure you understand."

He took her hand and led her gently back up to her feet. He moved forward a couple steps and cupped her breasts, kneading them as though inspecting meat at a farm. "Mm, very nice," he said after several moments of fondling them. Then he moved farther down, tracing the lines of her curves with his fingers, moving along her hips and finally cupping her supple teenage ass. "Very nice."

Mark lifted up her skirt (he couldn't believe the school board actually allowed the skirts to be this goddamn short) and traced a finger up between her legs, pushing it against her soft mound. He could feel the moisture seeping through, and he ran his finger along the slit that pushed through the thin fabric of the underwear. "Let's get these off, shall we?" he whispered, tugging the panties down and leaving her soft pink cunt exposed under the skirt.

"Why don't you sit on my desk and spread your legs," Mark said. He phrased it as a request, but he hoped Kaylee understood that if she were now going to be working for him, it was really a command. "I want you to rub that little pussy for me, and get it nice and wet for me to fuck."

 

[Neysha]

Kaylee shivered slightly as her Coach seemed to just grope her, his fingers and hands briefly squeezing her tits through her cheerleading top before sliding down her sides and gripping her asscheeks a moment later. She found herself moaning, realizing she couldn't help it either. He was treating her like a piece of meat for inspection and in response, she bristled at his touch, and almost seemed to bask in his lewd attention.

When he tugged at her panties, loosening them up a bit, she flinched a bit as she swore she could feel his fingertips brush against her supple teenaged pussy. And when he asked her to get on the desk, she realized it was more then a polite request. This was her audition.

Without hesitation, and already feeling wet, she sat up on his desk, noticing only now that it was clear of any of the expected paperwork or other things one would expect on a desk. As Kaylee looked up at her Coach and her best friend Stacy, she felt their hungry eyes on her. But instead of shirking from embarrassment at her lewd behavior, Kaylee found herself reddening and relishing in the attention.

She encouraged it further by tugging off her panties and letting them flop onto the floor, a feint whiff of her scent on the underwear. Then, taking full benefit of her short skirt, she slid one hand down between her legs, sliding her fore and ring finger on either side of her pussys entrance while slipping her middle finger into her tight, young pussy, fingering herself even wetter as she stared at Mark and Stacy and in particular focused on that same glistening cock, knowing she'd be having it soon.

It made her lips form up and coo softly as she fondled herself to the thought of it.

 

[Twilight10]

Mark couldn't help groaning as he watched Kaylee finger-fuck her sopping twat. He was so wracked with lust that he was practically shaking as he watched her. He had fucked many girls and done all manner of nasty things in his life, but he was still as turned on as ever by the sight of a teenaged cheerleader with her legs spread. Mark had friends who said that "If you've seen one pussy, you've seen them all" but right now he couldn't disagree more: the sight of Kaylee's glistening lips coated with her fluids was glorious.

Finally he couldn't take it anymore, and he rushed over anad almost dove forward. He spread Kaylee's toned legs a little wider and shimmied up between them. Immediately he began to lash at her pussy with his tongue, slurping up her juices and running the tongue along her pink slit. He reached underneath to cup her ass as he worked over her pussy, driving his tongue not only along her lips but flicking it across her throbbing clit as well. Out of the corner of his eye he saw her hike her skirt up a little more, giving him more access.

Once he was satisfied that her pussy was soaked and ready to get fucked, he stood back up and stepped between her legs. Mark groped at her breasts through the sweater, tugging at it and hoping she would do the rest of the work for him, because right now he was, quite frankly, too horny to care much about getting her sweater off. All he wanted was his cock inside her, and he pushed the engorged head of his cement-hard prick against the folds of her pussy. He ran the head up and down her slit, teasing her, but he was too aroused to tease very much. Indeed, only a few seconds later he thrust forward and pumped the entire length of his cock inside her willing cunt.

 

[Neysha]

"Unnnhhh," she suddenly uttered, an almost whimpering moan practically cooing from her pursing lips, as she felt her Coaches healthy sized cock shift its entire length into her tight pussy. The sound of his broad head pushing past her tight nubile vaginal walls, his glans audibly grinding against her juicy pussy, and finally feeling the soft impact of his hips against hers as he entered her fully and caused her to suddenly bristle, shivering from his penetration.

She was definitely receptive to his penetration he soon realized and while she was young and tight, her pussy was large enough to accommodate his immodest size. But most importantly, he saw as her eyelids seemed to flutter, indicating as he started to build a steady and slow tempo in pumping his cock in and out of her young womanhood, that she was still inexperienced enough that she was truly enjoying this. He could read it on her face, as her moan was long and steady and she struggled to even keep her eyes open.

Even more, as her pussy pulsed in response to his thrusting cock, her legs tightened around his hips, wrapping around his backside, the soft back ends of her sneakers gently bouncing against his backside. Initially, Kaylee wanted to hold onto him, even kiss him, but as she felt his entire length, she felt more compelled to lean back and straighten out, her back pressing against the cool, uncluttered surface of his desk as he steadily quickened the pace of his hips.

Her arms stretched outward, another mewling moan escaping her lips, as she felt even more flush as her young, tender pussy burned from his steady thrusts, feeling his full length penetrate her each and every time when in the back of her mind, she realized he had fondled her breasts earlier and struggled to focus her mind on peeling off her sweater top and let those same breasts hang out for a far more intimate inspection.

 

[Twilight10]

Moving faster every moment, picking up his speed, Mark held Kaylee's waist as he pounded into her slick pussy. He stared into her eyes as he fucked her hard and deep, reading the pleasure and excitement in them. He didn't slow down for a moment. He continued thrusting inside the young cheerleader as though this were the last time he would ever had sex, making every second count, his body covered in sweat, his balls slapping against her ass. He watched her tits, freshly free from the bounds of her sweater, bouncing and jiggling as her body rocked, and he cupped them as he pounded into her, kneading the flesh and tweaking her erect nipples.

"You are...so fucking...hot," he groaned through his deep breaths. "And so...fucking...nasty."

Mark sped up, giving himself a workout by fucking her tight wet cunt as hard as he had ever fucked anyone. He fucked her so fast and hard, encouraged by the sounds of her pleasure. Soon the entire world faded away except for the sounds of moaning and heavy breathing, the feeling of sweat beading on his skin, the feeling of skin slapping against skin. He watched as his cock, so hard that it could have been a shaft of stone covered in flesh, plunged as far as it could go inside Kaylee's cunt.

Mark could tell that she was on the verge of climax by her breathing and by the way her body was shuddering underneath him. He wanted to make her cum, so he kept pounding even faster and harder inside her until he could feel her body bucking and trembling and could hear her moaning with ecstasy.

Then it was his turn. With a deep growl of pure pleasure, he pulled out of her pussy and unloaded wave upon wave of hot cum onto her belly and tits. He kept stroking his cock as the jizz erupted from and onto her creamy white skin.

Mark stood there, wiping the sweat from his brow and staring down at his student covered in his cock cream, reveling in the sight of her body doused in hot seed. “I’d say you definitely passed the audition, Kaylee,” he said, still catching his breath.

Stacy walked over to them and kissed Mark on the cheek and then leaned down to kiss Kaylee on the lips, probing her tongue inside her friend’s mouth. “You were so fucking hot, baby.” She scooped up a pool of Mark’s cum and sucked it off her fingers with a mischievous grin.

“Kaylee,” Mark went on, “if you’re interested in being in our business – and it certainly looks like you are – then I hope you come to a party we’re holding tonight at the mansion of Preston Hawthorne. I’m sure you know the name – he’s the wealthiest man in Massachusetts, and he lets us use his mansion for some parties. The party starts at 8:00. I’m sure Stacy can give you directions, if you don’t know how to get there. Usually it’s customary to wear your cheerleading outfit to the party, although bra and panties are…optional.”

 

[Neysha]

Kaylee seemed to almost be in too much of a haze of pleasure from the perverse sessions of sex she just had shared with her Coach and Stacy to do more then smile and nod, but the Coach was already certainly he had made his impression on her because she had definitely made an impression on him.

Stacy meanwhile, moved in between her best friends legs, replacing the Coachs position but instead of kissing her friend again, simply leaned in lower and started licking up the thick pools of cooling cum that caked the shallow part of her friends stomach and was laced across in gooey ropes across her pert breasts, licking all of his spent seed off of her friend with long, deliberate licks of her tongue. The entire time Kaylee just seemed to bask in the afterglow of the pleasure, letting it simmer down as she felt her best friend lick her clean, and leave her torso glistening with Stacy's saliva as opposed to the Coach's cum.

Watching the scene unfold, Mark started to get hard again and thus, ready for the next cheerleader to review as Stacy pulled Kaylee off the desk and onto her feet before stepping back and allowing her to redress herself as both Mark and Stacy seemed to look at her with a particular lust in their eyes. As soon as she had finished dressing, Stacy simply walked over and gave Kaylee a farewell hug and whispered in her ear. "We are going to have so much fun!" she practically gushed as Kaylee, almost feeling drained herself, simply and promised to show up tonight.

She headed out of the office, closing the door behind her but not before glancing back and hearing Mark compliment Stacy on how tireless her tongue was as she got on her knees and prepared to clean his cock and were practically in the same position as before.

The door closed behind her, Kaylee wondered what exactly they were planning to do now when, as she walked down the short hallway and rounded a corner, she came face to face with another of the second squad cheerleaders. But not just any cheerleader, her fellow squad captain, Hailey.

"Oh hey Kaylee," Hailey said, before nodding her head back, clearing several stray strands of orange hair from her face as she smirked at her fellow, and rival, Captain. Her hazel eyes glanced down at her cell phone, checking the time. "Three thirty. It took the full forty five minutes to plead your case as to why you should be Captain Captain instead of Co-Captain?"

In any other situation, Kaylee would've snapped at Hailey, but in this situation, after getting such a great fuck and a wonderful new job opportunity, she found herself pleasantly apathetic to whatever drama Hailey was trying to bring up. Plus she knew what was waiting for her orange haired rival in the office. "Good luck Hailey," Kaylee simply said, tapping her friendly rival on the shoulder and walking past her.

"Already gave up I see," Hailey shot back, as she intentionally stepped into Kaylee and knocked into her a bit before she kept on walking.

That did annoy Kaylee as she spun about. "You got a problem Emotard?" Kaylee snapped.

Hailey glanced over her shoulder and stuck her tongue out at Kaylee. "You never wanted a girl like me on the squad, and now I'm knocking you off your spot. If you think I'm going to let this slide, I'm not. See you later valley girl!" she then said with an exaggerated salute before disappearing around the corner, leaving Kaylee frowning in mild annoyance.

What Hailey said was true. She did find having some wannabe punk rock chick on their cheerleading squad to be a bad idea, especially since she completely did not fit in style wise or attitude wise. But she was amazed at what a grudge Hailey brought. Kaylee could only hope in the back of her mind that this interesting new development would change things. She lingered for a moment, waiting and wondering how Hailey would respond as soon as she opened the office door.

Kaylee didn't have to wait long as she heard a distant "Holy shit!" suddenly echo through the hallway. Smiling in bemusement, Kaylee kept on walking. She had to clean up and prepare for tonight. It was her first night on the new job.

 

[Twilight10]

Mark arrived at the party early. Since he was the coach/ringleader/pimp for these cheerleaders, he often found himself eager to arrive early to these kinds of events to make sure they ran smoothly. It was as if he had some kind of unwritten, unspoken contract to make sure that all the sluts performed to their usual standards and all the clients were as pleased as possible. This was big business, after all.

Preston Hawthorne's mansion was located three towns over from Samoset, well away from the prying eyes of any nosy neighbors. The home was not just a house but a mansion. It looked, in a way, like a gothic castle, with a gray brick facade flanked by turrets and oriel stained glass windows that caught the rays of the dying sun and threw brilliant pools of crimson and gold across the grounds. The mansion was located at the end of a long twisting driveway that snaked its way through a dense forest of pine trees.

Several cars were already there, and when Mark walked in, he was greeted by Britney Kerr, one of his own cheerleaders. She was a petite brunette, her hair done up in pigtails tonight.

"Hey, Mr. Foster!" she said, beaming a big grin at him. Her cheerleader outfit was snug and looked even shorter than usual, riding up on her perfect ass. "This is going to be a great party."

"That's for sure," said a voice from behind her, and sure enough, Stacy was walking up to them. She gave Mark a peck on the cheek and whispered, "We all came prepared."

"What do you mean?"

She grinned and lifted up her skirt, which revealed not panties but her bare pussy. "None of us wore panties. We figured, what was the point?" She laughed and walked off to talk to one of the men.

The men were all between 25 and 50. Well-dressed in expensive suits, they ranged from looking young and athletic to graying and a little overweight, but all were handsome enough and especially appealing to anyone who recognized wealth. Three cheerleaders were there, and the men were all flirting with them. When Mark turned to see Stacy, he noticed, unsurprised, that she was already making out with one of the men.

Britney asked Mark, "How did the 'auditions' with Kaylee and Hailey go today? Did you persuade them to come?"

"I'm pretty sure they're both looking forward to it," he replied. "Hopefully they'll be here anytime."

As if on cue, there was a knock at the door, and Mark opened it to see Kaylee standing in front of him in her sexy cheerleader outfit.

"Kaylee!" he said, perhaps a bit too excited. "Come on in, sweetie. Have a drink or something to eat. Say hello to your friends, and mingle with some of the men here. They're all well-respected businessmen, so you have nothing to worry about."

He couldn't tell whether she was nervous or excited; probably a bit of both. He watched as she started mingling with the other whores and with the men. Her body was perfect, and he looked forward to selling it off as he did with the other cheerleaders. It was too sexy to go to waste.

 

[Neysha]

Kaylee took a deep breath and then approached the nearest group of men, not quite sure what to do or say. The mixture of excitement and nervousness had somewhat struck her silent as she panned the room, noticing her friend Stacy was already making out with one of the gentlemen and everyone else seemed to be busy as well.

Before she could think of doing anything though, someone seemed to notice her and immediately spoke up. "Hello there sweetheart, what's your name?" suddenly asked one of the mid thirty something businessmen, handing her a drink.

"Oh.. hey thanks," Kaylee replied sheepishly, her eyes darting up and down, giving him a measuring glance but not sure what else to do when she realized she was asked a question. She started to open her mouth, when suddenly a very familiar and unneeded voice chirped up beside her.

"My name is Hailey," the voice said as Kaylee, her eyes growing, saw the flash of red hair as her rival stepped forward past her and in front of the man. "And what is your name?" she then asked, as Kaylee started fumbling for something to say... like her own name.

"Kay..." she started to murmur only to see the man was long gone to her now, as his hands were already wrapped around Hailey's slim waist and stroking her backside as they literally started making out in front of her. "Fuck..." she muttered.

"Oh you must be the new girl," another mans voice then said, as she twirled around and saw yet another client approach. He was already moving in on her, a kind smile on his handsome face as he offered to shake her hand and she simply accepted, smiling gingerly. "It must be overwhelming for you to be here for the first time. So let me give you an icebreaker Kay..." he started to say.

"Lee. Kaylee!" she shot back, before glancing over her shoulder and noticing Hailey had her back pressed to her particular client, with him sliding his hands over her body, kneading her breasts and stroking her stomach and sides, while at the same moment necking her deeply, eliciting a couple soft moans from the red haired girl.

"Nice to meet you Kaylee," the handsome young man said, regaining her attention and noticing she was rather preoccupied with someone else. "Don't worry about the other girls, your Coach has a good eye and you'll do just fine," he then said. "My name is Alex," he then said in that same calm, reassuring voice. Kaylee simply grinned in response when, slowly, he raised his hand and slid it across her cheek, caressing her soft, smooth skin and then waved his thumb over her lips.

She knew enough to kiss his thumb, drawing a smile from him now. "Yeah, you'll do just fine," he said, feeling her soft lips purse against his thumb from the kiss and then slid his hand over her shoulder, and gently drawing her in. "I want to make out with you okay?" he then asked. "Please don't freak."

"Okay-," she mumbled back when he slid his hands around her slim waist and moved in for a kiss. She prepared to have her lips forced open by his, but it was only a closed lip one, as instead his strong arms slipped under her tight ass and gripped her buttcheeks through her skirt, his fingertips feeling her firm, bare ass underneath.

"Mmm no panties. You're already a pro babe," Alex whispered to her as they broke off the kiss and before she could recover, he literally lifted her off her feet. "Put your legs around me babe," he then said, his voice taking on a slightly more authoritative tone. Without really thinking about it, Kaylee opened her legs up and wrapped them around his waist, feeling the bulge in his pants grinding against her crotch, eliciting a soft moan from her, and a deeper one from him.

 

[Twilight10]

Alex loved young flesh. Not illegal, of course, but once they hit 18, the younger the better. He loved everything about it. The suppleness of the skin, the curve of the breasts and hips, the swell of the ass, the arch of the legs. He loved their hair and eyes and naughty smiles. He loved seeing those eyes looking up at him while they sucked him, or the tongue running along the lips as he slid his hardness between their legs.

And Kaylee, it seemed, was already very much into what she was doing. She opened her legs quickly, almost eagerly, as though it were a natural response. This was a girl who liked opening her legs, he could see. He pushed up against her as he held her up, gripping her butt cheeks so hard that he was probably leaving red fingerprints on her flesh. He could feel he warmth and wetness pressing against his slacks.

Alex maneuvered Kaylee towards a plush leather chair and plopped her into it. Her skirt was bunched up around her waist and her shaved pink sex was lewdly on display. Seeing it made him even more aroused, his sex swelling like a balloon.

He sensed some hesitation on her part, however, but he also sensed that it wasn't about the act they were about to perform. No, this was something else entirely. This was about the other girl. He had to do something, or her enjoyment - and therefore his own - would be stymied.

Alex leaned down and kissed her lips gently, sweetly. "I don't know who that other bitch was who stepped in in front of you," he whispered, "but I hope you know you're a hundred times sexier. My friend was crazy to let her take over instead of you, but he's sort of timid. Never stands up for himself. Believe me, if she tried that shit with me, I would have told her that I already have the sexiest girl in the room."

He kissed her again, at first just as softly but then harder, probing his tongue between her lips. But right now he was more interested in her other lips. So he pulled away and made his way down to his knees before her, as though worshipping at some perverted altar. On display in front of him was her beautiful naked 18-year-old cunt, the lips beaded with her fluids. The hole seemed to wink at him, as though of its own volition, and the distended clit throbbed at the top.

Alex dove in. He reached under to grip her ass tightly and began to lick slit up and down, inhaling her scent and tasting her delicious nectar. After licking her slit for a time, he moved on to her clit, tongue-lashing and sucking it while he fingered her pussy. She tasted so amazing, and knowing that this was her first night on the job somehow made her taste even better. He didn't think he had ever licked a girl this hard or this eagerly before. It was as if he wanted to swallow her whole.

But he also wanted to be inside her, and after he had made her cum (at least, it certainly seemed like she came) he stood back up and unzipped and unbuttoned his dress pants. He hurriedly pulled them down and stepped out of them, followed by his boxers. Now he was bottomless in front of her (wearing only his socks, and he reflected that any man wearing nothing but socks must look absurd, but he hoped she wasn't looking at his socks anyway). His cock was rigid and stood straight out, about 7 inches and rather thick, with a couple purple veins ridging the shaft.

"I want this inside you so much, Kaylee," Alex said, his voice almost hoarse with lust. "I want you. I want to fuck you. Is that what you want, beautiful?"

 

[Neysha]

As soon as she felt her skirt lift up, revealing her quivering sex to the man she had just met, she found her fingers almost instinctively gripping the edge of the padded bench she found herself leaning against. This was something so sudden, and so surprising. She half expected some sort of set up or negotiation or other awkward weirdness, but he started right in with the kissing and now he was on his knees before her, his hands stroking her smooth, bronzed legs, and suddenly she felt his tongue lapping up the length of her trembling pussy lips. It seemed easier this way, just giving herself to this man.

At first, she could almost feel each bud on his tongue as it pressed and grazed across her ultrasensitive pussy lips, but within a moment, that had been replaced by a burning pleasure as the first lick stimulated her from the bottom of her lips to the tip of her engorged clit, causing her fingers to curl into the padded pillowtop of the bench, and her legs and thus her teenaged sex to quiver on his tongue with every subsequent lick.

His hands slid over her firm, round ass, squeezing it, kneading it, holding her petite hips to his head as she found herself yearning to grind her pussy against his face, wanting to smother his mouth with her moistening womanhood, but somehow she restrained herself of the urge, as she felt a greater compulsion to just... experience what was happening for the first time. She embraced the pleasure she felt wash through her body with every stroke of his tongue upon her sex, letting her own youthful moans and purrs further motivate him.

She relaxed her grip on the bench, raising her hands to her face and for a moment, buried her face in her hands, overcome by the bliss of the moment as she embraced her inner nymph as her pussy grew hotter and juicier with every long lick. Her hands dragged down her face, as her eyes wandered across the room and she noticed all around her the party had seemingly, almost magically, transformed into some perverse orgy, one she was a part of as all of the older guys were currently working with one of the cheerleaders, or simply watching and waiting for their own turn.

Kaylee found herself so lost in the moment, that she barely heard Alex's words (yet again) until she happened to glance down and see his mouth form the word fuck, the sound of the word drifting into her ear. He asked some question afterwards... she wasn't sure what he said specifically, but noticing his cock practically unfurl from between his legs, she knew what he wanted now.

She wanted it to.

But she couldn't find the words herself, it was becoming a problem perhaps.

So she just nodded, emphatically.

 

[Twilight10]

Alex took a step forward and pressed his prick against Kaylee's tiny pink slit. He teased the head up and down the slit, feeling her juices rubbing against his cock. Then he pressed the head inside, and pulled out. He then pushed it in an inch and pulled out again. He was teasing her, making her want it even more, as he pushed in an inch more each time.

Finally he pressed the entire length inside Kaylee's eager, willing cunt and started to thrust hard. He smiled down at her as he watched the young slut in front of him on the plush chair with her legs spread as she got fucked with her cheerleader skirt lifted up.

Whenever it came to fucking these young coed escorts, for some reason that he could never quite figure out, he liked to start right in with fast, rough fucking. Which is exactly what he was doing here. He pounded her pussy hard and quick, his balls slapping against her ass. He loved the slapping sound of flesh on flesh as their bodies rocked together. After several minutes of that, he pulled out of Kaylee's pussy and said, "Bend over, you little slut. I want to see this ass backing up against me.”

He flipped her around, getting rougher by the minute. He lifted her skirt again and gave her ass a little slap. Then he fisted his prick into her soaking wet pussy and started pounding away once more.

Alex continued this steady, almost monotonous motion for several more minutes, getting lost in the bliss of the moment. He was not only filled with the sight of this gorgeous young cheerleader in front of him, but also of the sights and sounds of all the cheerleaders around the room sucking, licking, fucking. There was no doubt about it: this was Heaven. Nothing else could compare.

It wasn’t long before he could feel the orgasm swelling up from his balls, aching for release. “I think you could use a taste of hot jizz, Kaylee,” he groaned, giving her firm ass another hard slap. “What do you think, baby?”

 

[Neysha]

Kaylee was almost constantly moaning, her sharp, light groans transforming into an almost steady, pulsing hum as her entire body looked like it was bouncing off of his cock, as he bucked his hips into her, driving his thick cock into her tight teenaged pussy with enough force that the slapping of their hips together was only eclipsed by the sounds of wet friction of his hard phallus pumping into her juicy sex.

Pressed against the plush chair, her fingers gripped the top edges of the chair as she pressed her forehead against the top of her hands, still uttering a constant moan with distinct pitches and drops, almost synchronizing with his firm fucking of her from behind. The amount of control he was exerting now surprised her at first, but now only excited her as she felt him holding her slim hips in his strong gasp, thrusting his cock into her over and over again until finally, as she was left writhing in response to everyone of his strokes, his pace slowed just as his cock started to heat up.

He asked her a question and she completely missed the first half of his statement. She was so caught up in the haze of such a blissful fuck that she just nodded, still somewhat unclear as to what he said and what she agreed to until Alex simply turned her around until she was sitting in the chair.

She gasped as he withdrew his cock from her tight pussy, with an almost audible sound as he left her empty only to a moment later come face to face with that same amazing cock suddenly waving in front of her face, glistening with her juices so much that it was practically dripping.

Almost instinctively, she reached up her hands, beating his hands to the his shaft, and started stroking his manhood before he could. Kaylee swore she heard him chuckle, perhaps impressed at her eagerness to get him off as she started to stroke him off right there, even as his cock was pointed at her face, at her lips.

Moments ago, she never would've imagined letting a guy give her a facial, but she was so caught up with the pleasures of this decadent orgy that she wasn't even giving such concerns the slightest thought now. All she saw was a cock that needed relief in front of her.

 

[Twilight10]

It certainly didn’t take much to push Alex over the edge. Just looking down at Kaylee, her mouth parted in a delicate O, her eyes glistening with lust and the excitement of her first time as a whore, her tousled hair sticking to her sweat-dappled forehead: all these things served to spur him on, to drive him wild. And it only took a few hard strokes before the orgasm rushed through him and thick hot jets of cum were arcing out of his cock and onto Kaylee’s willing face. Alex let out a groan of ecstasy as wave after wave of pleasure rocked his body, and burst after burst of jizz sprayed out of him. He was always amazed by how much cum he was able to produce when he was with the teen escorts; so much more, certainly, than he ever did than when by himself or with a girlfriend or typical one-night stand. No, the excitement of having a high school whore always spurred his excitement and made him shoot what seemed like twice as much cum as usual. Now Kaylee looked positively glazed, with ropes of seed running in white rivulets from her forehead, down her cheeks and nose, and onto her lips and tongue.

Alex took several moments to compose himself, still catching his breath and still shaking with pure pleasure and lust. When he was at last able to speak, he uttered, “Thank you so much, Kaylee. You’re obviously a natural at this. I think you’ll have a very productive career if you keep this up.” He helped her clean up and gave her a sweet goodbye kiss before moving on.

His timing was good, because as soon as he departed, Mr. Foster came over to Kaylee. He put his arm around her and asked how her first experience was. “I was watching you from across the room. You seemed to be enjoying yourself. And it looked like your client was as well. I hope he treated you well.”

Mr. Foster sat down next to Kaylee and lowered his voice. “Kaylee, I meant to ask you a question earlier today, and now something came up to remind me. I wanted to ask how you feel about anal sex. Have you ever had it? Would you ever try it?” He lowered himself to a whisper. “The reason I ask is because Preston Hawthorne, the owner of this mansion and the one throwing the party, found out that we have two new escorts here tonight, and when that happens he always likes to have…well, what you might call an auction. He has the gentlemen callers bid on the new girls to see who will pay the most to get to fuck her ass.”

Leaning in, he spoke the words that always seemed to sway any girls who were on the fence: “I’ve seen the men pay up to five thousand dollars for the chance to fuck a teenage cheerleader’s ass, so I don’t see why you wouldn’t be able to easily make that much.”

 

[Neysha]

Kaylee looked like she was mortified at the suggestion, but it turned out it was more surprise then anything else as soon her features softened and a half smile grew on her face, before she glanced over at Hailey and her new client. They were both almost naked now, though she was still wearing the tall cheerleader socks and the skirt with no panties underneath. He was gripping her ass as she grinded it against his hips.

Then, at that moment, she turned, facing her nemesis directly, a big smile on her face before blinking, that face turning into an almost melodramatically exaggerated scowl, apparently remembering they disliked each other.

Kaylee turned back to Mr. Foster, a flash of competitive spirit undoubtedly fueling her. "Five thousand is for any teenaged ass. For me, that's the starting price," she shot back, a big smile growing on her face as Mr. Foster felt compelled to smile as well. She was already getting good at negotiating the best deal for her services. This new life as a whore would suit her well.

 

[Twilight10]

There was a silence that seemed to stretch on forever, and Mark was filled with terror. Did his words just cost him his newest slut? But then, relief flooded him when she spoke: "Five thousand is for any teenaged ass. For me, that's the starting price." He broke out into a grin. He almost burst out in laughter from relief, but contained himself.

Mark couldn't help noticing that Kaylee kept looking over at the other new escort, Hailey. Were they friends? Competitors? Enemies? He wasn't sure of their relationship, but it seemed as though the orange-haired whore was part of Kaylee's final decision. He was curious to see where that relationship - whatever it was - led them.

With a kiss on Kaylee's cheek and a pat on her still-bare ass, Mark hurried off to tell Preston Hawthorne, the owner of the mansion, the good news. And moments later, Preston himself - white-haired and regal, well-dressed in a European cut suit - got everyone's attention and held up a champagne glass.

"Ladies and gentlemen," he called out, and everyone stopped whatever they were doing. People always stopped whatever they were doing for Preston Hawthorne. "I thank you all for coming tonight and for making it such a success. I'm very grateful, as always, to Mark Foster, for allowing us the use of so many of his lovely young ladies." The cheerleaders let out a chorus of "Woooos."

Hawthorne continued: "As is our tradition when Mr. Foster brings us some new lovelies to play with, we're going to have a little auction here tonight. Kaylee and Hailey, if you would please step up here next to me." When the girls stood by him, he ran his lecherous hands all over their bodies, blatantly reaching up under their skirts to rub their bare slits in front of everyone. Hawthorne ran this party and could do anything he damn well pleased, and he always did.

"Mmm, such fresh young pussy," he grinnned, lifting his hands to suck his fingers, which were now coated with cheerleader juices. "Now, ladies, if you would be so kind as to turn around, face the audience, bend over, and lift up those skirts to show off those young, perfect little asses.

"Gentlemen!" he went on. "You have in front of you two of the tightest asses you will ever see, and both are unfucked. What do you think the asking price for such an ass should be?" He glanced at Kaylee and winked, letting her know that her message had been relayed. "Five thousand to start seems reasonable, don't you think? Let's make it six...who will pay six thousand for one of these tight teen assholes?"