The High School Hookers Club: Teresa's story

[TonyDeeDee]

The High School Hookers Club

Teresa's Story

OOC Note:
After beginning our RP with all 5 hookers in one group thread,
I have decided to separate the girls into their own threads
for ease of writing and reading both.

For more on this role play,
see the original IC Thread or the OOC Thread​

Craig Thomas was up and around early the next morning, knowing that Teresa would be checking in following her evening with Henry Humphreys. He'd stopped at the Campus Coffee Corner, flirted playfully with the legal aged baristas who operated the Senior Class fund raising project, then headed for his office with a carry-all that included both his and Teresa's caffeine of choice, as well as a selection of four different pastries.

When Teresa entered his office, he gestured to the carry-all saying, "Help yourself. You earned it. Henry said you were fantastic last night. You have redeemed yourself in his eyes, and in mine, too."

Truth be told, Teresa never had to redeem herself in Craig's eyes. She was an erotic young woman with sexual skills and a professional attitude that made her very popular with the Regulars. But sometimes, there were miscommunications between the Clients and the Girls, and fantasies didn't get fulfilled in the way they should have been.

Teresa had gotten her into a little pickle with Henry after not presenting him with an adequate fantasy of dominance their last time together. Craig had arranged a freebee for the very good customer, and -- as evidenced by the phone call Craig got later that night -- Teresa had done good.

As Teresa reached for her coffee, she found a sealed envelope sitting behind it in the carry-all.

"Henry was very impressed," Craig began explaining as he prepared his desk for another fine day of molding your minds at Richland Institute. "And he felt a bit guilty about me forcing you into a freebee to make up for last time ... so ... he paid the full five hundred."

Craig continued, which meant that Teresa's 60% of the fee pushed her earnings for one blow job and a bad student fantasy to $500. Not bad for getting naked with an old rich guy and swallowing a mouth full of cum. "I'm assuming he took care of you at the room, too, yes?"

Craig knew that Henry would have tipped Teresa the night before, and while he assumed that it was at least $100, he had no way of knowing that it had been double that. The Club Members didn't report their tips to Craig, unless they got stiffed, of course, and wanted Craig to discuss the matter with the client. Craig had had to go after appropriate gratuity a few times over the years, but more often than not, the client simply was dropped from the service rolls and given the phone number to another stable of hookers.

Craig dropped back into his chair and lifting his coffee to his lips. Triple shot mocha with a double of Almond Roca syrup ... mmm, he thought. He ogled Teresa for a moment and thought of her just as he had his coffee: Too sweet, too tasty, for a mere mortal.

Craig had only fucked Teresa the one time, when Vivien brought her to him and recommended she join the Club. He made it a rule not to indulge in the girls, not to mix business with pleasure. That was, of course, unless they asked. Sometimes they did, particularly after a night with a client. Craig treated the Club members like true lovers when he slept with them, not like sexual servants. They knew that if they needed to satisfy their own personal sexual needs -- on their own terms and to their own delight -- that Craig was always there for them.

Some of the girls had boyfriends. Some of the girls had girl friends. And others had boyfriends, girlfriends, and delved into strangers as well. It was all good, Craig thought, just so long as they were careful not to catch something that would make them useless in the high class prostitution business.

Craig suddenly realized that he was hard as a rock, just thinking about sex, about Teresa, about sex with Teresa. He smiled across the room to her and, wanting to know how she had handled the evening with Henry asked, "Was it a good night for you, Teresa ... or ... was it just more work?"

 

[justmethatswho]

Teresa was nervous as she always was after a night of work. Nervous sh had not performed as requested. It was more an issue with her pride, she did not like to not do something well, whether it be her school work, cheerleading or her night studies for Craig. She paused hesitating before opening the door.

"Help yourself. You earned it. Henry said you were fantastic last night. You have redeemed yourself in his eyes, and in mine, too."


"really?" Teresa smiled trying to be confident "Was there ever any doubt." In her mind she new there was.

Teresa took the envalope and tucked it into her purse, there was never a need to count in front of Craig as he had always been honest with her.

"Henry was very impressed," Craig began explaining as he prepared his desk for another fine day of molding your minds at Richland Institute. "And he felt a bit guilty about me forcing you into a freebee to make up for last time ... so ... he paid the full five hundred."

"well I guess that is a bonus to me then isn't it." Teresa stood like a school girl before him, her short skirt and tight top. She had quickly learned that men like this even if she pulled it off as a naive school girl. "And for you to ... you are welcome. For your cut that is."

"I'm assuming he took care of you at the room, too, yes?"

"Of course he did .. Henry is a sweet man." Teresa added.

She moved to a chair and sat in front of Craig, well aware of how he was looking at her. He was a man, what do men want. Even so she had only slept with him once. That night of the introduction. She assumed she had pleased him, well she must of. Not bad she recaled thinking how prior to that she had only slept with a couple boys in her life and niether were real memorable experinces. Her mind recalled that day, with him, her first good lover her first man. He touched her like a lover, adoring her body, she recalled him undressing her, holding her hands over her head as he made love to her. It was her first introduction to submitting to a lover.

She knew as she crossed her legs, her skirt would reveal the top of her stockings to him, as she sat, her skirt was so short her thonged ass sat on the cool seat of the chair.

As she looked at him she tried to recall how many dates she had worked for him. She had stuck away enough money hidden in her room she had lost count. In her mind after her first three dates, she quit counting, she really did not want to think of herself that way, as the girl who slept with all those men.

Through it all, she had maintained her grades and good standing at school. Even though she wore her skirts sorter and blouses tighter, she stayed clear of most the rumors. In her classmates eyes she was not a tramp, to the boys she was unatainable, to the girls she was sweet Teresa friend to most of them.

She sensed his excitement as he looked at her.

"Was it a good night for you, Teresa ... or ... was it just more work?"

"of course it was you know I like Henry and that type of client." Teresa paused. "Though it was a bit different, he pushed some of my buttons, like it was a role play, he wanted me as an unwilling victim .... I kind of liked that. But you know Henry, he is a bit older and well he has only one shot in an evening ..... and well left me a bit wonton."

Teresa stopped, she had learned, to love the feeling of sexual desire and cravings, which longed to be filled. She could have easily gone home last night and taken care of herself, yet, she loved the kinky dreams her sexual frustartion brought to her in her sleep. She loved waking, feeling the deisre for sex, how all day it would frustrate her and divert her mind.

 

[TonyDeeDee]

Craig smiled a bit wider at Teresa's admission that she'd ended the night unsatisfied. He assumed that she had taken care of herself when she got home. Knowing that she hadn't would have made him smile even broader, and would have made his offer less subtle.

"You know that each of you is important to me," he said, his tone very sincere and not suggestive at all. "So ... if there is anything you ever need that you aren't getting ... elsewhere ... you know that you could come to me ... yes?"

His statement was very vague, because it needed to be. Craig maintained a very professional relationship with the Club members. They weren't so much his employees, like the cashier at the local Walmart was to her store manager. They were more like contractors. But, just like those employees and that manager at the retail giant, Craig couldn't simply say to one of them, Wanna fuck?

But the girls knew him well enough to know that if one of them wanted to get naked and enjoy themselves in a way that they sometimes couldn't when they were working, he was always ready, willing, and eager to meet their needs.

 

[justmethatswho]

"You know that each of you is important to me," he said, his tone very sincere and not suggestive at all. "So ... if there is anything you ever need that you aren't getting ... elsewhere ... you know that you could come to me ... yes?"

Teresa looked at her phone noting the time as he spoke. She also noted she had no clients scheduled for the evening. His words were clear she was well aware of what Craig was suggesting, yet it was not her way to ask for sex. Besides she knew in her frustrated state, throughout the day, every look, insignificant touch and desiring thought, would only increase her sexual frustration and excitement.

As Teresa stood she spoke to Craig. "Yes I know Craig ... I can come to you for anything I need. Though Sometimes you know what I need and should not be afraid to give it to me if that is your desire." She looked again at her phone. "I see I am not working yet tonight .... I wish I was .... I could really use a client to give me what I need."

Teresa knew what her words implied, maybe some thought she was a tease, yet she knew a tease would never follow through. She also knew other girls slept with Craig on occasion, the girls talked and at times she wondered why Craig had not slept with her since that first night.

Again she looked at her phone. "I better get to class .... " as she moved her pussy reminded her of her excitement.

 

[TonyDeeDee]

Craig stood, walking with Teresa to the door of his office and, seeing the outer office empty, said quietly, "Why don't we have dinner tonight. I have a new client I could tell you about ... and we could talk shop, or watch a movie and drink wine. Nothing heavy ... just a nice night."

His last comment was his way of saying that she wasn't obligated to anything, and she probably understood that. Craig lightly caressed a hand across the small of her back as he ushered her out. Craig was never hands on with the girls. Too much risk of being caught. She probably knew Craig wanted to lay her out over his desk right now and fuck the crap out of her, but she also knew he wouldn't.

"Call me later," he finished.

 

[justmethatswho]

Teresa was disappointed he had not been more assertive. It must be her, maybe he simply sees her as an employee. Her self confidence, in spite of how she was perceived was not the best.

She paused at the door, feeling the glance of his hand. In her mind she hoped he would pull her back into the office and slam the door, pushing her to the desk and without asking lift her skirt and fuck her. Yet he held the door like a gentleman, she turned and smiled, wanting to kiss him on the cheek, yet, knew her lipstick would leave a stain, and the entire act may be seen.

"Thanks I would like that." She responded to his invite for an evening. The prospect of a new client only increased her sexual frustration. "Yah, I will call you later." And she pranced off to class.

.....

All day her mind was possessed with sex. She loved the sensation, yet in spite of it all, she had never once in her life asked for sex, nor been the aggressor. Maybe it was some sort of self preservation from her dirty desires, that by not asking in her mind left her innocent.

Before cheer practice she sent a text message.

"Would love to see you for dinner .... what should I wear?" She smiled as she sent it, she loved dressing for men, dressing how they wanted to see her. From her locker she selected a tiny sports bra and matching white shorts. In her mind she had sent the text as an invitation to come watch her and admire her.

Cheer Practice Outfit

.....

After practice, she sprinted to her locker hoping for a response from Craig and what his plan was for the evening.

 

[TonyDeeDee]

Ironically, as Teresa was wishing Craig would come observe her at practice -- otherwise known as "ogle" -- he was walking past the gym with a new student, discussing his schedule. He caught sight of the Cheer Squad and altered their path to take a peek.

"My god..." the freshman muttered at the sight of sixteen sexy women scantily clad, shaking their asses in unison.

"Nice, huh?" Craig said, smiling broadly as he picked Teresa from the crowd. "Game tomorrow. They'll be performing."

They wandered away, and when Craig checked his texts, he would the one from Teresa. He responded, ***Why not come over right after practice for an early supper.***

Craig hoped Teresa would come "as is". Just the thought of having her near to him in that skimpy outfit made him want to sneak off the the Staff Restroom and beat his pud. He didn't. He had high hopes for tonight...

(OOC: Don't respond til I PM you. Out of time.)

 

[justmethatswho]

The cheerleaders were dancing as Craig and the new student walked by. She did not notice for a bit, and smiled in his direction, hoping he liked what he saw.

She was hot and sweaty by the conclusion of practice, her finely toned body glistening. Pulling her phone from her bag, she saw his text, as she read it she was disappointed, as he had mentioned, dinner, shopping and maybe a movie. Still she responded positively to his text.

"umm sure, I can be there in an hour, I have to shower, but I have nothing to wear but my uniform and workout clothes ..... if you like ... my parents are away ... i can stay out all night." She finished hinting she would like a bit more.

Upon, finishing showering, she decided it would be easier just to slip back into her workout outfit. Still there was no message on her phone. Teresa then made her way to her locker, hoping to find something from Craig. He had her combination, to leave her things, typically instructions or an outfit for her date.

As she walked she typed into her phone "i am on my way ... any last minute requests??? "

 

[TonyDeeDee]

Craig lived in Staff Housing on the edge of campus. It was a quiet neighborhood of mostly one bedroom cottages, though there were some larger homes for Staff who had kids and such.

Craig's place sat at the edge of Richland Park, just behind an ancient hedge row of Laurels. The girls knew they couldn't simply walk across campus and come to his door. Fraternization between Staff and Students after hours was forbidden, and that between opposite genders was a firing offense.

The girls had been taught to park on Juniper Street out of the glow of the street lamps and take the path to and through the hedge, accessing his house through the back door.

Craig was expecting Teresa, of course, and she knew he was. Even so, he made a point of being shirtless on his treadmill in a tight pair of workout shorts, working up a sweat, when she entered through the back without needing to knock. He smiled to her as he turned the machine off, letting it slow before leaping off.

"Welcome," he said simply, crossing over to lean down and kiss her on the cheek. "I need to shower, but..."

He glanced toward the dinner table, which was fully set with salad, nibblers, candles, and a bottle of wine which, of course, she was too young to drink but was welcome to partake of anyway.

"...dinner is about ready, so we're good on time."

He reached up to caress her cheek, then looked down to ogle her scantily clad body. He groaned his obvious approval with a lust filled smile, and -- despite knowing she'd already showered -- said as he headed off, "You're welcome to join me, Teresa."

 

[justmethatswho]

Teresa was nervous as she approached Craigs campus housing. She had parked three blocks away in a new location as she typically did.

"Dinner smells nice Craig." She poured herself a glass of wine. Teresa had not drank until she started working for Craig. She quickly discovered it was a must of the job. Besides it helped her relax.

"Join YOU! Teresa acted a bit surprised at his forwardness, her body on display for him in her tight shorts and skimpy bra. "Ummm sure .... but a quick shower and then dinner ......" Her mind was whirling as she knew he had a closet full of emergency outfits for the girls. "Tell you what Craig, I will start to shower if you pick out an outfit for me to wear to dinner, that means dress, lingerie, stockings if you like and of course shoes."

With that she turned and walked toward the bathroom.

 

[TonyDeeDee]

(OOC: I didn't have time to edit. Hope its okay.)

Craig beamed with joy at Teresa's suggestion. Occasionally, he got to do things a single man outside of a meaningful relationship got to do, such as cook for a beautiful woman or give his opinion on what she was weari.g and how good she looked. In this case, he actually got to pick the clothes he was going to critique, which made him chuckle a bit.

As he watched the sexy teen wiggle her barely covered ass off toward the bathroom, Craig considered the pros and cons of his chosen second job. He missed out on a great many things that husbands and other attached males enjoyed, or in some cases endured. But watching Teresa through the open door, leaning to start the shower -- her tight practice short sqeezing up between her fine, firm cheeks -- reminded him of all of the things those tied down men could only dream of.

He went to the huge walk in closet that had once been a small bedroom and headed for the section where Teresa's sizes were located. He started with the dress, a comfortable summer dress of thin, white cloth that was low enough up top to show her cleavage and high enoigh down below to show most of her thighs. Next, he selected a strapless bra that wohld offer support without masking her nipples, and a tiny thong that was semi sheer and very lacy. He found a garter belt but then decided against it, then picked long stocking that would ride high almost to the dress's hem. Four inch stilletos and a hair ribbon finished it off, the prior giving Teresa a very adult look and the latter adding an innocent school girl touch.

He laid it all out across his bed, then shed his clothes. He joined her in the bathroom with his cock semi erect, just enough to get her attention but not enough to scream I want to fuck you!

 

[justmethatswho]

Teresa had left the bathroom door ajar, allowing him to look in as she prepared to shower. Removing her bra and shorts, each item shrunk to a small size, causing each item to look mush smaller, then she tossed the items ontop of her shoes and socks.

The shower was steaming by the time she entered. First she pulled her hair into a bun atop her head to keep her hair somewhat dry. She then stepped inot the hot stream of water, allowing it to caress down her neck as she arched her back, thrusting her small breasts forward and her ass back as she stood on her toes.

Teresa then lathered her body, starting with her arms and moved to her torso and then her legs. She was nearly completely rinsed by the time Craig entered. As she did , she moved back, her arms over her breast as she was a bit embarrassed. She had noticed his semi flacid cock and hid her disappointment. Though she had come to enjoy men, not boys, not her classmates. She knew how the younger men, sought their own satisfaction with little thought for the girls. Most would blow there load quickly and be done.

She smiled to him wondering how he would want her dressed. "So what did you pick for me something cute or sexy or ..... sl ...." She stopped herself before saying slutty. It was her hope that he had picked something like that, something to display her, something that would say she wants to be fucked.

"Here let me get your back." She reached grabbing the soap as she stepped behind him lathering her hands before gently and slowly washing his back. She wanted to ask him a question yet held off for a moment.

 

[TonyDeeDee]

Craig smirked a bit as he stepped into the steamy shower and Teresa shielded her breasts from him. He could have glanced down to her exposed, shaven groin but didn't: he kept his gaze upon her eyes and his hands gently rested upon her upper arms. Despite being naked with the teen had had once fucked and was currently yearning to fuck again, Craig resisted rushing the moment.

Sex would come. They would cum. He was in no hurry, though he knew by now that Teresa probably was. He could still remember the expression on her face when he'd asked her whether the previous night had been an enjoyment -- meaning satisfaction -- or simply work. Hooker or not, she was still a hormone addled teenager. She'd wanted her own pleasure, just as mucb as did her paying clients ... or her horny pimp Craig.

He turned and placed his palms against the wall as she caressed the soap bar over his muscular back and buttocks. In seconds, his previously semi hard cock became a rock hard pole before him. Craig was more than adequately built in the manly department, with nine inches of above average girth. Of course, it wasn't all about the tool: you had to know how to use it, too. Craig did.

"Feels good," he murmured just loud enough for Teresa to bear over the rushing water. He almost purred, repeating, "Feels ... good."

 

[justmethatswho]

"I am glad it feels good." Teresa purred as she continued. Unlike most she loved the anticipation of sex, knowing such long anticipation often pushed her to the brink. Her left hand lingered to Craigs side , and now around his torso to his chest. As she did, her other had slid to his ass, her finger slowly pushing between his cheeks as she moved down. Her breasts were now gently teasing his back side.

She could have easily groped his cock, yet that would come. Maybe in the shower maybe later. Her breasts glided across his lathered back side as she carressed his body.

Teresa had waited for last night to get fucked, she could certainly wait until the end of the night. Her hand on his torso moved slowly down from his torso to just below his belly button. She knew he was excited as she could see the tip of his now his stiff tool as she peaked around his side. Her hand on his ass pushed further, her fingers between his legs though not touching his sack, as her thumb wedged between the cheeks of his ass, pressing softly against his opening.

She kissed him softly on the shoulder before whispering. "I better start getting ready for dinner ........." She teased, and her teasingly close hands withdrew from his body as did her breasts.

 

[TonyDeeDee]

No sooner did Teresa pull her hands and body from him than Craig turned to face her, move against her, and pressed her against the cooler tile wall. Because of his height, his erection pressed against her belly as he bent his head down and pressed his mouth to hers in a passionate kiss...

 

[justmethatswho]

Teresa was a bit surprised at Craigs quick move. She felt his stiff rod push into her toned tummy. His wet lips took hers before she could speak. He relented for a moment and she gasped, then allowed her lips to part taking his kiss.

I a moment between kisses she yips "I better ... get ... dressed." In a fained moment of resistance.

She knew how she felt, if he took her right there she could not resist, yet she wanted to dress for him, play the game, entertain Craig for the evening.

 

[TonyDeeDee]

Craig wanted to take Teresa right here, right now. His cock was throbbing for release.

But he slowed his seduction of her, backing away slightly, looking down on her. It wasn't a surrender: he, too, wanted to enjoy the rest of the evening. Sex would come...

He gently caressed a hand up her smooth belly, over a firm breast, and up to her face, where his thumb gently played with her lips for a moment. His cock refused to abate: it still wanted satisfaction now.

"Let's eat," he said smiling, turning off the water.



Craig had had to dry and dress without eye balling Teresa, k.owing that watching her while naked would only lead to a delayed supper. He dressed in a pair of comfortable slacks and casual button up shirt, with a pair of tight shorts underneath. He didn't bother with shoes, though her put on thick socks for comfort and hygiene.

He returned to the kitchen and finished the last preparations. They were having a cold chicken and pasta meal that he had learned about from, of all places, the NPR radio website. It was Lebanese and he pronounce the name, but nibbling on a piece told him he'd done good by the recipe.

He dropped into his chair in the living room with a glass of wine, waiting for his lovely dinner partner to emerge and show off her incredible figure.

 

[justmethatswho]

"Let's eat," he said smiling, turning off the water

Teresa was left standing watching as Craig dried off. She gazed, wondering if she had missed her opportunity. She waited until he finished before leaving the shower, drying herself before wrapping a towel around her. She hid her excitement for what he had selected for her as she slowlry strode into the bedroom.

There she found his selection.

He started with the dress, a comfortable summer dress of thin, white cloth that was low enough up top to show her cleavage and high enoigh down below to show most of her thighs. Next, he selected a strapless bra that wohld offer support without masking her nipples, and a tiny thong that was semi sheer and very lacy. He found a garter belt but then decided against it, then picked long stocking that would ride high almost to the dress's hem. Four inch stilletos and a hair ribbon finished it off, the prior giving Teresa a very adult look and the latter adding an innocent school girl touch.

The dress was nice but not quite what she had hopled for, she was not about to let this opportunity go by. She went to the closet, it was easy to find the clothing Craig had for her, as none of the other girls wore her size. She found one and hoped he would like it.

She wiggled into the thong, which cupped her pussy teasingly, there as no bra needed for this dress, and with her young firm boobs none was needed. For an odd reason, she put the shoes on next, that he had selected for her, as she wanted to see how she would look in the binding stilletos.

Next was the dress, fitting her perfectly, to the onlooker she would look old enough to be in any club she wanted to be. She admired herself, she wanted him to know what she wanted, what he had created.

She walked slowly toward the kitchen, though it was close, her heels would announce her arrival.

Teresa's Dress


She stood waiting for him to see her. She new the dress would tease him, yet offer little resistance to a glancing touch of her breasts. Her juices had already soaked the tiny thong, as she stood with a desiringly smile, to the man who would fuck her after dinner.

 

[TonyDeeDee]

(OOC: just a reminder for anyone following our story,
Teresa is the blond standing in the back. Put her in the dress from the previous post and ... wow!)


Craig's eyes widened as did his smile at the sight of Teresa. He murmured, "My god ... you're ... you're unbelievable."

He stood, gathered both recently filled wine glasses, and walked over to meet her. He ogled her long and hard: she had a perfect figure, with all the right curves in the right places that allowed her to fill out the dress just as the original designer had imagined.

"No one could have made that dress look so good," he said, offering out the glass. He had a free hand now, and even though he was planning on saving the sex for after dinner, he reached out and began caressing her skin with the back of his finger tips. When he moved his hand to her bared belly, then up to be tween her breasts, then to a hardened nipple that he lightly pinched, he smirked and said, "We should probably hurry and eat ... or I'm going to explode here and now.

 

[justmethatswho]

"My god ... you're ... you're unbelievable."

Teresa smiled in response, wondering if he realized he was to credit for what he saw before him. He was the one who had taken the sexually naive cheerleader and made her into what he saw before him.

She paused, not moving allowing him to enjoy the piece of art he had created.

"No one could have made that dress look so good,"

She took the wine glass from him, swirling it softly before bringing it to her lips. His hand moved to touch her soft skin as he touched her firm tummy. She adored, men attracted to her, she craved moments like this. Just eight months ago, she would of slapped his hand, as it moved under her dress, screaming at him, now it was part of the seduction.

"But you knew this dress was for me ... that's why it was in your closet ... you knew someday I would wear it for a man ... to impress him ... to tease him ... to seduce him." She purred, after sipping her wine, the glass marked by her lips.

She then felt him softly pinch her nipple, her eyes rolled back and she let out a soft moan, as the soft pain sent through her body, teased her sexual soul. It took her more than a moment to recover. Her body heated from the touch, certainly he would feel her excitement.

"We should probably hurry and eat ... or I'm going to explode here and now."[

It took all she had to not clench his hand which was still under her dress and push it hard into her breast. She was on the edge, knowing she could not resist him. She wanted him now, yet loved this feeling.

"Dinner smells delicious Craig." She whispered. "I am in no hurry .... we should take our time .... enjoy the moment .... " Teresa turned to face him, his hand still under her dress, her hand sliding down to his crotch touching his raging hard cock she took a sip of her wine, leving her lips moist. "I could solve that issue for you if you like." She licked her lips. "But I was hoping to save it for desert"

 

[TonyDeeDee]

"I could solve that issue for you if you like." Teresa said seductively, groping Craig's cock through his slacks. "But I was hoping to save it for desert."

Just as his fondling of her nipple had caused her to begin burning, so did her skilled manipulation of his shaft. There were so many factors driving him to taking her right here, right now: he wanted it, she wanted it, he had had her before, and ... she was a whore.

The one thing that was keeping Craig at bay, though, was that, one, he never personally treated the Club's members like bought and paid for whores unless it was some element of training; and two, Craig had much deeper feelings for Teresa than he had for the other high school hookers, former or current.

Oh, he cared about them all, and he lusted for each of them, too. He even loved some of them in his own special way. But with Teresa, had he been the settling down type and not a pimp for teenage students, Craig could have seen him opening that huge walk in closet, clearing it of everything that wasn't specifically for the blond beauty, and asking, "Will you marry me?"

"We should eat," he forced himself to say, slowly slipping his hand out of Teresa's dress as he leaned down and pressed his lips and cheek to her cheek in a soft, sensual way.

Craig took Teresa's hand away from his cock, turned, and led her to the table, seating her like the gentleman he actually was. Even before he sat down, he was describing the hors d'oeuvres, then the main dish, then the sides, and finally the pudding and liqueur desert that was still in the kitchen on a slow simmer.

Craig had learned early in his dating life that just as a woman's way to a man's heart is through his stomach, a man's way to a woman's panties was through her taste buds. He had never had an interest in becoming a chef or culinary professional, but he'd taken more than 50 classes in various forms of cooking or food preparation over the years for two distinct purposes: to learn to enjoy his own creations, and to fuck women.

 

[justmethatswho]

"yes we should....I am absalutely starving for some good food." teresa teased as he eased his hand from her dress, then her hand from his cock, though her fingers gently moved back teasing as long as she could.

She thought how Craig was the first real man to have her, to show her there was more to sex than laying on her back, that there was a reward. Maybe that was the stem of her attraction to him, maybe it was that he was unattainable. Teresa knew Craig would be a good catch for some lucky woman, but he would have to give this up. This, is what he did in his time away from school, he was a pimp.

Teresa sat, as he held her chair, the table set impecably. She had learned how to feel comfortable in these settings. Which fork to use first, where to set her glass if she needed more wine. She looked up and smiled a thank you, knowing the view he had down her dress is why he was lingering.

She waited for him to sit across the table from her as she tested her salad. Before taking a bite she paused and looked him in the eye.

"Craig ..... do you mind if I ask you a question ..... Would you do this for your girlfriend ... dress her like I am dressed .... and take her out to dinner." She paused wondering what his answer would be, her reasoning was complex for the question, yet she wanted to know what he thought of her. She knew how he had treated her differently than the other girls ... was there more to it. None the less it was a question to see if he saw her more as a lover, than a whore of his employ. She then took a bite of her salad, slowly chewing waiting for an answer.

She then continued. "So you said you had a client for me .... a new one ... tell me a bit about him .... what he likes and such." Again the question was to be more of a gauge of his attraction to her and how he saw her.

Teresa awaited his answer, hoping to be able to side track her mind from the inevitable fucking she would be getting evenually.

 

[TonyDeeDee]

"Craig, do you mind if I ask you a question?

He had his wine glass to his lips when she began her inquiry, but Craig still couldn't help but smile. He knew Teresa well enough to know that this was going to be a personal, not professional question. Ironically, in a way, it was both.

"Would you do this for your girlfriend ... dress her like I am dressed ... and take her out to dinner."

Craig contemplated his answer for a moment, nibbling on a piece of delicious chicken, then raising his wine to his mouth again. He never took his eyes off Teresa's own, studying her and wondering what prompted the question in the first place. Was she looking to be his girlfriend, rather than his employee...? Was she just making conversation...? Or was she truly interested in what made him tick ... and what made him do such lavish things as create this extravagant dinner and buys such expensive clothes to seduce a woman he could have simply tossed onto the bed and fucked in any or all of her three inviting orifices?

In the end, he decided not to answer her -- not yet, anyway -- and responded to her very personal question with a distracting one of his own. "How's the chicken?"

Her expression told Craig that she understood he wasn't yet prepared to answer that question from a woman he sent to the bed of other men for money. Instead, she went onto the other topic she was here to discuss.

"So you said you had a client for me .... a new one ... tell me a bit about him .... what he likes and such."

Craig had a mouthful of salad, so he simply nodded affirmation of her question until he was ready. As with her question about how he would treat a girl friend, it was a topic Craig was reluctant to discuss. But unlike the other topic, this was one with which Craig had to be deal.

"His name is Frank Blackstone." Craig hesitated a moment, then as he looked directly into Teresa's eyes, he added, "And he's a Vice cop."

He gave her a moment to react, then continued. "One of our clients was apparently arrested -- not for anything having to do with the Club, mind you ... but, nevertheless ... he spilled his guts about anything and everything in an attempt to get a lighter sentence, or avoid one altogether ... and now ... we have to deal with Mister Blackstone."

 

[justmethatswho]

"How's the chicken?"

For a small moment, Teresa believed Craig would give her an insightful answer. Yet by answering with a question he had answered the question, yet did not have the courage to tell Teresa in his own words where she stood. That quite simply she was the hooker and he was her pimp. Maybe on the surface the two were friends yet at the end of the day that is where she stood.

In all honesty his answer would not have changed the fact that she was willing to fuck him, not for pay, not for him, but her own satisfaction. He could have called her an escort or whore and she would understand that is how he saw her. Yet he said nothing, admitting he was conflicted. She wanted to blurt out she was not looking for a long term relationship or a lover, not even a friend with benifits, too many strings, too many issues, she liked sleeping with men, walking away and not have to worry how to tell them no she did not want to see them again.

She hid her feelings as she cut her chicken, not looking at him as she cut a small piece of chicken, which was delightful. She should have complimented the chef, that is when Craig began talking of her next client.

"His name is Frank Blackstone." Craig hesitated a moment, then as he looked directly into Teresa's eyes, he added, "And he's a Vice cop."

She froze, in a moment her sexual desire dried up, as she dropped her fork on the plate. Thankfully she was chewing her chicken and not able to immediately ask him. wtf he was thinking.

Teresa stayed composed, hiding her inner fear. "Craig ... did you say cop." She stopped, wondering what he was up to. How it would look if she were busted for prostitution, her mothr and father would not be happy with her. There would be a scandal, the school would shun her and the other girls, lord knows what would happen to Craig. Then she thought how calcualted it had been, to entice her a simple week after her 18th birthday. In the end all the girls were adults in the eyes of the law.

"A ... A client for me ... but why me ... you have girls much more experienced than I ... i am." Teresa was looking for an excuse, as she hid her fear.

 

[TonyDeeDee]

"... but why me ... you have girls much more experienced than I ... I am."

"I'm not looking for experienced," Craig responded quickly. "I'm looking for trustworthy."

He sat his fork down and stood, moving around the table to the chair nearest her. He sat and took her hand into his, squeezing and caressing it gently as he explained.

"Teresa, this man ... he could signal our downfall. Never in the decade that the Club had existed have we ever had a problem with the authorities. This is ... this is a new experience for me ... and unwelcome intrusion in a business and a way of life that has helped many a young lady fulfill dreams that might have alluded her."

The words came out easily and without hesitation. It was a prepared speech, one that Craig used -- typically worded differently, yet still with the same meaning -- each time he recruited a new girl into the Club.

And while it may have sounded manipulative in its way, it was the truth. Most of the Club's members had had lives that were crumbling around them for one reason or another. Craig -- with Vivien's important assistance -- had turned these young girls' lives around and created strong, confident women. Okay, so he'd accomplished this by turning them into whores. But he'd done it with respect! And he'd done it with their consent and cooperation!

"I can't let the Club collapse," he continued, "because some ball-less bastard spilled his guts to the cops and left us out to dry. This ... Blackstone ... he wants in. He wants a cut of the action ... and he wants..."

Craig hesitated, looking down to the hand he'd been holding before letting it go and sitting up straight. "He wants to be ... serviced."