Family Master: Claire

Chapter 1

Claire sat in her car, head leaning against the steering wheel, lightly sobbing, as she tried to compose herself. The parking lot was for a small strip mall-style sex shop. The car was on its last leg, not starting every fourth time, the interior falling apart, and smelling like a cat had given birth there, but it was all she could afford. Her life was hard.

Her life had always been hard. Born to a highly conservative, almost cult-like family; she had a poor education, little social interaction growing up, no life skills outside of 'traditional woman's' roles, and no friends or family to rely on. Then when she had nowhere to go, no options, no future prospects; her parents kicked her out. She'd offhandedly said a woman on television was attractive, and apparently that made her 'gay' and a sinner in the eyes of god and she was literally thrown out the door at the age of 17.

Not turning 18 for several months made getting anything harder. She'd even considered turning to prostitution, but her upbringing still held hard in her head and instead, she begged for change and slept in her crappy car with her handful of possessions.

She was attractive, a little malnourished at the moment, but at 5'5", with wide hips, large breasts, long dark hair, a button nose, and surprisingly nice skin for having lived rough on the street, she was sought after by many. So the day she turned 18 she went to the strip club to try and get a job. She didn't know if she could bring herself to dance, but she needed to try something, she needed money fast, and she didn't want to give up her virginity to earn it.

She was waiting to talk with a manager when a tall, attractive, blonde woman in a small tight leather halter top and leather short shorts came up to her. "Here for a job?"

"Yes," she stammered out nervously.

"How old are you?"

"18. Today."

"Happy birthday! But, this is a bar-slash-strip club, you have to be 21 to dance or work here."

"Oh," she said sadly. She thought this was the best, fastest way to get her somewhere warm to sleep.

"Listen," she said in a conspiratorial whisper. "There is a place. It's kind of stripper adjacent... A weird job with a whole lot of 'perks'. Sex is not required, but it's strange... I can't say more. But it's safe, it pays well, it's clean, and it's private, so you don't have to have half the town know what you do. Interested?"

"Why can't you say more?" She asked worried.

"You have to sign something saying you won't talk about what you see. It's legally binding."

"Oh. And if I go and see... I won't 'have' to do it?"

"No. It really is safe. Several girls here tried, but it's... unique, and not right for everyone."

"Okay. Thank you. I have little to lose here."

She was given the address and drove straight over. But seeing it was a cheap sex shop made her think she was being played. So she hyper-ventilated in her car. Finally, not having much choice, she exited her car and entered the building. Behind the counter was a young, 20-something, thin, black girl with a small chest and a head of unique braids in a rainbow of colors. She gave a full, real smile, as Claire walked in.

"Hi! What can I do for you?"

"Oh, um, I..." Claire paused, afraid of being pranked and worried about asking about a weird job. "A, um, woman, at the strip club, said I could find a... ah, good job here."

"What'd she say about the job?" The woman asked intently and sternly.

"Oh. She said, it was, ah, stripper adjacent, had unique perks, was weird, and paid well. She also said she couldn't talk about anything specific."

"Oh, okay. Good. I'm Deiadra by the way. Let me call the boss for you." She picked up a phone, pushed two buttons, and started talking quietly into it. Claire heard bits and pieces; she described her and described how she heard about the job, before finally setting the phone down. "He'll be out to fetch you in five to ten minutes. Is that okay?"

"Oh, yes. Thank you."

"No problem! What was your name?"

"Oh, sorry. I'm Claire."

"Nice to meet you, Claire. I hope we can work together," she said with a smirk and looked Claire's body up and down. She had to remind herself, 'stripper-adjacent'. After looking around the shop for about ten minutes a man came up to her and said, "Are you the girl looking for a job?"

She stammered and looked at the man. He was tall, a little over six foot, with a strong-looking frame under a gray suit, maybe in his late 40s, strong chiseled jaw, dark hair, and bright green eyes. He had an aura of wealth and power that made Claire's knees a little weak. "Yes... Sir."

He smiled wickedly, "I'm Alan..." he said putting his hand out.

"Oh, um, Claire, sir." She said shaking it.

"Nice to meet you, Claire," he said and flashed a confident and beautiful smile. "Follow me." He said it with authority that he expected her to follow and she did almost without thinking. They walked through a door marked private, that was another 'shop', this one with equipment and whips and paddles and collars and so much more; more 'advanced' sex tools. But, before she had a chance to take it all in, he walked up to a black door, used a key card, and punched in a code, before opening it and holding it for Claire. She had just a moment's fear as she looked at the security of the door. She feared for a second that she was going to be human trafficked, she didn't tell anyone she'd be here and she heard about it from a stripper she didn't know...

Her heart skipped a beat, but she entered the door and saw a large well-lit room with beds, sex equipment, and a stage. It didn't look sinister. Alan placed his hand on the small of her back and directed her to follow him again. They moved through another door into a normal-looking hallway that wouldn't look out of place in any other office setting. They entered the last door on the right and entered a normal-looking office with a large wooden desk taking up much of the space.

He took a seat behind it and gestured for her to sit in the one in front of it. She took the seat and sat for what was going to be her first job interview. She looked down at what she was wearing; dirty ripped jeans and an old band t-shirt she found at a charity shop and suddenly felt very self-conscious.

"So, Claire. Tell me about yourself."

She did, she told him of her difficult childhood and the even more difficult few months of living in her car. Then she told him about trying the strip club and the ominous job opportunity that was suggested.

"Hmm..." Alan leaned back. "Okay, I want to help you, and don't want to be accused of taking advantage of you. So, whether you're the right fit for this job or not, I will get you placed as a waitress or secretary and get you three months free in a partially furnished apartment. That should give you enough time to get on your feet. But, I am going to require that you get your high school GED, with either option. Okay?"

Claire's mind went blank, she didn't have to do anything and could get a place to live, a job, and a possible future. "Oh my God! Yes! Thank you! Sir... That's all I needed... A chance."

"It's fine. I'm happy to help. Now as for the job you came for. Please read this and sign it." He said handing her a paper.

She grabbed a pen and started to put it down to the dotted line, so grateful for the chance. Then he grabbed her wrist gently. "Woah. No! Read it first. Don't get taken advantage of!" He said sternly.

"Oh. Ah, sorry." She felt ashamed of disappointing him. Then she started to read it. It was a non-disclosure agreement and it seemed simple, nothing that required her to work for him, pay him, or serve him; just not talk about what he says or what she sees. She read it a second time, and nothing jumped out, so she finally signed it and returned it to him.

"Good. Thank you. So, you heard the job was weird..."

"Yes..." She said carefully.

"Well as you could probably tell by what you've seen so far, this is a private sex club. Mostly BDSM, but also a place for people with unusual kinks to find each other, to find clean, safe, secret partners and not be judged for it. The job you will be applying for will have what I'd call three levels of intensity.

"First, you will work a normal-ish job as a cashier of the public shop. For the job, you need to understand the product, talk to people about their kinks, explain which toys to use for them, and not judge them. If you can't bring yourself to learn, understand, and discuss these products with customers, then you're not right for this job.

"Second, roughly once a month, there is a large event, and about every two weeks there are smaller parties. You will be expected to act as a waitress at these events, wearing bikinis, lingerie, skimpy outfits, or possibly being naked. If you don't think you can comfortably do that, then you're not right for this job.

"And third, you'd be expected to dance and take part in bondage demonstrations, usually on stage. This includes being tied up, paddles, whips, ropes, clamps, and spankings. For this, we prefer those who actually enjoy such acts, those who are actually submissive, or those who will beg for the opportunity. If you don't think you'd enjoy that, then you're not right for this job.

"I know that was a lot, especially for someone with a background like yours, a virgin, someone who turned 18 just today. But, there are no illusions about what we all are here. We embrace sex, sexuality, kinks, and exploration and if you are actually one of us, this is a rare opportunity. If you're not, then really, there will be no hard feelings.

"There are amazing perks that come with all that, but I will not tell you them until we both know if you want this. Don't do this for money. Don't do this because you think you don't have a choice. Don't force yourself into a kink you don't enjoy. Don't lie to me or yourself. Don't rush the choice. I can help you correct your life but don't do this just to pay me back. Only do this if you enjoy being submissive, enjoy the sex, the bondage, and the life. Okay?"

"Ah. Um. What? Oh, um, I..." Claire stammered a lot, the information overloaded her brain. That was so much. Serving drinks naked. Bondage. Stage shows. Sex toys. Submission kink. She'd lived a sheltered life and hadn't ever considered her sexual preferences. She hadn't even kissed a boy, or girl, but was considering joining a sex club. That's such a leap... "Alan. I'm not saying no..."

"That's fine, you need to give this real consideration."

"I'm not saying no, but I've never thought about that kind of thing before. Um, how would I know if I enjoy it?" She asked nervously.

"That's not an easy question. There are literally thousands of academic books on human sexuality and not all of them even agree on why a person may or may not develop or enjoy a kink. So there is no consensus about it, but generally, you have to experience it, usually with an experienced dominant. But, I suggest you start with BDSM porn and see if you get more excited than regular porn."

"Oh, I don't have a way to, uh, watch porn."

Alan smiled, "Claire. Here's what we're going to do. I'm going to pay for a hotel room for a few nights until your apartment is ready. And I'm going to get you a phone and a tablet. Tonight I want you to think about the job, watch some porn, and enjoy yourself. I'll give you 72 hours to decide about the job. Do you think that will be enough time?"

"Wow. Thank you. Yes. I think that should be enough time. Thank you. This is so much more than I ever expected when I woke up this morning. Thank you."

"You're welcome, Claire. Happy birthday."

Chapter 2

Claire thought that when Alan said he was getting her a room she thought that it'd be a roadside motel. So when she pulled her puttering car into an opulent roundabout entrance to a massive and expensive-looking hotel, she freaked out and thought she was in the wrong place. She slowed near the entrance as there was a stopped car being taken by a valet. She looked around nervously thinking someone would yell at her about her rusty car 'pooring' up the place. So, she jumped a little when a valet tapped her window.

She was going to ignore him and slick away, but then he said, "Claire?"

She opened her door, as her windows didn't work, and asked, "You know me?" She was confused, even if she was in the right place, how would they know what to look for?

The young man was hot, tall, and muscular, with a square jaw, longer hair, and a mischievous smile, "Yes. We were told to be on the lookout for the cheapest, most unsafe car on the road," he said with a smirk that caused Claire to blush.

She climbed out and another hot man came over with a luggage cart. "Ma'am? Do you have any luggage?"

Claire blushed again, this time from embarrassment. She didn't have traditional luggage but had a couple of laundry baskets, mostly dirty clothes. "I don't... I have the baskets... Does the hotel, um, have laundry?"

"Yes, Ma'am. We can take care of that for you."

"You'll 'do' the laundry?"

He smirked, "Yes, Ma'am. We offer a great many services. We've been informed you're welcome to all of them."

"All... All of them?"

Then a hot woman joined them. She looked maybe 30, was Indian, like from India, had long straight dark hair, dark eyes and lips, a long, thin frame, and a smaller chest. Her nose was a little big, but it enhanced her beauty rather than detracted from it. "Claire? My name is Isha. I'll be taking care of you for your visit. Please follow me."

She turned and walked without waiting for an answer, and Claire rushed to follow. A doorman opened the entrance for them and they entered a massive and beautiful lobby. "Do... Do you know Alan?"

"Yes, Ma'am. He owns the hotel."

"Owns!?"

"Yes, Ma'am."

"Do you, um, know why I'm here?"

"Yes, Ma'am. Those that need to know are aware of his 'extra-curricular' activities. We are to ease your transition."

"Oh..."

They continued to move quickly through the lobby and straight to a bank of elevators. She put a keycard into the elevator and they started to rise. And continued to rise, if they weren't at the top, they were close. They exited and moved a short way down the hall to a pair of double doors. She used the keycard again and opened to a massive suite.

Claire walked in slowly with a look of shock and awe. The main room was huge, with a full kitchen, dining table, television area, bar, a staircase up to another area, and at least five other doors that looked like they went to other rooms. The whole thing was expensive, beautiful, and looked larger than the house she grew up in. It was so much.

Isha gave her a quick tour. The other doors led to a bedroom with a king-sized four-post bed, another with two queen-sized beds, and a bathroom with a massive whirlpool tub and a full steam shower. The upper area in the main room had some gym equipment and a pool table. Then she turned back to Claire with what sounded like a condescending tone but may have just been 'rich polite', "The hotel has a bar, several restaurants, a salon, spa, pool, shops, and a large botanical garden. They are all free for your use, except for the bar as you're not old enough. And I do not wish to sound rude, but there is a dress code within the hotel, and frankly, nothing you own fits into that category. With your permission, I will send some things up."

"I, um, I don't want to take too much..."

"Ma'am. Trust me, I understand. Alan gave many of us a chance. He'd be more offended if you didn't take what he's offered. He's intense and is willing to give so much because he can occasionally find a submissive diamond. But, if you're not, he is okay with helping get those with potential off the streets. Even if you don't join the club, working in one of his businesses, while knowing what he 'is', can help facilitate meetings such as this.

"I understand what it's like to have everyone in your life let you down and then having a rich white man trying to save you without expecting anything in return. Those of us who were so lost have trouble believing we deserve anything better. But, Alan is one of the good ones and the club is completely safe."

"Have you taken part in 'club activities'?"

"Oh, yes," she purred as she closed her eyes recalling something. "I'm not a sub, but the attractive men there are willing to..." She coughed, catching herself, and tried to regain her pomp stature. "Yes. It's wonderful."

Claire smirked, her mask slipping told her so much more than anything else today. "I'm sorry. This is so much. I don't know how to move forward..."

"Well, if you could have literally anything right now, what would it be?"

She closed her eyes and focused on herself and about being selfish, "I want to feel clean, to feel pretty, to not have the stress of where I'm going to park my car to sleep tonight, and I want chocolate!"

Isha smiled broadly, "Excellent!" She led her to the bathroom. "Take your time, soak in the tub, I suggest the lavender bubble bath. When you come out, several things will be ready and we'll plan the rest of your stay. Okay?"

"Okay..." Claire said nervously. She entered the bathroom, turned on the tap, added some bubble bath, and then returned to the mirror. She looked intently at her face, even dirty, and with no make-up she was pretty; she could see why Alan offered her this chance. She also noticed the tears in her eyes, this was so much, and such an amazing chance to stop drowning.

She pulled off her shirt, dropped her jeans, and looked back into the mirror. The bra, old, dirty, and falling apart, was unflattering and uncomfortable, and the underwear seemed a little worse; it was not a flattering picture of her. She pulled them off and looked again. It'd been a while since she'd seen herself in a big mirror. She joked to herself that if there was one good thing about homelessness, it was that she dropped the last few pounds she always fought against, but of course, she was even further beyond that point. Her ribs were a little too prominent, and she'd lost some extra fat from her breasts, which did make her large d-cup breasts look firmer, but her hips were a little bony, making her look less proportional than she did before. Her legs, bush, and armpits hadn't been shaved in weeks and didn't look good.

She looked around the bathroom and found a basket near the corner, which she dug through and found, soaps, deodorants, shaving cream, razors, perfumes, sunscreen, and more, all in several varieties. With the size of the tub, even with all her stalling, it was barely half-full, so she grabbed the basket sat on the edge of the tub, and began shaving everything; she wanted to look hot, even if she didn't take the job. She'd never fully shaved her pussy before, so wasn't sure she did it right, but it did look leagues better.

It took a while, but finally, she felt smooth and slid slowly into the hot bath water; her body releasing stress and tightness that was more than physical. She moaned contently from the feel, the smell, and the heat.

Her eyes closed as her fingers rubbed the newly smooth skin above her pussy, lingering in the pleasure of the touch. Her other hand roamed across the silken smoothness of her breasts, her nipples rough and swollen. The fullness of her breasts filled her hand. Leisurely her hands roamed her breasts; her thumb and forefinger gently rolled each nipple. A murmur escaped her lips as her body moved restlessly. Her nipples sent darts of pleasure through her body.

Her hands moved to roam across her belly, touching silken skin, across her hips, smoothing down her thigh. The warmth of the water made her skin feel like satin flowing beneath her touch. Her fingers lightly caressed down her calf, to her ankles, and to the tips of her toes. With a light touch, her hands began the journey back up. She gently caressed her inner thigh before she moved across her hip and returned to the other breast. A lingering desire was left in the wake of her touch.