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.

Again her nipple filled her hand, erect and warm to her touch. Her fingers moved up to slide lightly across her full pouty lips, water dripped down her chin, her eyes were closed, and her nails swept down her slender throat. A teasing touch, just beneath her ear, as her head tilted back into the rounded edge of the tub.

Her desire became an unfulfilled need. Her touch raised goose bumps across her skin. She moved again to her inner thigh, clinging to her softness, her fingers moved to part her lips. Slowly her fingers explored along her slit as she teased gently across her raised clit. She then slid softly into her sweet slick opening.

Water splashed against the side of the tub, caused by the arching of her body as her fingers began to move in earnest. Her thumb moved softly over the swollen nub of her clit, fingers probed her depths. Soft sounds escaped from her parted lips. Her fingers moved to flick faster across her eager mound. Her body arched and twisted, her head thrown back, and ragged breaths rushed from her body.

Her skin tingled from chest to toes. She stroked her hand faster, as her hips raised to meet her touch. A soft scream began to build as her orgasm built. She realized it'd been months since the last time she touched herself, a small car in a parking lot was not a safe or smart place to do it.

Fingers flew over her pulsing pussy. Electric tingles of pleasure jolted from her pussy to the tips of her fingers and toes. Her whole body arched and jerked, splashing water over the edge of the tub, as a throaty scream escaped her lips, and an orgasm ripped out of her body.

Minutes passed before she settled back into the warmth of the tub and she continued to wash herself. The conditioner was a luxury she didn't realize she'd missed as much as she did. Even after she was done, she didn't get out for at least half an hour, likely more, but finally, she drained the tub and got out. She slowly dried herself off, wiped the mirror, and once again looked into it. The person who looked back was not the same woman who entered the tub. Her skin and hair were clean, clear, and smooth, and her face was happy. She smiled a smile she hadn't had in a long time, longer than she'd been homeless.

Chapter 3

She grabbed a soft, fluffy, oversized robe off a hook on the back of the door and exited the bathroom into the main room that was now filled with stuff. There was a rack of clothes, a table covered with panties and bras, boxes wrapped like birthday presents, a tray of various chocolate bars, and a large serving tray covered by a cloche. She slowly sauntered over, like she was doing something wrong, and found a card on the table with beautiful writing that said, 'Happy Birthday, Claire!'.

She pulled the cloche off the tray and underneath was a piece of chocolate cake with chocolate frosting and a single birthday candle on top. It looked incredible. She wanted to dive in, but instead, she looked around at the rest of the things. The clothes rack had jeans, shorts, skirts, tank tops, button-ups, t-shirts, summer dresses, belts, sweaters, and more; all of it was new, trendy, and expensive-looking.

Similar with the table of underwear. Several styles, materials, and colors, with matching bras, and checking the tags she could see they were a little smaller size than she normally wore, which likely fit her new underweight frame very well. She rubbed the material of the bra between her fingers and it was so soft, it'd likely feel amazing against her skin. Then she moved to the beautifully wrapped boxes with her name on little tags hanging from them.

She grabbed one of the smaller boxes, wrapped in gold paper with a red ribbon, perfectly aligned. It was almost too lovely to dismantle. But the fact that even when she thought she was happy with her family, she didn't get this many or this nice of gifts. So she slowly pulled the ribbon off and opened the paper. There was a lidded box underneath, that she opened to reveal a new smartphone. The literal newest model that she didn't think even came out for a few more days.

The joy of getting something so nice caused her to rush through the other boxes. There was a new tablet, a leather-bound journal, a nice pen, a box of make-up, beauty products, locations, and the like, and the last was a piece of luggage with logos all over it. She guessed the hotel didn't want guests to see her dragging her laundry basket through the lobby. All of it together was worth thousands, including the clothes and underwear. Nobody had ever given her something even a tenth as nice. She wept pretty openly about someone caring about her.

Finally, though, she returned to the cake, put the candle in, found a lighter, lit the candle, sat back in front of the cake, and thought about her wish, before realizing this moment was what she'd have wished for, and blew out the candle. She took the fork and put a piece into her mouth, and the taste was divine. She'd never tasted anything anywhere near as delicious.

It was so rich with sugar that she thought she needed to stop several times, especially on an empty stomach, but it was so good and it had been so long since she'd had chocolate, that she just continued to completion. As she was leaning back in her chair while slowly rubbing her stomach, the door opened and Isha walked in. "Oh, good! Do you like your gifts!?" She asked excitedly.

"It's all amazing... It's so expensive... Are you sure, that, um, it's all for me? It feels like it's too much."

Isha giggled, "Yes, dear, it's all for you. It is expensive, but not for Alan. He's spent more than this on one dinner before. Money is not the same for him as it is for us."

"Okay... As long as you're sure."

"I am. Now. Alan called and would like to take you for dinner in the restaurant downstairs. Are you okay with that?"

The thought sent a thrill throughout her body and she shivered as she almost moaned, "Yes." Then cleared her throat, and said, "I mean yes. I think I would enjoy that."

"Would you like to be pampered in preparation for the meal?"

"Pampered? Like what?"

"Off the top of my head, haircut and style at the salon, mani-pedi at the spa, maybe Brazilian wax, and getting a new dress."

Claire's head spun, a haircut sounded great, a mani-pedi sounded relaxing, a new dress sounded wonderful, but a Brazilian wax... Didn't that imply someone seeing it? Was that Alan's expectation? If it was, was she okay with that? Giving her virginity to a man she met only hours ago? Or is it one of those things where it's better to have it done and not need it, rather than needing it and not having it? "Um, yeah. Let's do all that..." She said slowly.

Isha smiled, "Great! Let's get you dressed!" She said as she moved to the rack of clothes, pulled out a skirt and tank top, and then chose some modest, but sexy pink underwear, then sent her to change.

Claire entered the bathroom again and dropped her robe. She pulled on the pair of lacy pink boyshorts panties and marveled at how comfortable they were; they shaped to her ass perfectly. Then the bra of the same material and color; it hugged her breasts perfectly, pulling them up and together, making them look larger, firmer, and fuller. She looked better than ever before in her life. She was beautiful, sexy, and strong.

Then she put on the skirt. Before today she would have said an expensive skirt like this was the same as a cheap one, but it just wasn't true. The black, short, flared skirt rode her hips perfectly at the right height and rolled over the back end to make her ass pop. It was simply insane how a skirt the right size and shape made her look. Then finally a spaghetti strap tank top, it was tight against her large chest and showed a hint of belly over her skirt. She looked great, but now her make-up-less face and boring straight brown hair, somehow pretty hot before she got dressed, now looked a little drab.

But there was little to do about that, so she exited and Isha clapped excitedly, "Perfect! You're beautiful. I can see what Alan must have seen."

"Thank you," Claire said. She finished the outfit with nice open-toed heeled sandals and they headed down into the hotel proper. They started with a dress shop, in case anything needed to be ordered. She tried on several things and she finally found a little black dress that had a deep neckline that made her breasts look insane. She looked a the price tag of $1,700 and was shocked and tried to put it back, but was stopped by Isha who just gave her the same exasperated look.

"Nothing's going to be cheaper. It's expected you'll get something from here. It's Alan's property, so it's wholesale. And you know he'd fine with it."

"Fine..." She drew out the word with her own exasperation; she wasn't used to this and wasn't sure she ever would be. The dress was rung up and told it'd be delivered to her room. Then they went to the salon; again she was lost. She was once again told to be bold, to make a decision, and to do what she truly wanted for herself, not to impress anyone else. Growing up in her oppressive household, she couldn't do anything too crazy with her hair and nothing that wasn't feminine, so her first thought was to cut it short.

She explained what she wanted and the stylist, a flamboyantly gay, white French man named Jean, who was tall, muscular, had pretty eyes, and immaculate hair said in a thick accent, "Oh, yes, darling! With your pretty face, it will look beautiful, it's called an asymmetrical pixie cut. How about changing the color; blonde would look great!"

She looked nervous when she said, "Um, what about pink?"

"Perfect! Darling! Yes! Let's do it!"

She beamed at being heard and for someone being excited for her choice. It took a long time, she was surprised at how long, so while he was doing that she was given the manicure at the same time, it was intense. But finally, it was done and she got to see herself in the mirror, and she saw an entirely different person. Bright pink hair framed half her face, contrasting nicely against her pale skin. It was beautiful, perfect, and new. She teared up again before saying, "Thank you. It's perfect," and she hugged Jean, weeping into his chest a little.

She still wasn't sure about the waxing, but didn't have the courage to stop as Isha led her to the spa area. Sooner than she thought possible, she was naked from the waist down, on a table, with an intense-looking older woman ripping out the rest of her pubic hair. The pain was intense but short-lived and then a mirror was placed between her legs so she could see the results. It was red, but nice and clean looking; it still felt weird but quite pleasurable.

Then she got up, got dressed, and followed Isha back out into the hotel. Then the final stop brought to a middle-aged attractive woman who did her make-up. She loved the pink hair and built a palette around it, subtly adding the same pink to the eyeshadow and lipstick. Just like everything else in this hotel, it was high quality and perfect and made her look even better than before; which was impressive as the haircut made her look even better than before that. By now she was orders of magnitude more attractive than this morning, which was even more impressive as she was already naturally attractive.

They returned to her suite and the dress was hung on a rack in her room with care and there was yet another wrapped box near it. It was almost exasperating with the number of things done for her today, the actual cost made her very uncomfortable. But, Isha would give her that look again if she didn't open it or accept it.

So, she opened the box to reveal a necklace with a silver chain with a pink rose made of gems, likely real and expensive. She sighed, but pulled it out and put it on her neck, then walked to a mirror to look at herself. Of course, it looked great. It looked great on her pale slender neck, it was flawlessly made, was beautiful, and seemed tailor-made for her. Isha came up behind her, placed her hands on Claire's shoulders, and whispered in her ear, "It looks beautiful. Just like you." Claire shivered from the whisper near her ear. "It still amazes me that Alan can see what someone can truly become, even when they can't see it in themselves. You truly are beautiful, inside and out."

Claire reached her own hand up and gently placed it on Isha's, and said, "Thank you. I still think it's too much. And I'm still not sure I see what Alan sees. But, I'm glad I'm here. I'm glad I get this chance."

Isha leaned in even closer, the body pressing into Claire's back, her mouth getting even closer, the vibration of her lips tickled the hair of Claire's ear, and she whispered, "Time to get dressed. You're the belle of the ball tonight."

Claire's voice quivered as she said, "Yes..." Then Isha moved back and went over to the underwear again, and then pulled out a set of small lacy black bra and panties.

Then she returned to Claire and handed them to her, "You'll need these because of the lower neckline and to avoid panty lines."

"Okay," Claire said again, flinching at the look of the thong and worrying about its comfort. She took everything to the bathroom, got naked, changed, and left the bathroom to look at herself in the full-length mirror.

Isha gave an exaggerated wolf whistle when she saw her and said, "Amazing!"

Claire looked at herself in the mirror and while she didn't think she could be surprised anymore, the final look put that assumption to rest. She looked like a supermodel. Her dress, hair, make-up, and the shape of her body were perfect. Any flaws that she had before, like eyebrows a little too big or lips a little too bland had been corrected by plucking and make-up. She wouldn't have been able to pick herself out of a line-up; it was insanity.

She moved around, bending over to show massive cleavage, she raised her heels to make her butt pop, and she shook her head to see how her hair moved, she puckered her lips to see how her lipstick held up; it was all perfect, unnatural but perfect.

She turned toward Isha who had something in both hands, "To complete the look, we have heels and a clutch." She held shiny black high-heeled shoes and a small black hand purse.

"I've never walked in heels! Should this be the night to try?"

"Never!?" Isha asked with a wicked smirk.

"No," Claire said a little ashamed.

"Let's see!" Isha said with a giggle, moving quickly toward her, bending down, and almost seductively put heels on her. "Step to your toes. Avoid putting anything on the heel for now."

She followed Isha's commands and slowly moved around the room, stumbling twice.

Chapter 4

After Isha led her down to the restaurant and spoke with the hostess, she was led to a fairly private table and offered a drink. She just got water as she'd never drank before and was underage. She sat alone for a while with only drink and bread refills, before finally Alan approached the table. He looked sexy in a black suit with a black tie that fit him perfectly, showing his muscular frame. When he saw her, his eyes lit up, "Claire?"

"Yes?" She asked confused.

"You look amazing and different."

She blushed and touched her hair, "Is it too much?"

"No, not at all. I love it when people find their voice and style. And that dress... Divine. Also, Happy Birthday!"

Her blush intensified, "Thank you... Thank you for everything... For the gifts, the room, the confidence, and Isha, she's been wonderful!"

He gave her a broad smile, showing perfect teeth, reached out his hand to cover hers, and said in a deep voice, "You deserve it. You're beautiful and you'll do great things."

"How can you know that?" Claire asked as a thrill ran through her body from his touch.

Then he laughed heartily, "I can just read people quite well and know almost everyone has potential, and a few thousand dollars in gifts can help them start down their path."

"Money solves a lot of problems, huh?"

"Oh yes!" He laughed. "I know it sounds a little 'white savior complex', but helping those at their lowest creates loyalty, and my investment is often paid back tenfold. They get a leg up, an education, and references when they move on to their careers. I know it sounds very arrogant, but I do think it really is a win-win." His hand remained on hers and his finger started to gently move back and forth across the back of her hand.

Her mind focused a lot more on his touch than his words, "Yes. I suppose I can see that. I guess..."

He cut her off as he snapped his fingers into the air and a waiter rushed over. He was another hot young man with a strong chin, "Yes, sir. Are you ready to order?"

"Yes," he said sternly and then started to speak quickly, ordering a lot of food over many courses, and he didn't ask her opinion at all. Once the order was made and the waiter left, he spoke to her again, "So, I know it's only been and few hours and I don't want to put any extra pressure on you, but have you thought about your options?" His voice was odd... Strong, stern, crisp, and clipped; as though he was talking 'at' her, rather than 'to' her.

"To be honest, sir, no. Today, from the moment I woke up and decided to try to be a stripper, to now, being in a five-star restaurant with a rich, powerful man, I haven't had much time to myself, to just.. think."

"That is fair enough. I understand that it is a lot. But, it is only the beginning." He smirked a cocky smile and took her hand firmer in his.

She giggled a little, "That doesn't help." She half jokingly whined and batted her eyelashes at him which got him to grant her a handsome smile.

The waiter came then and dropped off some hors d'oeuvres and tried to describe them, which Claire didn't really understand why she needed to know their history, flavor palette, or the 'journey' she was about to take. Once he left, Alan told her a simpler version, letting her know which utensils to use, and which were okay to eat with her hands. She was grateful and she kept fearing she'd embarrass herself, luckily, few people could see her.

As he was eating some cucumber-looking thing, he picked another one and said, "Taste this!" He reached across the table and put it very close to her mouth. Almost without thinking, she opened her lips and leaned forward. At the last moment, she wondered why she did that so readily, but with her mouth already open, he pushed the food into her mouth. His finger pushed past the edge of her mouth and then slowly rubbed it along her outer lip. The food was okay; the flavor combination was excellent, but she didn't like cucumber. But, his touch made it taste better.

Then he returned to his own meal, as though he didn't just erotically touch her lips. She licked her lips again as she recalled it. More and more courses came to the table and Alan told her to try certain things, occasionally feeding her directly. While on the surface, the conversation felt and sounded normal, there was an undertone that Claire had trouble recognizing. She thought it might be because he was rich and powerful and she was lost and poor, but it was odd.

But, even with all that, throughout dinner, she felt herself getting horny. She got embarrassed when she felt her nipples harden beneath the thin material of her bra and dress, clearly on display for Alan and the restaurant. And she felt a slight wetness between her legs as he watched her nipples make their presence known. Everything about the meal was excellent, some things she didn't like or would never consider eating, but all of it was prepared to near perfection. It was the best meal of her life on the best day of her life, all of it on her birthday!

Once the many, many, courses were done, Alan stood and offered his hand to Claire. She took it and he pulled her quickly, causing her to stumble into his chest. He grabbed her tightly to 'steady' her, his hand going to her back, fingers just over the line onto her butt, and whispered to her, "Are you okay?" The question seemed like more than just about the stumble.

Yes..." She almost moaned it. "I mean, yes, this day... It has been the greatest ever. Thank you... Alan. You're wonderful."

He gave her another sexy and broad smile, "You're worth it." She shivered again at the praise. She wanted to be wanted. She loved being wanted by a rich, powerful, sexy, and suave man. "Let me walk you back to your room," he said as he held her around the waist and led her out of the restaurant.

His hand stayed mostly in place throughout the hotel, occasionally it moved slightly down her ass but didn't linger there. When they reached her room, he pulled out his own card and opened the door, ushering her in. As they entered the room and he closed the door, he once again grabbed her around the waist, spun her gently, pushed her up against the wall, grabbed her chin between his finger and thumb, pulled her face up to his, and kissed her. The kiss was slow, passionate, and simple. She melted into his arm, moaned against his lips, and despite her total lack of practice in kissing, she tried to return his passion.

He didn't use his tongue, didn't grope her body, or push too hard against the wall; just a mostly simple kiss. After about 30 seconds, he pulled back just an inch from her lips, she tried to chase his lips down with her own, but he subtly stopped her and said, "Would you like to sleep with me tonight?"

"God, yes!" She moaned and tried to kiss him again. Then suddenly, she came back to herself and questioned herself. Did she just say she'd sleep with? Her, a virgin, with a man twice her age that she just met today? Why'd she agree so readily? Now that she had given it a few seconds of thought, did she still want to? She thought, maybe, she did. But could she bring herself to do it?

He looked her deeply in the eyes as she ran the problem through her head. "Claire?" He asked her quietly. "Don't worry. Even if you'd have agreed I wouldn't have gone through with it. You need more than a day, but I wanted to show you something about yourself."

She looked at him expectedly, "What?" She asked as she licked her lips again, trying to taste him some more.

"Tonight, I was forceful, dominant, maybe a little rude, and you loved it. It made you horny to be talked down to. It made you swoon to have me order for you. It made you happy to be ordered what to eat, even the foods you didn't like. While it was a simple test and being submissive is so much more than that, it is a part of the whole, and I would like you to add what you're feeling right now to your choice of taking the job."

Claire thought about the dinner. Was all that true? She did get horny, but was it from his hard mannerisms? Did she like being told what to do? She'd wanted to jump him when he kissed her, so maybe, she did? "Maybe..." She said slowly, not sure how to answer.

Alan laughed, "It's okay." He lightly placed his hand on her face and she leaned into it. "I got you another gift. It's in your bedroom. Go through it, explore, search your feelings, and watch some porn."

"You're too generous. It's too many gifts..."

He touched her lips to shush her, "It's not too many gifts. This is only the start. Trust me on this. You'll need to get over your aversion to gifts if you take the job. Plus this gift is important for your choice." He leaned down and kissed her one more time. "Good night, Claire. Give it some real thought and enjoy the rest of your time here." Then he turned and left the suite.

She leaned back hard into the wall and took several long, deep breaths. That was so intense and she realized it was her first real kiss. She was pretty sure she'd have gone to bed with him if he'd insisted and that was also an intense thought. She slunk over to the couch, dropped down roughly, removed her shoes, rubbed the soreness from her feet, and just took another few moments.

Finally, she moved to the bedroom and saw a large wrapped gift on the bed. She moved over to it, unwrapped it, opened it, and looked into it. It was full of sex toys. She started to pull out unopened packages of vibrators, dildos, handcuffs, paddles, clamps, blindfolds, and even a collar. There were so many different things, some she didn't even recognize. She was breathing deeply, from nervousness and lust, it was kind of hot as she wrapped her hand around the shaft of a dildo and slowly stroked it, enjoying the feel.

She was overwhelmed but thought she needed to follow Alan's suggestion. She removed her dress, hung it up, then removed her underwear, and stood naked next to the bed, covered in sex toys. She turned on the television, found the porn section, and paused, thinking of what she should watch. She grew up sheltered, but with the modern internet, it's difficult to not have seen some porn, yet she'd never watched for long enough to understand her tastes. Finally, she chose something vanilla, one guy, one girl, and pressed play.

As the scene on the screen started, she picked up several things, examined them, and then dropped them. Then she finally settled on a vibrator with a large round head. It looked like a massage stick, and she could convince herself it was that. Claire sat down on the edge of the bed, while her fingers found the switch. The sudden buzzing as it turned on surprised her.

She fidgeted with the switch and turned the wand up to its highest setting. It hummed loudly, shaking in her hand and she wondered what it felt like against her skin. Her hand lowered it slowly and lightly placed it against her inner thigh. The wand caused small little ripples on the skin wherever it touched. It felt strange.

Taking a deep breath and steeling her nerves, she rolled the wand over her skin, moving closer to her clit, which she now realized was throbbing with desire. The first touch shocked her whole body. "Oh God!" she gasped. The head of the wand was pressing right down on her sensitive nub.

She had to wrench the wand away. She was panting, her chest heaving up and down. Her core and thigh muscles were flexed tightly. It had felt great but was too strong. She bit her lower lip, the wand still trembling, as she flipped the switch down to the lowest setting leaving it at a very low hum.

She took a deep breath, readied herself, and guided the wand back between her legs. The head touched her clit again. A warm rush came over her. It felt good. It felt really good. She turned her vision back to the television and watched as the petite blonde girl on screen sucked a big cock. She moved further onto the bed and placed her back against the pillows, watching while leaving the wand against her clit; just enough pressure to provide steady stimulation.

She closed her eyes and bit down on her lip again. A small squeak forced its way from her throat. The wand was amazing. Her thighs squeezed tighter around it, and she pressed down harder. She became more conscious of her whole body. Her thigh muscles started to quiver. Her nipples hardened. A deep heat started to take over her face and chest.

"Fuck," she whispered to herself. She could feel the wetness of her vagina as a small orgasm overcame her body. She looked back up at the screen and the woman was being fucked from behind. She liked it, but it wasn't the thing that was driving her passion, and she didn't know if this is what Alan expected of her; vanilla porn and the least scary sex toy. Looking from the screen to the pile of sex toys and back, she put the wand aside and grabbed the remote.

It took a while to figure out what to search for but finally settled on something. The first thing that happened on screen was a strong, buff, handsome man led a beautiful, big-breasted woman in a collar, held by a leash, in front of the camera. As soon as Claire saw that woman, with a similar body type to hers, crawling on all fours across the small room on screen, a thrill ran through her body. She reveled in the feeling for a moment, then caught herself and got a little scared that just seeing 'that' was thrilling to her. Was she submissive? If she was, why was she scared of that fact? She glanced at the pile of sex toys and felt overwhelmed by all of it. It wasn't about being submissive... It seemed it was a fear of growing up, of sex after years of being told sex was evil, fear of looking foolish in front of Alan or Isha, fear of being submissive on stage. How can she figure out if she's submissive if she's afraid of everything else around it?

On the screen, the woman was made to stop and 'sit' then rise and 'walk' again. Claire reached into the pile and picked up the collar and the leash next to it. She lightly rubbed the leather material of the collar between the finger and thumb; strong and supple. She opened it and placed it against her neck, closed it loosely around her neck, and then latched it, letting it sit freely on her neck. She lightly touched and brushed it, moving it slightly, she liked it... She really liked it. She grabbed the leash connected it to the ring of the collar, and lightly tugged, straining the collar around her neck, lightly cutting air for a moment. She felt her pussy leaking even more, she even felt a single drop slip down her inner thigh. Oh, God! She actually did like it!

On the television, the woman was laying over the man's lap and he brought his hand down hard against her ass; the sound of the slap and the woman's moan was loud on the video. Claire brought herself up to her hands and knees, pulling on her own leash to make it seem like she was being guided. Then she stuck her ass out high, raised her hand, and spanked herself hard. The sound was the same as the video, including her own real and deep moan. She smacked again and again, each time moaning, grunting, or squealing at the sting, it was wonderful. She felt another orgasm building and stopped the spanking.

She fell back onto the bed and returned to her back. Her pussy felt like it was flowing now. She dug through the pile again and pulled out a half dozen things. She took the ball gag, opened it, placed it in her mouth, and considered whether to latch it. As it sat against her lips, her pussy twitched again and sent a jolt of energy throughout her body. Her pussy decided for her; she latched it into place. She then grabbed the clamp, opened it, and lightly placed it on her nipple. The pain shot through her body instantly and she almost ripped it off trying to remove it. That hurt, but there was something else there under the pain; she set it aside for now.

She then grabbed a butt plug. She held it in front of her face, the silver reflecting the light in the room, she considered it, she felt her asshole pucker, she considered it again, moved it a few inches down, considered it again, and then put it aside next to the clamps; too soon for that. She grabbed leather cuffs, placed and latched them on one wrist, then lightly placed the other half on her other wrist, made sure she could remove them on her own, and then latched them, pinning her wrist together. As her movement became more restricted her horniness increased.

Then finally she grabbed a long, thin, dildo. She took in both hands and moved it down to her pussy, rubbed it along the outside of her pussy, and considered it. She was a virgin, and she still had her hymen, she knew it was supposed to hurt if it was broken too roughly, and she wondered if she wanted to try to do this, to break it herself.

Carefully, she teased it again, softer this time but gradually increasing the pressure, until she was moaning in short gasps. Her pussy was hot, glistening, and swollen as she continued to rub the fake penis up and down her slit. The dildo got wet from her own juices. She pressed a wet fingertip on her swollen clit and gently moved her fingertip in slow circles around it. She closed her eyes and spread her pussy lips open gently with her index and ring finger while rubbing the dildo around her pussy hole. She started to move her hips slowly to meet it and gently slid the tip into her pussy.

She was lost in her desire as she moved just the head in and out slowly, parting her pussy lips. She was not surprised when she met resistance just past the entrance. She pushed a little harder, but still couldn't move it any further. Her pussy started to hurt, but her lust was urging her further.

Not wanting her pleasure to end, she spread her legs further, moved her knees up, and slid in and out frantically as much as it went. Then taking a deep breath, she gave a hard thrust and finally pushed deeper. The immense pleasure was accompanied immediately by a sharp pain unlike she'd ever felt before. She squeezed her eyes tight as the room began to spin, a pain a dull ache deep in her groin.

When it subsided, she gingerly eased the dildo out and examined it. She noticed that it was coated with a thin reddish sheen. She was still very horny and the pressure in her pussy was far from easing, she returned her finger back to her pussy and rubbed her clit again. She moaned against the ball gag as one hand worked her clit while the other continued to hold the dildo.

Within seconds her clit was throbbing again and she was flooded with intense pleasure. She responded by moving the dick into her pussy again, bracing herself for the pain she'd felt before. It slid deep, and she noticed that the pain wasn't as bad as she remembered. She paused, letting it pass, then pumped slowly as it receded until she was able to slide the whole thing in without any discomfort.

"Oh... Oh," She moaned in short bursts against the gag and she pumped the toy faster. Without warning her breath hitched deep in her chest and she felt a rush of heat spread through her pussy, her ass, her breasts, and all over her body. She pressed her thumb on her clit and pressed into her pussy at the same time, and tried to hold still as she rode the crest of her orgasm. "Mmphf!" was all she could manage through the gag.

She was panting from her orgasm and noticed that her whole body was sweating. She was completely out of breath and the room was still spinning around her. She quickly unhooked the gag and took several deep breaths; that felt a little dangerous when you're too worked up. That was an amazing orgasm. The question was still though, was it amazing because the toys and surrounding made it good, or was it because of the collar, cuffs, and gag? She admitted to herself that this porn was better than the first one. The feel of the collar made her more horny when she thought about it. The cuffs, still on her wrists, felt like they belonged there. There was more and more evidence that she could be submissive...

Chapter 5

The next morning, Claire awoke in a bed as soft as a cloud, in a room with a consistent temperature, feeling safe from not having some creepy guy peering into her window, and having room to stretch out her limbs, tight from a night of masturbation. It was as close to heaven as she had ever been. She reached up and touched the collar around her neck, realizing she'd slept in, forgetting she was even wearing it as she'd drifted off to sleep. She reached around to unlatch it, but paused for a moment, a little reluctant to remove it... 'Damn!' she thought, she liked it on. But finally, she did remove it and placed it carefully down on the side table, giving it one last look before, she got out of bed, opened the door, and went into the main room.

As she took her first step into the room, she screamed, and covered her naked body, as Isha was sitting at the dining table covered in breakfast food. "Sorry!" Claire yelled as she returned to her bedroom. "I thought I was alone!" She grabbed a thin, short robe, and returned to the main room again.

Isha had a wide, wicked, smile on her face, "Not a problem. It's your space. You're more than welcome to dress how you like here." She licked her lips and then bit the corner as she looked at Claire's legs. "I am glad to see you are so comfortable being naked. That is a good sign."

"Sign of what?" Claire asked blushing.

"Of being comfortable in your own skin, in your sexuality. Maybe, a sign that you enjoy showing yourself off."

"But I didn't know anyone was here..." She tried to protest, still not wanting to admit, even to herself, that she had a big sexual awakening yesterday.

"Okay..." Isha said smugly and jokingly. "Sit. Eat." Claire sat down and started loading her plate with food. "What do you want to do today?" Isha asked as she put a piece of bacon into her mouth.

"I kind of... Wanted to sit around the pool, doing, um, 'nothing' for once. Maybe, get a massage at the spa... If that's not too much!" She added quickly.

Isha laughed with deep mirth. "You'll get there and accept that you can have it all. That all sounds wonderful. I'll join you, " she said and typed something into her phone.

"I'd like that," Claire blushed as she took a bite of french toast.

They ate for a while, making small talk, luckily Isha didn't ask about her night, as she found it embarrassing. When a knock came at the door, Isha called for them to enter, and a hot bell boy came in with a rack of what looked like swimsuits. The rack held at least a dozen suits in different styles and colors. Isha got up and started to leaf through them, "Oh, this one would make your tits look amazing!" She held up a tiny white bikini.

Claire looked at it with a bit of discomfort, it was 'really' small. She went up to the rack herself and pulled something out, "How about this?" She held out a nice, but conservative one-piece.

"With a body like yours!? No! This one at least." She said pulling a slightly larger bikini.

It was still quite small, smaller than anything she'd ever worn in public. She quickly went back to the rack and grabbed another bikini at random, anything was better than what Isha was holding. "How about this?" She said holding a green bikini, the top was larger than the last two, but the bottoms seemed to be a thin thong, which embarrassed her again when she saw that.

Isha grabbed it and examined it, "I mean, I think your tits are your best feature, but if you want to show off your ass, I guess that's okay too," Isha said with false ignorance, she knew what she was doing.

"I mean... It's... I... Fine! I'll wear it!" She tugged it from Isha's grip and stomped to the bathroom. It was an emerald green halter top and thong bottom. She put it on and while the top was alright, a little smaller than she'd prefer right now, but not too bad. The bottoms, however, were small and showed off about 90% of her bare ass. It looked great, but it was 'small' small.

She exited the bathroom to a low, throaty, hum from Isha, showing her approval. "I can't walk through the lobby like this," she said turning her mostly bare ass toward Isha.

Isha walked over with a piece of fabric, "Use this wrap. And put these sandals on." She said, handing Claire the items.

She put them on and headed down to the pool area, while Isha went to change. There were two pools in the hotel, one indoor and one outside, the water outside was a little too cold for her, but the sun was nice and warm this time of year, so she went out there, found a lounger, and lay out. After only about 90 seconds an attractive, muscular, young guy came by and asked if she needed or wanted anything.

Her first instinct was to say no, then she imagined Isha's disappointed look and gave it a second thought. "Can I, uh, get a cola? Some sunglasses, sunscreen, and some magazines." She was nervous about his response, as some of the things seemed weird to order at the edge of the pool.

"Of course, Ma'am. I'll be right back." He said then turned and left with no other comment as though it was a completely normal request. A different hot guy delivered the cola within a minute, and the first guy came back just a few minutes later with four different magazines, two different pairs of sunglasses, and three types of sunscreen, all expensive brands.

She picked out the things she wanted, thanked him, and gave him a lustful smile. He smiled back and told her not to hesitate to call on him again if she needed anything. She took the sunscreen and slowly started to apply it to her body, while she didn't try to make it sexy, when she looked up she saw a group of three men looking intently at her and laughing with each other. She loved being watched, at least by hot guys, less so by the creeps when she lived on the streets.

She lay back in her chair, paced the sunglasses over her eyes, grabbed her soda, and absorbed the sun; forgetting her past and looking forward to a new future. After maybe twenty minutes, she heard a voice say, "You look comfortable." It was Isha.

Claire opened her eyes and they bulged a little. Isha was in a red string bikini, she was beautiful in her business suit, but in a bikini, she was extremely hot. She had stunningly toned long legs, a tight ass, a flat stomach with just a hint of abs, narrow hips, and smaller but firm breasts. Her bikini showed off a ton of her beautiful dark-shaded skin. Claire stammered and tried to think, she hadn't thought she was overly attracted to women, but seeing Isha like that in front of her made her second-guess that position. "Wow! Isha... You're, um, so, hot!" She blushed at having said that out loud. "I mean, um... Yeah, I'm comfortable..."

Isha let out a quick loud snorting laugh, and said, "Thank you, dear. It's nice to be appreciated." She then lay in the lounger next to her, and when the server came quickly over, she ordered a drink, put on sunscreen, and then she too lay back and relaxed. Then they spent hours doing little more than reading magazines, drinking, eating snacks, and relaxing.

After that, Isha looked at her watch and said, "You ready for your massage?"

Claire, relaxed to almost being comatose, mumbled out, "Sure. I'm not sure I can get any more relaxed though."

"Oh, you'd be surprised!" They headed over to the spa, checked in, and were led to a room with two massage tables. As soon as the door was closed Isha reached back and united her bikini top and let it drop, then quickly dropped her bottoms. Clair was a little shocked, at her lack of inhibitions, and how good her body looked. Even with how little the string bikini had covered, being nude was a whole new level. Her nipples were tiny and dark and her pussy was waxed like Claire's.

She stared for a long while and Isha let her. She didn't move around or try to cover up. The smirk on her face let Claire know everyone knew what they were doing. Claire blushed when she realized all those facts and looked away, then pulled her own top over her head and after a deep breath, dropped her bottoms. Her body was quite different from Isha's, large breasts with large nipples, and a flat stomach, but with wide hips, classically curvy against Isha's thin, tall, small, toned frame. She knew different men had different types, and she knew how hot she was, but it was hard not to feel jealous of Isha.

Isha showed her how to lay down and place the towel and not long after that a man and woman masseuse came in. The woman was a really short Asian woman, and the man was the opposite, a really tall, buff, nordic man.

The man approached Claire, and she panicked for just a second, he was a professional, but a man had never touched her like he was about to. Warm sensations ran down her spine as she felt his oiled hands glide down from her shoulders, reaching toward her waistline. His hands were large and strong and felt good as they slid down her body. She began to feel his hands massage in circles as he made his way down her back.

She couldn't believe she was letting a strange man massage her body, and being naked was pushing it to a new level. Feeling his hands on her body began to arouse her. Without conscious thought, she let out a moan. "You ok?" She heard him ask.

"Yes," She responded with a quiet quiver.

He continued to massage her back and she let out a muffled moan as he made his way lower. She heard him reapplying some oils on his hands and then felt both his hands glide ever so gently across her ass.

"Oh my god!" She said.

"Is this okay?" He asked gently.

She thought for a long moment, it felt good, but he was a stranger. Did that matter? The sex club was about sexual exploration. Was she ready to explore? She could stop him at any point, and could also enjoy it. She took another deep breath and said, "Yes... Please."

His hands glided along her cheeks, pausing to squeeze them and prod them with his fingers as he continued the massage. He glided his hands along her inner thighs and she could tell he was just an inch or so from her pussy. His hand repeated the same motion along the path of her cheeks and gently she could feel one finger glide down her crack from her tailbone.

"You okay?" she heard him whisper.

"Yes..." She hissed back as she clenched the sides of the massage table.

His hands roamed her thighs as he worked his way down her trembling body. Her legs soaked up every bit of his attention. She arched her back a little, popped her ass in the air momentarily before she bounced back down to the table. She was so aroused.

He repositioned himself at her feet. Her legs were slightly parted, enough for him to view her smooth-shaven cunt, drenched in juices. His hands massaged her calves and spread her legs a bit wider as he continued. She was overwhelmed with it all; knowing a stranger was all over her body.

He continued to massage her, running his hands a little higher up her thighs, massaging her entire leg. With her legs parted and her ass in the air, she began to move in rhythm with his motions. It felt so good. He placed one hand on each of her cheeks, he rolled them back and forth, massaging her ass and outer thighs. She began to grind a bit in arousal. He continued, his fingers getting closer and closer to her flowing pussy.

She lifted and popped her ass into the air as if to stretch. She continued to rise until she was on all fours, her back fully arched now. She was so aroused that she didn't care what anyone else in the room thought. Her pussy was throbbing and the juices kept flowing from behind and streamed down her thighs.

"Is this okay?" She asked nervously, realizing this man might not have anything to do with the sex club and was just here to give a regular massage. She turned to Isha, hoping to get some reassurance, and saw her looking back intently, while the small Asian woman had her face between Isha's legs licking furiously. She guessed that answered that question.

"That's the perfect position, " her masseuse said. "Perfect."

She buried her face, her mouth wide open in desire, and she swayed a few times back and forth.

He placed both hands on her ass and began to massage them, covering every inch of her cheeks. His breath was getting heavier now, she felt it on her thigh. She felt his hands get so close to her pussy that she was about to explode in arousal.

He repositioned himself and she could feel his breath running down the curves of her ass as his face must have been just inches away. She continued to slowly sway her ass back and forth, inviting him in.

She felt the table shift, as more weight was being added.

She tightly gripped the soft padded table as she felt his breath on her ass. Seconds later all she felt was his face sink into her ass and his tongue was licking wildly on her asshole. She let out a loud gasp and dug her fingers into the table.

"Oh my god!" She moaned, not expecting anything to go near her asshole. Her first instinct was to stop him, followed quickly by the second, which was to beg him to continue, in the end, she remained silent and let it happen. The sensation was like nothing she felt before, and it was good, really good. In another soft moan, she looked back at him. All she could see was the man's forehead pressed against her tailbone as she swirled her ass back and forth, forcing his face even deeper between her cheeks. His tongue dashed all around her sweet crevice, with long licks up her ass.

She could feel his tongue flicking with fury. It was incredible. His strong hands pulled her ass apart and dug his tongue inside her ass now. "God!" She screamed.

The room was filled with the sounds of sucking and slurping, from both tables. Her eyes rolled back in her head. The feeling of his tongue was mesmerizing. She could never have imagined it could feel so good. "Oh my god!" She whispered to herself.

His hands slid up to her hips and pulled her ass back towards him even more. His smooth face now ground back and forth in between her cheeks. She felt the heat build and she squealed through a mini orgasm.

He removed his face from her ass, and gently directed her back down, and onto her back. As she lay there, he walked around the table once again and surveyed her trembling body. Then he approached from the side and began to massage her breasts. She could see a large bulge in his pants just inches from her face and her heart raced even faster. She took one more long look at it, gulped quietly, and turned her head straight up again.

His fingers suddenly pinched her nipples and she moaned loudly in delight. Having a stranger's oiled hands massage and grope her body was tremendously exciting. Then he suddenly leaned down and took her nipple into her mouth. She kept her eyes shut tight, not sure she could deal with seeing that beautiful man so close and so active. He circled her nipples back and forth, left to right. His mouth felt so aggressive and hungry for her. She just lay there and let him feast. Her neck arched her head back in ecstasy. She reached forward with her right hand and pressed his head harder down into her body.

She allowed her legs to fall apart, fully exposing her smooth pussy. He must have noticed as his hand soon found its way down there and started rubbing as he continued to kiss and lick her large breasts sitting heavily on her chest. She let out a loud gasp as her smooth pussy dripped juices down her legs. His fingers worked in a way that Claire would have trouble describing and even more trouble trying to replicate later. Therefore, it didn't take long before she screamed out louder than she'd have liked and a massive orgasm raced throughout her body. She trembled and shook against his hand and mouth. "Oh, god. Oh, god. Oh, god!" She repeated over and over as she slowly came down from the best orgasm of her life.

As her mind continued to reel, she felt his hands return to her body and continue with what felt like a normal massage.

Chapter 6

After the massage, Claire and Isha were left alone in the room to get dressed and it all caught up with Claire. "What did I do?" She whispered to herself. "I don't even know his name!?"

"Carl," Isha said simply with a mischievous smirk.

"That's not the point!" Claire yelled, part angry, part humerous. "He licked my asshole! My asshole!" She put her face in her hands. "He's the first man to touch me... And, and, and... he's a stranger. Why'd I do that!?"

Isha's hand touched her shoulder gently, "Breathe." And she guided her in taking a few deep breaths. "First, did you enjoy it?"

"God, yes! His tongue... His fingers..."

"If I asked him to come back in, would you want him to do it again? Let him do it again?"

She blushed, "I'd let him... I'd want him to..."

"Claire," she said softly, "I've been told your history. I know you never got to explore. Never got to be sexy. Never got to be yourself." Isha grabbed her face and looked into her eyes, "If you want to have sex with the hot guy touching your naked body, there is literally nothing wrong with doing it. It's okay to be kinky, to be sexual, to be submissive, to have fun, to have sex, to be yourself, to look at the body of a hot naked woman in the room," she smirked as she looked down at Claire's breasts. "I know it's only been two days. I know it's a lot, but it's okay to 'do' any of it or all of it. I'm not judging you. Nobody from the club or the hotel will judge you. You're fine."

"But... It's what a slut does..." She said it, parroting her mother, before catching herself and realizing how stupid it was to say it. "Sorry..."

"Trust me, I understand. I really do." Her eyes were sad and thoughtful.

"Are you really sure? I mean, even with my fucked up life, I know it's not 'normal'." Claire asked quietly.

"I'm sure. Maybe it's not 'normal', but it's fun." She smiled broadly. Claire looked into her eyes, leaned over, and kissed her. Isha paused for just a moment and then returned the kiss with passion. Her tongue darted into Claire's mouth and played around. She tried to match it but didn't know what she was doing. It was awkward, both from her being new and from it being a woman, but her lips were so soft that an intense thrill ran through her body. After nearly a minute of intense making out, Claire pulled back, licked her lips, tasting Isha's lipgloss, and whispered, "Thank you. For that... And everything."

"You're welcome... And any time," she said with a look of crazy, passionate, lust. Claire blushed from the gaze. "Come on. Let's get something to eat, then we have something special for later... If you're willing."

"What?" Claire asked curiously.

"It's a secret. Get dressed."

They put on their bikinis, then Claire went to her suite and put on casual clothes, tight jean shorts, and a tight tank top, then returned to the lobby to meet Isha, who led them to the cafe within the hotel. While not as expensive as the restaurant from last night, she was shocked by the prices for sandwiches, but Isha just ordered without looking and they ate and talked for a while before a couple approached them.

The man had the same look and aura as Alan. He had on an expensive suit, he was mid-to-late 40s, a little under six foot tall, strong build, silvery hair holding onto a few dark patches, strong jaw, kind brown eyes, and a grandfatherly smile. The woman was much younger, maybe 30, had short brown hair, 5'6", her body was very similar to Clair's, skinny with wider hips and a large bust, thin and curvy, and she had a gorgeous face, with bright eyes and full lips. She wore a green dress with a deep neckline and had a really short hemline, showing off her amazing assets.

"Isha," the man said as he approached the table. "Is this her?"

"Nathan. Yes." She then turned and spoke to Clair, "This is Nathan and his wife, Ericka. And this is Claire," she said to them. "Sit down," she said and they pulled out the other two chairs and sat down. "Claire this is your surprise."

"How so?" Claire asked looking at the couple.

"Nathan?" Isha directed him to speak.

"Well," he smiled arrogantly. "I am a dominant. I occasionally train new girls. And as such, we would like to offer you the chance to watch myself and my wife in some bondage, impact play, and other BDSM activities. A front-row seat to see what you'll be signing up for. And if you'd like, you can take part in any or all of it."

"Oh..." Claire said slowly, eyes going wide as she stared at the couple. "Um, I don't..." She paused and leaned back, looking to Isha for guidance.

"It's safe. They're trustworthy and skilled in their craft. And unless you've already decided you're not going to take the job, then seeing what's expected of you is very important. I think you should do it." Isha said grabbing Claire's hand.

"Will you be there?" Claire asked.

"If you'd like."

"I would," Claire said.

"Nathan?" Isha asked him.

"You're of course, always welcome, Isha," he said, smiling deeply.

"Okay," Claire said, "Thank you, um, sir. I'd appreciate your help."

Nathan smiled sweetly and Ericka looked at Claire and licked her lips. They finished up their meal and then they were led away toward the elevator. They rode up to a new floor, and moved down the hall to a door marked private, then Nathan scanned a card and opened it, leading them further down the hall to a pair of double doors. Scanning the card once more, he opened it to a large room filled with BDSM equipment, racks of toys and tools, and several beds around the room. Claire walked in wide-eyed, then grabbed Isha's hand for comfort as Nathan closed the door and walked up behind them.

"Alan is lucky to have such a wonderful space to himself," Nathan said as he too looked with wonder around the room. "Now, Claire. While BDSM is not a one-size-fits-all for everyone, you'll need to be at a certain level to do the job required."

"Level?" Claire asked.

"You don't need to be a 'sex slave', you don't even need to be overly submissive, but you need to enjoy most bondage. Paddles, whips, clamps, ball gags, blindfolds, cuffs, ropes, and much more."

"What's the difference between 'sex slave' and submissive?" Claire asked confused.

"Different people will have different definitions. But to me, 'sex slave' is serving a 'master' 24/7, sexually and lovingly. Always being ready and willing for your master, not questioning them, getting pleasure from serving, whether that be sexually or just from cooking and cleaning. Whereas, a submissive is generally only sexual, following all orders of their partner, accepting punishment, bondage, and 'slave-like' roleplay that ends after the sex ends. If you're even a little bit submissive then it will be a wonderful job, if you only like bondage, but not the other stuff, it can still be enjoyable."

Claire got a far-off look as she considered what she was, what she'd found she'd enjoyed so far, and what being a sex slave would look like. Nathan broke her out of her trance and said, "Just watch, ask questions, touch yourself, and join in if you're interested."

Claire pulled Isha by the hand, sat on one of the beds, and faced the couple. Nathan grabbed Ericka by the waist and pulled her in for a long, passionate, kiss. Then, he pulled something from his coat pocket and handed it to her, it was a collar that she slowly moved up to her own neck. Nathan moved around behind her and lifted her hair out of the way, as she attached and started to latch the collar. He then pulled the zipper down on the back of her dress, pulled it from her shoulders, and let it drop to the floor.

Claire watched Ericka with awe. She wore lacy, emerald green, lingerie with a garter belt and stockings. She was beautiful in the dress, but the sight of her nearly naked was amazing. The fact that it was so similar to Claire's body gave her a strong sense of pride in herself, wondering if others saw her like that.

Nathan kissed her neck and unhooked her bra with his hand. Ericka shuffed it off and let it fall. "Wow!" Claire let slip without realizing it. Nathan and Ericka both looked over at her with smiles on their faces. They both knew how good those tits looked. They were large, full, and simply defied gravity. Claire didn't know if there was a perfect nipple size, but Ericka must have been close. She was perfect in so many ways. Nathan then hooked Ericka's panties and also dropped them.

"Now, Claire, let's start with the three main positions you need to know." He turned back toward Ericka, and said, "First is the resting server or statue position. This is what your slave will do when they are serving dinner or drinks at a party. Back straight, head slightly down, hands to the side unless holding a tray. Silent and invisible." Ericka did just that, pushing her breasts out in front of her. "They're ready to serve, can be admired, and it's generally comfortable for long affairs."

"Next is the presentation or punishment stance." Ericka moved her legs apart, put her hands on the back of her head, and bent at the knees. Then Nathan slapped her exposed pussy hard, causing Ericka to moan. Then he slapped her breasts, one then the other, then said, "This form is uncomfortable to stay in making it perfect for punishment. It also presents the pussy and tits prominently and allows for punishment to the sensitive area." He smacked her pussy again and Ericka screamed out in joy. "Of course, if you're like my slutty wife, who actually likes the pain, then it can be a reward." He slapped her tit again and then twisted a nipple hard.

"And the third pose is the worship pose." Ericka slunk down to her knees, rested her butt on her calves, hand on her thighs, and head cast down to the floor. "This pose is used to show reverence to your master; worshipping them like the god they are. It is also comfortable and can be held for hour upon hour. I could tell my slave to get in this pose and wait for me to release her and then leave her there while I go to work for eight or ten hours. Holding themselves there, still and patient, is the greatest form of submission."

Claire watched with fascination, literally biting the back of her hand to keep it from moving to her crouch. Nathan then pulled out a leash, attached it to Ericka's collar, and tugged it, causing her to move to all fours. "Clean my shoe," Nathan said and Ericka leaned down and began to lick the top of his shoe. Nathan then looked straight at Claire and smiled wickedly. "Worship." He said simply. Claire shuttered and realized she almost drooled, catching herself, she covered her mouth more with her hand. He let her continue to lick his shoe for nearly a minute before he roughly pulled at the leash, wrenching her head up, and then led her around the room, demonstrating the proper technique for walking a slave.

He then walked right up next to Claire, directing Ericka to move her face just inches from Claire's knee, and whispered to Claire, "Would you like her to clean 'anything' else?"

Claire sputtered and looked at Isha who also had a lustful stare at Ericka's naked swaying breasts. Claire said, "I... She... It's..." She couldn't decide what she wanted.

"Isha? How about you?"

"God, yes!" She hissed, then stammered, "But this is Claire's day. I can't take over... If she... I mean, no thank you."

Nathan laughed, "Fair. Okay, come on, slut." He tugged her leash again and directed her to a square frame with cuffs at the four corners. She stood and he attached a leather cuff to each limb. Claire marveled at how erotic it was to have the beautiful woman, in nothing but a garter and stockings, suspended and helpless just a handful of feet from her. The thrill built in her body, feeling like the start of an orgasm, without touching herself at all. She let out a sigh, which seemed to open the floodgates as Isha also did, then Ericka moaned; no hands near any genitals.

Nathan laughed again, a wide smile on his face. "A lovely quire of moans." He went to a rack of paddles and grabbed a long leather cricket bat-looking paddle. "Ready, my love?"

"God! Yes, Master!" Ericka moaned.

Nathan laughed and swung without another word and harder than Claire would have imagined. The sound of leather on flesh and Ericka's scream filled the room and excited Claire even more. The porn last night was nothing compared to seeing it live just a few feet away. She could feel her pussy leaking as a second hit landed on Ericka's ass. So she reached down and popped the button on her shorts. Then unzipped them and moved her hand down over her panties, just ever so lightly moving back and forth around her covered pussy.

Nathan slammed down on Ericka's ass a third time, it seemed harder this time and Ericka screamed out, "God! Yes! God! Master! Thank you! Please! More!" Her breath was ragged and her moans and squeaks escaped on every exhale. Nathan swung again. Ericka's next scream was different and sounded like it accompanied an orgasm. Claire was shocked, an intense orgasm from just four swings of a paddle was almost unbelievable. She wondered if she'd feel the same way in the same position. Was she submissive? Her hand was moving much faster now without her consciously doing so. Her own moans were building.

Claire continued to focus on the couple as Nathan moved back over to the rack and grabbed a flogger; a whip with many heads. He moved back over to Ericka, lightly flicked it across the breasts, and let the heads slowly slide down her body. He repeated it a few times, slowly increasing the strength of each swing. Then without warning, on his backswing, he snapped it into her pussy with a sharp crack, and she screamed out. This time it sounded like real pain. Nathan smiled and said, "It's good to know I can still shock you, honey."

"Yes, Master. Thank you, Sir." She squealed, her voice high and ragged. He then pulled it back and snapped it onto her red ass, eliciting another pleasurable scream. "More!" She yelled. Claire now had her hand under her panties, finger curled in her pussy, thumb flicking her clit, biting her lip, nearing drawing blood. She looked to Isha, was had her summer dress bunched around her waist, thong to the side, hand also playing with herself. Claire took her free hand and placed it on Isha's thigh as she turned back to the couple.

As she looked back, Nathan was looking intently at her and where her hands were. She was embarrassed for a moment until she remembered everyone in this room enjoyed exactly what was happening and wouldn't judge her. She stared into his eyes and pressed harder into her cunt, and quietly moaned out, "Nathan..."

"Claire?" He asked her, "Would you like to try?" He gave the flogger a snap against his hand to make his point.

She panicked again for a moment, being called out, having to make a decision, and falling deeper into this world was a lot. And yet, every time she let herself experience something new it turned out great. What was the harm? The risk? Was there literally any reason to not at least try? Her voice caught and she stammered, but finally said, "Yes... I would like to try."

"Wonderful!" He said and moved to her quickly, holding out his hand for her. She took it and he pulled her up and into his chest. Then he whispered, "Take off your clothes."

Again, a pang of panic, but again she steeled herself and let herself be here in the moment. She stepped back from him, grabbed the hem of her shirt, and in one quick motion pulled it over her head. Then she pushed her unbuttoned shorts down, over her ass, and dropped them to the floor. Then standing there in white satin, bra and panties, she forced herself not to cover up, then reached behind and unhooked the bra, letting it fall into the pile of clothes growing at her feet. She had to take yet another deep breath as she noticed Nathan's gaze boring into her, but finally, she hooked her thumb into her panties and also dropped them.

Now she was naked, standing before the older, powerful, fully-clothed dominant man. "Amazing," Nathan whispered and Claire blushed throughout her body.

Slowly, he led her to one of the beds and told her to lie down. He pulled out and adjusted the cuffs tied to the four corners, fitting them to her hands and ankles. He tightened them snuggly and buckled them into place so that she was spread eagle over the bed.

"Okay, Claire," he started softly. Safe words. Say 'yellow' if you just want me to slow down or hit softer. Say 'orange' if you're too uncomfortable, and we'll stop and help work out a better way. And finally, say 'red' if it's something you're not okay with, not even talking about; hard limit. Okay?"

"Yes."

"Yes, sir or master. When I'm in control, I am the master of your world and you'll show me that respect," he said gruffly.

"Yes, Master," she said, tasting the word in her mouth. She liked it. It made her feel small but sent another jolt down her spine. She felt the cool satin beneath her back and legs, her head flat on the mattress. He moved to kneel beside her on the bed and stroked the leather tails of the flogger lightly over her body.

The tickling sensation raised goosebumps in a trail. His other hand caressed her breasts. First one, kneading it softly in his hand, then the other, as she drew in deep breaths. She stiffened and the cuffs caught, reminding her of her helplessness. Instead of fear, it excited her to lose control and somehow made his touch more electric. Then he moved a hand over her mound. Her breath quickened as the flogger brushed across her nipples. Her heart skipped as the loose tails of the flogger tickled across her belly and back up over her breasts.

As they brushed against her hardened nipples she drew a sudden breath, the desire slipping through her body. The leather brushed tantalizingly over her throat before heading back down her body while his other hand continued to rest, splayed across her mound, cupping her gently in his large firm hand, his fingers spread softly along her moist slit.

He rubbed softly along her lips, causing her to sigh heavily and bite her lip as her lust became more evident in the juices seeping into his hand. He pressed down more firmly, his fingers bathed in her juices, and he sunk deeper inside her folds. He stroked firmly along her insides, the middle finger dipping into her pussy and moving in circles with each curling stroke.

Then a second finger joined the first, and he sank them deeper into her wet pussy. She gasped and whimpered slightly and rolled her hips urgently upward to him. His thumb found her clit and began to massage and rub firmly. His fingers stroked deep inside, up against her G-spot, moving her toward orgasm at an amazing pace. Her shaky breaths became soft moans as she neared the edge. He kept stroking until she was moaning loudly, he added to the sensation by using the leather tails; sliding softly over her breasts and nipples.

"I'm cumming!" She yelled, surprised that she announced it.

"Not yet, my pet. Hold out for a while longer."

"Please!" She begged. Why'd she beg? Why was she holding out? How'd he take control so quickly? She didn't know but she followed his commands.

He stroked his fingers deep and hard, his hand drenched as her scent filled the air. He pressed down hard on her clit, her orgasm moments away. Her moans turned to gasping whimpers as his fingers suddenly withdraw and only his thumb remained pressed down on her clit.

He kept her at the edge, not allowing her desperate need for release. Slowly, he pulled his hand away as she arched her hips toward him, her body wanting its release. The leather strips flowed over her body from neck to knees, calming and arousing her at the same time. He flicked a hand over her nipples.

She felt her arousal increase under his touch when suddenly he reached between her thighs and buried two fingers completely into her waiting pussy. She cried out as his fingers jammed tight into her body; hard, fast, and deep. Her flesh rippled as he pounded relentlessly into her. She returned to the edge as she ground her hips against his hand. She begged him to let her cum. She shivered and quaked beneath his hand, as she writhed and pulled at the restraints.

He whispered in her ear. "Now pet. Stay real still."

"Yes, Master," She said quickly without self-consciousness about begging him, following his orders, or calling him Master. It felt natural.

He moved the handle slowly between her thighs and ran it along her hot lips, letting the leather rub across her clit. His other hand softly pinched and rolled her nipples between his fingers.

"I will take you to the edge of pleasure and pain; over and over again. If you trust me, I can show you new heights of joy and purpose. Do you trust me, pet?"

"Yes! Master!" She screamed.

Then suddenly he smacked the flogger down onto her pussy. The pain was sudden and intense, and then along with the sting, she felt the pleasure. He then struck her breasts; again pain and then pleasure. Her body roiled up and down the peaks of pleasure.

Again and again, switching from soft to hard, from tits, to stomach, to pussy, to thighs. Her breath was so ragged, fast, and deep, her orgasm so close, her mind reeled, and she lost herself completely to Nathan's touch. It was so good! "I need to cum! Please! I need to cum!"

His throaty voice sounded right next to her ear. "You can cum now!" His fingers drove back deep inside her body, up against her G-spot, manipulating her body toward the edge as she whimpered.

He stroked her as she ground herself against his fingers. He plunged his fingers into her pussy again as he swung the flogger again. It swished through the air and splayed the leather strips across her tits, causing her to gasp. He pumped his fingers slowly deep inside her pussy, keeping her right on the edge. Her mind struggled, trying to sort pleasure from pain. The sensations mingled and bound together.

She cried out as the pleasure released from her body. She began to quake and shudder, then she felt a sudden hard slapping sting echo through her body as he swung the flogger hard down several times as she screamed from her orgasm ripping from deep inside herself. The world slipped away as she sagged back onto the bed.

She then felt his hands on the cuffs, removing them from her hands and then her ankles. By the time she was released, she felt she was mostly back down to Earth. "That was so good... Why was that so good?" Claire asked the room.

"That's not something that can be explained, it can only be experienced. The good news is you love bondage and impact play; which is what you need to take Alan's job. Do you think you're submissive too?" He asked her calmly.

"I'm, um, I, guess I don't totally know what that means. But, I... Think so." She said turning away from him.

He moved back over to her, sat on the bed, grabbed her chin to make her look him in the eyes, and said, "Please don't be ashamed of this. Embracing your sexuality, kinks, and pleasures are the height of self-discovery. It can be scary, but it will also bring so much joy that will fill a piece of your soul you didn't know that was missing. Trust me. My life, before accepting myself and my desires, was hollow compared to my life now. And remember, even if or when you take Alan's job, you're not trapped, you have free will and can quit at any time. You're not risking your life or freedom to this choice, you're taking it back."

As Claire lay naked, sweaty, horny, and exposed under the gaze of this older man, she took his words strongly to heart. In less than two days she'd discovered pleasure upon pleasure with each new experience. She'd never been allowed to be happy about sex, so each new experience was scary but undeniably wonderful. Everyone was pushing her toward submissiveness, but did that mean she needed to fight against it? She didn't think so. She didn't think she could have enjoyed what just happened if she didn't like bondage. She didn't think she could have called Nathan, Master, without it being awkward if she wasn't a bit submissive. She didn't think she could have lusted after Isha if she didn't find her attractive. Sexual awakening and discovery weren't supposed to be easy, but she was making progress.

Chapter 7

After Claire's orgasm, Nathan had offered for her to try more positions, more paddles, more toys, and tools, but while she knew she would enjoy it, she thought she had her answer and needed to think. So everyone got dressed and the couple left, while Claire and Isha headed back to her suite. Once they got there, Claire sat heavily down on the couch and stared off into space.

Isha came over and softly sat next to her, placed her hand over Claire's, and asked, "Are you okay?"

Claire's face was tight, thoughts heavy on her features as she answered, "I don't know. I'm scared."

"Scared of what?" Isha asked, squeezing her hand.

"Of accepting this and being a pervert or a slut or a freak..." She looked at Isha, her look making her thoughts clear. "I know! I know! But, my parents... Their religious talk... It's not something that I can just drop on the wayside. It's always going to darken my thoughts and make me think I'm betraying myself and god if I walk this path." She wiped a tear from her eye. "Today has been so good! I want to have sex. I want more... I think, maybe..." She paused for a long time, making several decisions. "Can we order room service? I've always wanted room service."

Isha got a surprised look at the turn in the conversation. "Yes. Of course," she said, pulling out her phone, and texting something. "It will be here soon.

"Thank you," Claire said and returned to her thousand-yard stare.

The food came and they ate again in silence, when Claire asked another random question to Isha, "Are we friends?" She asked a little sadly. Isha looked surprised and thoughtful. "Like, I know you're being paid to spend time with me. And I never had many friends growing up, so maybe I'm seeing things that aren't there, but..."

"It's true that I'm being paid," Isha started slowly. "And it's only been a day, but I do like you and think we 'could become' friends. I'm not here 'only' because it's my job. I hope you can at least trust me on that."

"I think I can. And thank you for not lying." She said and then she took another slow bite. "Everyone keeps saying I should embrace my kinks... Do you agree?"

"Yes."

"Would you like to have sex with me?" Claire asked deadpan.

Isha's eyes went wide and she sputtered on the water she was drinking. After coughing a few times she spat out, "What!?" She wiped her mouth to buy a little time and said, "I mean yes, I do. But, I don't want to confuse... You're having such a hard time with what happened with Carl and Nathan... I don't want to add more to your plate. It's been such a long, long day. Do you think you could handle it?"

Claire continued to stare at Isha. She was right, and yet, she felt today was the day to 'completely' break away from her past. "Yes. I can." She stood up and walked toward her bedroom, leaned against the door, licked her lips, and made a come-hither motion with her finger. Her boldness surprised her.

Isha must have felt the same attraction and desire as Claire, because without a word she came over and pinned her to the door, then started to kiss her. It was quick and sloppy, her saliva covered Claire's mouth. She put her hands on the sides of Isha's head and pulled her in close, deepening the kiss.

She smelled intoxicating, lavender, chocolate, strawberry shampoo, and sexual desire. She kissed her again, she couldn't get enough of her mouth. She kissed harder, slid her tongue into her mouth, and moaned at the taste of her. Her taste was indescribable. She moaned back and touched her tongue to Claire's. Electric shocks shot through her, right to her pussy.

Claire slowly kissed her way to the hollow of Isha's neck, then slid her tongue up to the base of her ear, then nipped at her lobe playfully. Then she slid her body against Isha's knee, grinding her clit against her body. The aching inside her turned into a hunger, her body jolted with desire.

Claire's mouth went back to her neck, just below her ear, and nipped and sucked, before going to her mouth again. She moved her hands to caress them down Isha's side. She moved to her breasts and ran her fingers under each one before moving to the straps of her dress. She pulled the thin straps off her shoulders and pushed the top of the dress down to her waist, revealing a sheer red bra hugging her incredible breasts.

"I want to feel your skin on mine," she murmured into Claire's mouth.

She responded with a smile and Isha reached for the bottom of her shirt and pulled it off. Claire pressed her bare skin to hers, nothing between them, but the thin fabric of their bras. Isha wrapped her arms around her and pulled her closer, taking a deep sniff of her neck. Claire leaned down and made small circles on her neck with her tongue. She moaned again and pulled Claire's mouth to hers. She sucked on Isha's neck, nipped lightly as she moved towards her breasts. She saw the top of her nipples over the edge of the bra, so she pulled the bra down a little more and covered one of them with her mouth. Her tongue flicked over the nub and then pulled her mouth away, taking the nipple with her. She moaned again and ground herself into Claire.

"Fuck!" she moaned. The praise caused her to suck her nipple harder.

Claire felt the wetness start to pool between her legs. She leaned over and took her other nipple into her mouth through her bra; another moan, more wetness. Claire turned the handle on the door, pushed it open, dragged Isha inside, spun her around, and pushed her back toward the bed. As her legs hit the side she fell onto her back. Claire crawled on top of her and pulled her bra off one of her breasts, moving her mouth down again.

She slowly moved her tongue around it, starting with large circles and getting smaller and smaller until her tongue was only on the tip of her nipple. She sucked her nipple into her mouth. Her nipple hardened and she sucked harder. She pulled it with her mouth, it popped out as she pulled back, and she whimpered at the loss of contact.

She reached for her bra and pulled both breasts free. Her mouth moved back to her and began to assault both nipples with her mouth. She moaned loudly and bucked her hips up into hers.

Claire's panties were soaked and she felt the wetness run down her thigh. She rose up off her, reached behind her back, and undid her bra; letting her large breasts spill free. Isha reached up and cupped each one of them as Claire ground herself on her. Isha massaged her breasts and pinched each nipple.

Claire lifted herself up off Isha, reached down, and pulled at the dress and her panties, pulling them both down her long, toned legs. As the panties passed her toes and as she dropped them to the floor, Claire grabbed her foot and kissed the top of it, then licked her toe, putting the big toe into her mouth and sucked, tongue circling around, before she moved off and licked back up her foot, then her leg, thigh, stomach, and breast. She then removed Isha's bra, stood up once again, dropped her shorts and panties, and stared down at the dark-skinned beauty spread out on the bed. "Wow." She said as the moment caught up with her.

Isha beckoned Claire forward and as she fell next to her, Isha grabbed and turned her onto her back and she ended up on top of her. Both were naked and glistened with sweat and a pool of wetness on Claire's belly from where Isha sat on her. She leaned over and sucked one of her nipples, the sensation was amazing.

She coaxed her up so that her pussy was at her mouth and her juices leaked over her chin. She darted her tongue out and flick it along the clit, nervous that she didn't know what she was doing, but knowing what she liked. She pushed herself hard into her. Her chin was drenched with her wetness and she yearned to taste her.

She tasted terrific. She started to move her mouth in a frenzied hunger, she wanted all of her. She wanted her to cum in her mouth and scream out her name. "Oh, fuck! Yes! Yes, baby!" She screamed as Claire fucked her with her mouth. She was getting close; with her quick words and hurried movements. She slipped her tongue into her and circled it around inside her, then she pulled away and sucked her clit. Then she did it again; Isha screamed again, over and over.

Sweat dripped from her, and she looked up to see her face. Her head was thrown back, eyes closed, mouth wide with screams and moans. Her hands were on the headboard and her chest was pushed out. Claire slid her hands out and pulled each of her nipples between her fingers as she resumed her feast on her hot, wet, messy cunt.

She closed her eyes, thrust her tongue into her hard, and pulled each nipple. She shuddered as the orgasm overtook her. Incoherent words fell from her mouth, and she pushed into her so hard she could hardly breathe. Her wetness poured out of her now and she lapped it up. She sucked and licked every last drop as she rode her face.

Her smile grew large as she opened her eyes and looked down at her. She slid her body from Claire and dropped down to her side next to her. She reached up and brushed a strand of hair off her sweat-covered forehead. Then she leaned over and kissed her. "How can you possibly be so good at that!?" She said with ragged breaths.

Claire blushed, "I just did what felt right. I... liked it."

Isha laughed and placed a hand lovingly onto Claire's large breast, "I'm glad. But, now it's your turn." She moved down the bed and took Claire's previous place.

She looked up at her, smiled, and slipped one finger inside her. Claire moaned. She began to move her finger inside her. The feeling of it drove her crazy with desire. She slipped another finger into her, pushing up as far as she could go. In and out, her fingers moved. Claire was so wet that Isha's fingers glided into her with ease. In and out, pulling out slowly, and then thrusting back into her. She moaned and started to move with her. "Yes! More!" she moaned, and Isha moved her fingers quicker.

Isha slowly inhaled her fragrance and slowly pushed her tongue between the lips of her pussy, separated her lips with her nose, and she used her tongue to start to take long, slow, licks from the bottom to the top of her slit. Her juices flowed over her lips between licks.

She slowly licked faster with more pressure as her tongue invaded the wet cunt lips. She slowly raised two fingers to separate the lips and began to lick all the juice off her sopping pussy while she started to shudder and beg. Claire spread her own lips for her and Isha grabbed her asscheeks and rammed her face into her pussy.

Claire whispered urgently, "Eat that pussy, harder!" Isha groaned in agreement as she sucked and licked her clit, with an occasional tease of a finger in her slick hole. She rubbed her wet pussy all over her face while she licked and fucked her with her fingers. She gasped and panted, on the edge of orgasm.

She separated her sopping labia and pushed her long tongue into her while she massaged her clit with her tongue. Claire flexed her legs and slowly rode her face, grinding her pussy into her pretty little face while her thumb worked her clit. Her tongue pushed and licked in and out, in and out, until slowly she felt her juices get hotter and more slippery, and the blood thundered in her ears, and she felt a mind-shattering orgasm coming on. "Yes!" she moaned, "Yes, Yes, Yes!" and she slid over the edge.

She felt all of her wetness escape out of her and onto her face. Isha slowed her fingers down in time with Claire's orgasm. She then released her as the orgasm finished and she slid her fingers out of her. Isha then quickly moved up and over Claire's body and kissed her fully and passionately, sharing Claire's juices with her.

"Wow. Wow. Wow," Claire said over and over again. "I could never have imagined... Your lips, they are so soft. God! That was good! I just don't think..." She kissed Isha again, and she returned it with enthusiasm. "Thank you, Isha. For everything."

"My 'pleasure'," she purred.

Chapter 8

Claire awoke the next morning to a dark room. She felt an arm over her body, gently holding her tit; she smiled to herself. They'd fallen asleep in each other's arms, the first time Claire had ever shared a bed with a lover and fallen asleep in a loving embrace, and such, she feared Isha would sneak on in the night and abandon her. But she was here, close, and present.

Two days; 48 hours, since her life changed forever. She'd had experience after experience that changed her worldview for the better. Sex toys and porn led her to a great orgasm. Then the massage, a hand job, and putting her ass into the air for the masseuse to lick, led to a great orgasm. Then she'd watched a bondage display and joined in, leading to a great orgasm. Then she'd seduced Isha, leading to a great orgasm. Was taking the job even a choice anymore? Could she ever go back? If she didn't take the sex club job could she find partners to make her feel so good? Giving up the job would likely mean giving up these types of experiences. But, was she fully and truly submissive? She thought so, but she didn't know the consequences of taking the job and not enjoying it. She needed to talk to Alan; she was 99% sure she was taking the job.

Claire touched Isha's arm and softly rubbed the silky smooth skin. Touch, contact, closeness; she'd never felt this before. She felt happy. Not a fleeting moment, but true contentment. Her touch must have woken Isha as she said, "Good morning."

"Good morning, Isha. Thank you for..." She paused, her voice cracking, "For being here."

"You're welcome, honey. I hope this wasn't a one-time thing." Isha said, voice sultry.

Claire flipped around quickly, "You want to do it again!?"

"Of course. You were a wonderful lover."

"What kind of relationship would we have?" Claire asked scared, wondering if they were dating now. Did she want to 'date'?

Isha must have seen the panic and laughed, "Sweetie, breathe. We're not dating. I'm over a decade older than you, neither of us are purely lesbian, and you have many more experiences to have on this journey before you'll be ready to settle down."

Claire let out a sigh she didn't know she was holding, "I didn't know... how the after, um, 'thing' worked."

Isha laughed again, "Oh, my god. To be that young and naive again. It's a scary, but fun ride that you're about to take. I imagine you've been brought up to think if you have sex with someone, then you have to marry them?"

Claire blushed again, "I mean, I'm not that naive, but, yeah, I guess, my mind was thinking that and making me worry."

"In The Club, sex is just physical. You can talk to any member about expanding any relationship without worry of being judged too harshly, but otherwise, just do it, enjoy it, and move on."

"What do you mean about 'expanding' a relationship?" Claire asked.

"For instance, if you thought you might want to be a permanent sex slave, there are many Doms, both men and women, who would take you on. Or if you want to join a throuple, or date someone exclusively, or try anything that piques your interest."

"Oh..." She whispered.

After a little more pillow talk about the sex and the club, they got up, had breakfast, and Isha convinced her to take a shower together. It was fun. Then they got dressed and Claire asked Isha, "I need to talk to Alan. Can you set it up?"

"Have you made your choice?" Isha asked.

"Mostly, but I need a few last questions answered."

"You still have another day. Are you sure you don't want to take it?"

"I'm pretty sure."

"Alright. I'll make the call."

She was to meet with Alan in an hour, so she went out to get her car and head over. A valet she hadn't met yet, recognized her at sight and went to get her car. However, when he returned he bought a new electric vehicle, not one of the sports car ones, but still a new and expensive car. "What's this?" She asked confused.

"Alan's orders. He leased this for you. Didn't want you driving around in your death trap." The valet said.

She wanted to protest. First because if she was going to get a new car, she wanted to help pick. But mostly because it was too expensive. But, she knew Isha or Alan would just give her a blank look and move on if she tried to complain. "Thank you," she choked out.

Of course, the car was amazing; clean, smooth, quiet, quick. She was already getting more used to the gifts, but still, it was a lot. She pulled into the sex shop parking lot and went inside. Deiadra was once again behind the counter and once again greeted her with a wide smile and said, "Welcome back, Claire!"

"Deiadra," Claire said simply. "Um, Do you do the 'whole job thing' that I'm applying for?"

"Yes! All of it!" She said cheerfully.

"And you like it?"

"Oh, my, yes! Love it!" Deiadra practically moaned, "The sex, the money, the perks, the gifts, the adventure, the trips, and oh my god, the sex!"

Claire broke out in a wide smile, "So it's worth it? And safe?"

"Yes and yes!"

"Okay, thank you," Claire said and headed back deeper into the building. She was buzzed into the club proper and headed back to Alan's office, finding him behind the desk.

His eyes lit up when he saw her and he exclaimed, "Claire! Wonderful to see you again! You wanted to speak with me?"

"Yes..." Claire sat down, cast her eyes down, embarrassed to discuss it, and said, "I'm close to deciding, but I need to know exactly what is expected of me and what are the 'perks' you spoke of?"

"Understandable," he said with a smile. "Let's start with the basics. $50 an hour, 32 hours a week, full health insurance, dental, and eye care, a free high-end apartment, a leased vehicle, with insurance, title, and taxes, good vacations, and once you get your GED, full scholarship for a college degree. For the parties where you'll serve drinks, $1000 four every four hour period. And depending on the type of show, $1000-$2500 for roughly an hour."

Claire's mouth hung open, that was over $100,000 a year depending on the number of parties, and that's before the money from the 'shows', as she didn't know how many of those there were. And it sounded like she wouldn't have any bills, so that's all savings. "Wow!"

"That's the official numbers. And while I can't put it in a contract or guarantee it, you need to know there are unofficial perks. For instance, three months ago, Deiadra was offered the chance to go on a yacht through the Mediterranean for a month. And that included Italian shopping sprees and jewelry. Members of the club will ask for your 'time' and you'll get many, many gifts for your 'company'. No cash will 'ever' change hands, and no sex will 'ever' be required for gifts, but, I'm going to let that hang in the air."

"And that's common? And expected?"

"If you're 'fun' during parties and vacations, then the offers are more common. And yes, the ones I hire generally like to partake, therefore it's expected to a point, to your limit."

"Are all these parties and trips, safe? I won't be human trafficked?"

Alan laughed, "Every member of this club is clean, safe, vetted, and would never hurt one of my girls. The consequences would be... Bad. Dozens of different men and women have taken the job you're considering and none have ever been hurt by another member of the club."

"Okay..." Claire took a deep breath. "I would like one more thing before I join." She paused again, "I would like you to show me what a stage show will look like and I... I want to have sex with you during it..." She trailed off, trying to hold off the nerves.

Alan let out a loud, deep, belly laugh. "Bold! I love it! You're a special one, Claire. You want the full experience? Blindfolds, collars, gags, clamps, whips, paddles, and ropes?"

"I think so. I want to really feel it. No half measures. No safety net. I want to find my limit. And I want you to be my first man."

"Why me? There were dozens of beautiful young men at my hotel that would have been just a good a choice."

"You're 'stronger', you have a presence and aura that makes me weak and wet. I just think it'd be really, um, good, really fun."

"As long as it's what you 'want', because of who I am and not because you think you own me. If you want 'me' then I'll be happy to give you the full experience."

"I want you!" Claire said with full confidence.

"Wonderful," he said with a full, wide smile. "Let's go!"

"Now?" Claire's confidence faltered just a little.

"Yes. I have a little time. Plus I want to tap your tight ass."

Claire blushed and looked down demurely, "Okay, sir."

"Do you know the safe word colors?"

"Yes."

"Okay, we're starting. I'm going to insult you, slap you, demean you, control you, give you a pet name, and force you around and into different places. Okay?"

"Yes, sir..."

"Slut! Take off your clothes, now!" Alan didn't yell, but the force of his voice was like an ocean wave pushing in on her. She shrank under his tone and gaze and her hands moved to the bottom of her shirt without thought and pulled her tank top over her head. She was wearing a baby blue lacy bra that pushed her breasts up and together. She then unhooked and dropped her shorts, showing off a lacy thong in the same color. Her first instinct was to cover herself, but his power kept her hands moving to the back of her bra.

Alan pulled something from his desk as Claire unhooked her bra and slowly dropped it off her shoulders onto the floor. Alan walked up to her before she could remove her panties, reached out, and roughly grabbed her breast, his large hands didn't even cover that much of it. He squeezed down hard, like he was trying to crush it, she winced and unconsciously pulled away, but he held on, lessening his grip. "Good. But say yellow at your limit," he said kindly, and then like a switch flipped he returned to his powerful voice. "Don't pull away from me, slut!"

"Sorry... Master."

He smiled, "Good girl. I'm your Master," he said and pulled out a collar from behind his back and moved it to her neck. He moved around behind her, brought up the collar like a necklace, and hooked it around her neck. Then a powerful smack landed on her right ass cheek, causing her to moan. "Thank me," he said next to her ear.

"Thank you, Master, for your gift." She touched the collar and then a smack landed on her left cheek. "Thank you, Master!" she gasped. Then she felt his fingers in the waistband of her thong, and without preamble, he pulled them down her legs. He tapped her leg and she stepped out of them. Then his hand circled her body and landed on the pussy and he smacked it. She winced from surprise, but not pain so didn't say yellow. He smacked again and again and again, harder each time, until the fourth, "Yellow!" And she twisted her hips a little.

"Good girl," he said and his lips gently tapped the side of her neck, and he licked upward to her ear where he kissed and then whispered, "On your knees, whore." She shivered and slowly moved down until she was on her knees with him still behind her.

He moved around in front of her and moved close to her, his crotch just inches from her face, "What do you want?"

She was confused for a second, wondering if he meant in general, right now, or for the session as a whole, but as he moved even closer, and she saw the movement in his pants, she asked him, "May I please suck your cock, Master?"

He smiled down at her and said, "Yes. Open my pants and pull it out." She reached her hands up, grabbed the buttons of his pants, unhooked them, lowered the zipper, hooked the front of his boxers, and lowered them over his cock and balls, causing it to come into perfect view an inch from her face. She realized she'd never seen a real cock in person, so had no comparison, but it was currently soft, and smooth. It looked so enticing, and she wasted no time in starting to suck and lick him.

His cock slowly started to grow. In this state, She took him entirely in her mouth with her tongue licking his balls with his shaft between her lips. He continued to grow larger, and harder. She felt him hit the back of her throat and she moaned as she tasted the precum that started seeping into her mouth. The taste was new; salty, a little bitter, not her favorite, but nothing that she felt the need to spit out.

She wanted to please him so very much and she made sure her tongue did not stay still. She pushed her mouth as far as she could, less than an inch was left out, and as she kept her mouth there, she ran her tongue back up to the head of his hard cock.

She did it a few times. Wanting to give him as much pleasure as was possible. She backed up off the lovely hard cock and made sure her hand is nice and wet. She rubbed her hand up and down his cock, now fully erect, she could tell it was about eight inches long, and kind of thick. Then she lowered her mouth to lick and suck on his balls. His precum and her drool marked her face.

She heard Alan start to moan and a sense of pride and lust shot down to her pussy. She came back up and licked and sucked on his fully hard shaft. She looked up at him and saw his eyes closed and pointed up as he enjoyed her mouth.

She couldn't seem to take it all, though she tried a few times, coughing and gagging a little, which she thought ruined the mood a little, but he made no mention of it. She went back to taking him as deep as possible, holding his cock there, then slowly she shook her head, side to side, feeling the end of it in the back of her mouth. She kept her tongue moving, going from side to side, up and down, as far as she could.

She couldn't believe how wet she was getting, her clit throbbed without even being touched. She went deep and kept him there as she ran her tongue around his shaft. She swallowed more precum as it seeped into her mouth. His cock hit the back of her throat from time to time and she tried to control her gag reflex.

Suddenly, she felt his cock pulse and his body jerk, and he said, "Stop!" She was confused but didn't dare not obey. "That was very good. Have you ever done that before?"

"No, Master. It's the first time I've, um, touched a penis."

He smiled down at her, "Well, it was excellent for your first time."

"Thank you, Master," she said.

He haphazardly rehooked his pants, moved back to the desk, pulled out a leash, returned to her, attached it to the collar, and said, "Down on all fours, bitch!" She did, her whole body roiled from the pleasurable pulse that rushed through her. "We're going for a walk." A sense of shame and lust moved through her when she wondered where they were going to walk.

They moved out of his office and started down the hall. The rough carpet was painful on her knees. She tried to keep up with Alan, but he moved quickly, tugging several times on the leash. And each time her collar tightened, her pussy twitched; the feeling unusual and erotic.

They moved into the large main room, luckily it was empty, and he continued on to the section with several different benches, frames, and racks. He pulled her over to a bench, pulled some things from his pockets, and held something in front of her face, it was a butt plug. "I'm going to put this in." It wasn't a question, but she knew he said it so she'd have the chance to object. She wanted to object, she wasn't going to allow anal today, but this was something she could handle.

With her silence as approval, he pulled out a small bottle and squeezed its fluid onto the plug. He walked back around behind her. She tensed a little when she felt his finger rub across her anus.

"Relax, Claire," he said gently, they both knew they needed to be careful. She untensed, "Good girl."

She felt the first wet touch of the lube and then Alan's finger was pushing into her ass. He wiggled the finger and pulled it out. It was only seconds before she felt two fingers pushing back inside her. She tensed and grunted. He spread his fingers, stretching her. She moaned and dropped her head as his fingers pumped and stretched. He splayed his fingers once more. She felt his other hand press against her right cheek, then she felt the cool lube filling her open hole. "Time for the plug."

Alan removed his fingers, then she felt the tip of the plug put into place, and the pressure began as it was pushed forward. The first sensation was cold, and then there was the prick of pain, as the ring of muscle stretched wider and wider to accommodate the plug. Alan pushed the plug with slow, steady pressure. "Push out against the plug," he said.

She whimpered when the largest part of the plug pushed its way inside. She wanted to move away from the pain, but suddenly, the plug popped into place, easing the pressure a lot. The plug nestled snugly against her asshole. She let out the breath that she was holding as he wiped up the excess lube. He placed a hand gently on her back and whispered, "Good girl. Relax. How does that feel?"

"Weird, a little painful, but I don't know, something... it's nice when I tense, um, sir."

"Good. Up on the bench," he ordered in a firm voice.

She took a steadying breath and climbed onto the bench. She knelt on the padded leg rests while Alan adjusted the height of the bench, and then she bent forward into position. She felt him buckle the straps across her calves and thighs. Then one strap was buckled around her waist, and finally, her wrists were buckled in on the armrests.

Once she was immobile, smack! The paddle landed hard on her right cheek. She jumped as much as she was able to and gave a startled scream. Smack! It landed on the left cheek. They were not light, teasing slaps. Her ass was already starting to burn.

One, two... four; the paddle landed back and forth from one cheek to the other. She lost track at ten as the burn and heat became continuous. She was straining to move away from the paddle but she was buckled in too securely.

Many more whacks of the paddle and she cried out each time. Then, there was a short pause as he moved to the exposed area of her upper thighs. He continued to paddle, until they too, were on fire.

Then suddenly, he stopped. She was panting and aware of only the pain and the heat. He walked around to the front of the bench. "Look at me." He used the end of the paddle to lift her chin higher. "How does that feel?"

"It hurts!"

"But you didn't stop it?"

"No, Master. I want it... All of it."

"You'll get everything if you join us. Do you want to join us?"

"Yes, Master! Please!"

He let the paddle fall to the floor and then walked away from her. She dropped her head back down to the bench. She heard him grab something from the wall. She tried to turn her head to see what he had, but the angle was all wrong.

Whack! The fire burned its way across her ass from one cheek to the other. The paddle was thinner than the first, and the sting greater. More blows rained down on her ass and thighs. Her body was tense and she was jerking against the restraints, "Yellow!" Tears began leaking from her eyes. She hoped she didn't disappoint him.

The blows stopped as quickly as they had started, and Alan once more played with the plug. She moaned involuntarily, and realized that it felt good; that mixture of pleasure and pain. "Good. More?" He asked.

"More..." she moaned, the word stretched out. He moved out of her sight for several long minutes. Then suddenly she felt his hand touch her back and slide down to her sore ass, rubbing gently, then he spanked her. It wasn't too hard, but the pain in her ass was still present and the slap was intense.

Then she felt the unmistakable feel of his rod touch her pussy and rub up and down her slit. This was it. Was she ready? Last chance to say orange... "Tell me what you want."

"You! I want to cum! I want... your cock, Master!" The words felt foreign in her mouth, but they felt right. She was always meant to beg.

"Good girl," he said as he seated his cock against her and in one swift motion pushed all the way into her pussy.

She cried out and tensed from the invasion. He wiggled his hips and the friction caused a stinging sensation on her red ass. She loved feeling his cock. She even loved the way the soreness felt. The combination of the pain from the paddling was making her ready to explode.

Alan's left hand gripped her hair and pushed her down further into the bench.

"Are you ready to cum, Claire?" He asked and she nodded. "Then tell me."

"Sir, please, fuck me hard! Make me cum. I want to feel you fill me with your cum." She begged around ragged breaths, sparsed from his pounding.

He growled and began to piston his hips; giving her exactly what she wanted. She was moaning and crying out for him to fuck her. A drop of sweat dripped from his face onto her back. He adjusted his angle and increased the friction and throbbing of her ass.

"Sir, please!" She yelled. He reached around and played with her clit.

"Are you ready?" He grunted.

"Yes, Sir," she gasped.

"Then cum!" The last word was shouted as he thrust hard. She exploded! Waves of pleasure radiated from her pussy up to her head and down to her toes. He thrust again, and again, and then gave a hoarse yell as his cock jetted warm pulses of semen and filled her.

They were both gasping for breath. Her body was held still, strapped into place, and held by his powerful frame, literally pinning her hard to the bench.

"Master, I'll take the job."