by K. J. Ward
Stripper for a Day
“Courtney… You know that you’re here because you wanted this – you’re actually paying to be here and we really don’t have all day. If you don’t want to sign the contract you don’t have to, but you do need to make a decision,” Randy Finn gently informed the thirty year old before him, who was shaking like a leaf. As one of the salesmen at Your Day International, Randy’s job was usually handling final payment arrangements with clients, going over the details of their exact demands and specifications, and getting the final contracts signed. Usually, it was a completely seamless process and Randy went through dozens of signings a day. After all, people generally knew what they wanted, so his main task was getting them to admit it to themselves and reminding them that it wasn’t permanent. That was what Your Day International specialized in, after all – giving a person a no-strings-attached day as something they couldn’t normally be or doing something they couldn’t normally experience, for a modest fee of course. The company made money, Randy generally enjoyed his job, and the vast majority of his clients left his sales office completely happy. Courtney West was not a member of that majority, it seemed. She had been sitting there reading over the contract for no less than half an hour.
“Yes, of course…” Courtney said absently, her hands starting to shake a bit as she put the contract down on the desk, but made no move to actually sign it. Still, she didn’t stand up to leave, nor did she say anything else – she just continued to stare down at it, looking a bit pale and more like a raw bundle of nerves than someone who was about to get what she truly desired for a day.
“Alright, let’s try this from a different angle,” Randy said softly, suppressing a sigh as he folded his hands, giving the woman before him an understanding smile, “Why are you here, if this isn’t what you want? You know that you cannot be coerced to do this, and if I feel that you are being forced then the contract is null and void.”
“It’s not exactly that I don’t want to do it,” Courtney replied, looking up from the contract as if she’d just woken up, “I just don’t know that I’m pretty enough to do this is all. And as for why I’m here… Well, it’s because I lost a bet.”
“A bet? You’re here because you lost a bet?” Randy asked with disbelief, shaking his head, “Well I guess that you’re not being coerced if that’s the case, not really anyway. Look, if your only hesitation is that you don’t think you’re pretty enough, you have nothing to worry about. I’ve set this up for women who weren’t nearly as sexy as you are and it’s worked out well for them.”
“Sexy? You really think I’m sexy?” Courtney asked, raising an eyebrow as her baby blue eyes met his. The dirty blonde had never thought of herself as sexy – more like a bit awkward. She wasn’t overweight, but her breasts were small, her hips seemed too narrow, and she was far too bony to consider herself pretty. She always felt her skin was too pale, and was always dry in the wrong places no matter how much she moisturized. And yet, looking in this man’s eyes, he appeared to be telling her how he truly felt – a man she’d only met perhaps an hour ago and was only there as a salesman.
“Absolutely – I may even be going to see you perform, if it wouldn’t be too awkward for you,” Randy replied, “Most of the time I don’t get involved in a client’s Day, being in sales like this – but since you’re going to be a stripper for a day it’s actually a possibility.”
“I guess it’s comforting to know at least one person wants to see me perform,” Courtney replied with a shrug, still wondering how any man – including her own husband – could want to see her naked when she could hardly stand seeing herself that way. With a soft sigh she picked up the pen and signed the contract, “So what happens now?”
“Now, someone who can teach you how to strip takes over,” Randy replied with a chuckle as he pushed a button on his desk, “That’s not me, obviously. We’ve got a stripper named Tracy to help you out there, and then to put you to work for the night, as you requested.” Almost on cue, a door behind Randy opened and an incredibly beautiful woman stepped into the office. Silky, curly honey-colored hair came just to the middle of her neck, looking perfect against her lightly tanned skin. Her body was sleek, not muscular but not nearly as bony as Courtney thought hers was, and perfectly proportioned with what looked to be a tight but large bottom and breasts that were supple but perky. Her finger and toe nails looked to be polished a light green which matched her eyes. She was dressed, but her clothing looked far from the sexy outfits that Courtney imagined strippers wore – just a plain blue tank top and a tight pair of jeans.
“You must be our stripper today,” Tracy said as she looked over Courtney, “Not bad at all – you’ll fit in perfectly out there from the looks of things. I’m Tracy, by the way.”
“Courtney. It’s nice to meet you,” Courtney said as she stood up, shaking Tracy’s hand, “But… What did you mean by stripper today? Do you get a lot of people who sign up for this?”
“Oh honey, we get a ton of you coming in wanting to strip for a day,” Tracy said with a laugh, “Some are really great at it, some stink, but the men don’t care – they’ll ogle you whether you move well on the stage or not.”
“I just can’t believe people pay to do this,” Courtney said, shaking her head.
“Strictly speaking, most wind up breaking even thanks to tips and all,” Randy spoke up, “And most people who are doing this didn’t lose bets which put them here.”
“You’re here because you lost a bet? I guess I’m not really teaching you to dance then,” Tracy said as she motioned for Courtney to follow her, which she did.
“Guilty as charged… But what do you mean that you won’t be teaching me to dance? You can’t expect me to go out on stage not knowing what I’m doing,” Courtney replied as she walked along with her down a hallway to a parking garage. There was a waiting van that would take them to the strip club where she would be working for the night, most likely with Tracy.
“Trust me, you’ll know what to do on stage even if you can’t dance. That will come naturally,” Tracy said with a smile, “But you won’t be able to strip at all if you don’t learn something about yourself today, a simple truth that comes a bit easier to people who do this because they truly want to give it a try.”
“Oh? And what’s that?” Courtney asked as the door to the van was opened for the pair.
“That you really are sexy,” Tracy replied with a small smile as she stepped into the van, motioning for Courtney to follow.
“But I’m not sexy,” Courtney responded immediately, shaking her head as she got into the van beside the stripper, taking a seat.
“See, that’s exactly why you won’t be able to strip well – not because you don’t know how to dance. If you don’t think you yourself are sexy, how can dancing change that? You have to believe that you are sexy, and then you will be,” Tracy said seriously, her eyes meeting Courtney’s, “So the first thing I’m going to do is prove to you that you’re sexy.”
“How exactly do you plan on doing that?” Courtney asked her as she buckled her seat belt, which Tracy did as well. The van started to move as Tracy just gave her a smile.
“Well, you don’t think that men want to see your body because your body isn’t sexy, am I right?” Tracy responded as the driver glanced back at them, seeming to be interested in the conversation, perhaps more so than others that may have taken place when he drove people to their engagements.
“Pretty much,” Courtney replied with a frown, “I mean, look at me! I’m too skinny, my breasts are too small, and I’m not tan…”
“Yes, let’s have someone look at you,” Tracy said with a grin, “Hey driver! You think this girl here is sexy? Be brutally honest – you want to see her naked, stic
k your dick in her maybe?”
Courtney blushed deeply as Tracy talked to the driver about her. As they came to a red light, the looked back at her, his eyes moving over her entire body, “Hell yeah, I would! I wouldn’t mind a blowjob from her either, maybe a little anal action too!”
“What makes you say that about her? Are blondes your type?” Tracy asked as Courtney looked away, her skin bright red in a deep blush. She was no prude, but she’d never heard anyone openly talk about having their way with her like that either.
“Well, I’m more into brunettes and girls with a little more meat on their bones,” the driver answered, “But she’s got some nice curves, and she’s got those big pouty lips too. So yeah, she’s not exactly my type, but she’s still pretty sexy.”
“I rest my case,” Tracy said with a grin, turning to look at her blushing protégé, “There you have it – you aren’t even this guy’s type and he thinks you’re sexy. Correct me if I’m wrong, but Randy said you’re sexy – he never tells any of the girls that. You’ve got that pretty girl-next-door kind of look. Guys just eat that up. And men tend to focus on your best features in a way you don’t – you didn’t think of your breasts as curvy because you couldn’t get past seeing them as small, but a guy will look at you and find a reason to like them. You are right about being too skinny for this particular guy – but he sees right past that to your pouty lips and because of that, he wants you to suck his cock. Do you see what I’m getting at here? Men will think you’re sexy despite your best efforts to convince yourself that you aren’t – as soon as you realize that, you’ll start to see yourself as sexy.”
“Okay, I guess maybe you’re right… But I still need to know how to dance on stage or no guy is going to want to see me naked up there,” Courtney replied after a moment, her face still bright red with her deep blush.
“Hey driver, you want to see her naked whether or not she can dance?” Tracy asked the driver, putting a hand on Courtney’s shoulder reassuringly.
“Of course!” the driver said to them as the light turned green.
“See, it’s not about your ability to dance for them – it’s about showing off your body. I’ll show you a few positions to give them a good view of they want to see, but the main thing is knowing that you’re sexy and owning it,” Tracy told Courtney as her blush finally started to fade a bit.
“I’m still not entirely convinced I’m sexy enough for this, but I’ll give it a try,” Courtney replied with a soft sigh.
“Don’t you worry, when I’m finished with you, you will be completely convinced,” Tracy told her with a smile before falling silent, leaving Courtney to wonder what she might have planned. Truth be told, Courtney was in some ways looking forward to doing this – she wouldn’t have agreed to the bet she lost if she wasn’t at least okay with doing it. The idea of stripping, being that wanted and desired was quite exciting, but with her body being what it was, she simply didn’t feel like she’d ever be able to pull it off. She had a husband who seemed to be okay with her body, but even though he told her she was pretty she never felt that way about herself. She could only hope that this would be a good experience that would perhaps help her to be a bit more self-confident about the way she looked. Knowing that the van’s driver wanted her was a start, at least. As they rode on in silence, Courtney felt herself relaxing a bit – after all, if this went badly, it wasn’t something she ever had to do again. She remained silent with her thoughts for the rest of the trip, until the van reached its destination: The Gentleman’s Den.
The driver got out and opened the door for them, grinning to Courtney, “If this is where you’re going to be, maybe I’ll come tonight to see you.”
“You should – she’ll be giving lap dances too if you want to get your dick close to her,” Tracy told him with a grin, while Courtney could only blush and mutter a thank you. Tracy led the way into the club, which was deserted except for some of the dancers who arrived early, “You really do need to work on not being so bashful if you’re going to strip.”
“I know – it’s just not how I’m used to being spoken to,” Courtney answered. She supposed that it should make her feel like a piece of meat, but in reality it did make her feel wanted in some way. Not special, as her husband made her feel with his gifts and the way he treated her, but wanted like her body was truly desirable, as if she was some sort of sex goddess.
“Try to get used to it while you’re here,” Tracy told her with a smile and then motioned for her to follow, leading her into a back room with small stage, a pole, and a webcam set up, “Since we contract with Your Day International quite often, we have a few things that a typical strip club wouldn’t, like this cam room. I’m going to set you up to practice online.”
“To practice online?” Courtney asked as Tracy took a seat at the computer which controlled the webcam, “You mean, streaming on the web so other people can see me?”
“Yes, if you’re comfortable with trying that,” Tracy told her as she started to get the webcam and computer set up, “I’ve got a couple guys lined up for you to practice lap dances on too.”
“You seem to have this well-planned,” Courtney said, moving to stand in front of the webcam uncertainly. She had thought she was going to change her clothing, as she was simply wearing a pair of jeans and a plain blue tank top, “So, what do I do? Am I going to change into something more revealing?”
“Later on, when you’re stripping in the club you will. For now, just stand in front of the camera, smile, and get ready to strip,” Tracy said with a chuckle, “I’ll tell you when. You can try to do it as seductively as you like, just remember to smile.” She paused a moment, touched a few keys on the keyboard and then added, “You’re live – don’t worry, there’s no sound so you can ask me questions while you’re doing it, and I’ll give you feedback too. Go ahead and start stripping.”
Courtney didn’t say anything in response; she simply took a deep breath. It took her a moment to steady her nerves before she finally smiled for the camera, as seductively as she thought she could, and started to pull up her tank top slightly, exposing her navel. She decided to try swaying her hips just slightly, trying to look seductive as she slowly pulled up the tank top to flash the plain grey bra she was wearing underneath, and then pulled the tank top back down, still swaying her hips. She glanced over at Tracy, looking for some sort of approval or disapproval.
“You’ve already got over five hundred people watching,” Tracy said with a smile, which broadened to a grin, “And that number just keeps going up. All of them think you’re sexy enough that they want to see you take your clothes off – and so do I, for that matter.”
Courtney could hardly believe her. Her heart skipped a beat at the realization that that many people were watching her, not because they had to be, but because they wanted to be, because they considered her to be sexy. There was no way her body – skinny and flawed and as it was – could be that desirable, could it? But then, both the salesperson and the van’s driver had said she was hot – so much so that they’d wanted to come to see her strip. Something changed in her as she started to realize just how desirable her body was. She knew she could get dressed up, put on plenty of makeup and be beautiful, but this was different – she was sexy!
Tracy, of course, had seen this transformation before, even in the girls who truly wanted to try this out for a day and hadn’t been pushed into it by losing a bet. A new fire seemed to blaze up in their eyes, and their movements became much more relaxed and tantalizing – believing themselves to be sexy truly changed things for them. Courtney was the same way. She pulled up her tank top and then pulled it off before moving in close to the camera as she slowly unhooked her bra. She pulled the straps off her shoulders slowly, giving a seductive smile to the camera before pulling one of the cups down, exposing her breast for a second. Her nipples tightened as she did so, not so much because the room was cold but because stripping like this was starting to turn her on. Realizing her body was so d
esirable made her own desires bubble up throughout her body from her core. She finally pulled the bra off, shaking her torso from side to side slightly so her breasts would bounce a bit in front of the camera.
Courtney stepped back slightly from the camera and Tracy changed the angle slightly to focus on the lower half of her body. Courtney moved her hands to her crotch, running her hands over her pussy through her jeans before slowly unbuttoning and unzipping them. She started to pull the jeans down, exposing the lacy white panties she’d worn specifically for that day – they were probably the sexiest pair she owned. She pulled the jeans back up then slowly pulled them down again, exposing a bit more of the panties that time. Then she turned around, facing away from the camera as she kicked off her shoes and pulled the jeans down and off. Standing naked except for the panties, she remained facing away from the camera for the moment, slowly lowering her panties to expose her ass and then pulling them back up, turning around as she did so and giving the camera a coy smile.
“You're up to over two thousand viewers now,” Tracy said with another smile in Courtney's direction. Hearing that she had more viewers only fueled the feeling of empowerment that came from knowing that she was so desirable. After waiting a few seconds with her fingers hooked on the waistband of her panties, she pressed her legs together as much as possible and slowly started to lower her panties, all the way down to her ankles before stepping out of them. She kept her legs together for the moment, slowly running her hand over her womanhood before standing with her legs slightly spread. She ran a finger along her slit and then licked her finger with a broad smile at the camera. Slowly she stood with her legs spread and ran a hand over her pussy again, spreading her lips for a moment for the camera. It surprised her just how comfortable she felt exposing herself like that. However, now that she was naked, she was unsure of what else to do.
Courtney glanced over at Tracy for guidance, which she happily provided, “Get up close to the camera, I'll get some close ups, and we'll end it there.” Courtney obliged with a seductive smile, getting up close to the webcam, pressing her tits together and showing them off, and then when Tracy pointed the webcam toward her pussy, she spread her legs and thrust her hips a bit while standing. Afterward, she reached down and spread her lips again for her online audience, running a finger between them before stepping back. Tracy hit a few keys on the keyboard and smiled at Courtney, “Would you like to see what you just recorded?”