To Please the Billionaire


Annie peered through the shadows of the most magnificent penthouse she could ever have imagined. This had been her home for the last 3 months and, with barely a warning from her handler Jarvis, she was about to meet her benefactor for the first time.

Annie took time to consider her new position. Jarvis had described the job as being a companion. He described his employer as a wealthy man whose jet-setting didn’t allow for girlfriends. He did, however, enjoy the company of young women. Compensated with a stipend, a salary, and an extravagant place to live, the job required no sex and would last as long as both parties desired. Having called a few of the other girls under her benefactor’s employ, Annie could not dismiss the opportunity.

There was one thing that Annie did want before accepting the offer, however, she wanted to know ‘why her?’ Annie was not a sex symbol. She didn’t consider herself to be as beautiful or elegantly dressed as the other women in the restaurant where they had met. Annie thought of herself as ‘pretty enough’, but hardly a woman deserving of such attention.

Annie considered herself to be a smart girl having worked her way through college, as well as a hard working girl. The idea that she was unique enough to be paid to accompany a wealthy man to dinner, made her feel special in a way that nothing else ever had. It was that flattery that made her take the job. ‘Perhaps I’m being naïve again,’ she thought, ‘but what harm could possibly come from this?’

Annie was ill prepared for the effect that a 5 figure clothing allowance and a gourmet chef would have on her. Dancing and twirling in her new dresses, within the confines of her Victorian styled penthouse, ignited her fantasies. She found it easy to fall in love with a man that allowed her such pleasures, even if she knew nothing about him. Her life had been so hard up until the moment Jarvis approached her in the restaurant that her gratitude quickly transformed into more. Rounding the naked marble cherub guarding the black and white tiled living room, Annie held her breath wishing that her benefactor lived up to her fantasies.

Searching the dark corners of the dimly lit space, Annie found no one. She knew he was here, having heard him enter, but in trying to tame her rapidly beating heart, she had no idea where he could be.

All of her questions were answered when Annie looked in the one place she always avoided. Like no other place she had visited, her penthouse had a large balcony. Twenty five stories in the air, Annie nearly lost her breath when she realized that the balcony only had a waist high railing preventing her fall. Looking out on her first day she recognized how irrational the idea was, yet she couldn’t help but picture a large gust of wind picking her up and tossing her to her death. With nothing more than a low railing to stop her, stepping out to the large penthouse patio could mean her death.

Annie considered that with her luck the man she could so easily love would be standing on the balcony examining the view. She wanted to go to him, but the idea of venturing past the open sliding glass door made her heart ache.

Slowly, approaching the doorway, she gazed out at the man. Seeing only his back she found a sprinkling of grey hair amongst his thick, black mane. Examining the way his silk dress shirt draped over his back, she knew he was in good shape. He looked relaxed as he stood there, so she knew one more thing about him; he was confident. So as long as he wasn’t the ugliest man she had ever seen, she knew that her heart would be his.

Sensing how quickly she could fall for him, Annie quickly turned her attention to herself. She was wearing one of her new dresses, not one of her sexiest. It wasn’t her nature to dress sexy, but suddenly feeling like a child in her cheery sundress, she wondered if she had enough time to change. As he turned around and looked at her, she knew she hadn’t. Annie froze.

“You are Annie,” the rich resonant voice said in a slightly European accent. Annie couldn’t tell where he was from but found the accent seductive. “Please, come to me.”

Annie didn’t know what to do. She wanted to go to him. His rugged features and reflective light eyes drew her to him. The 15 feet she would have to cross to get to him made her weak in the knees. Wanting to step forward as much as she wanted to run back, she remained still. Desperately wanting to please the man who had given her the most wonderful experience of her life, her eyes pooled with tears.

“I’ve watched you,” the man continued. “You never come out onto the balcony. Does it make you afraid?”

‘You watch me?’ She repeated to herself. This brought her out of her struggle. “What do you mean?” Annie continued.

“The furthest you have ever gone has been the spot where you now stand. No further. Why is that?”

“We’re very high up. I’m afraid that there could be a strong wind that could…” she couldn’t finish.

“Tell me, are you afraid a lot?”

‘No,’ Annie thought. This was not the way she wanted her benefactor to think of her. The balcony was an irrational fear and she knew it. She could see that her benefactor’s hair didn’t even move in the breeze. She knew that she would be perfectly safe, yet she didn’t budge. “No I’m not,” she finally declared.

“That’s good, because I have no need for a scared companion.”

‘A companion,’ she thought. ‘Is that what I am? I can do that,’ she reassured herself. “I’m not afraid.”

“Then come to me. Show me how brave you are.”

Annie knew what she had to do. The stakes had just risen beyond her simple employment or this stranger’s love. It was about her. Would she allow her fear to limit the potential of her life? She would not. Focused as acutely as she could, Annie made her legs move. Feeling for the first time the rough stone under her bare feet, she felt a rush of excitement.

Annie’s mind floated as she crossed the patio. Keeping her gaze firmly on the man’s eyes, she found him comfortably staring back. He had a pleased look on his face and the merest hint of his approval made Annie’s body tingle.

Stopping in front of the tall man, she looked up at him. He was fit looking and smelled of citrus and the sea. He smelled good enough to eat.

“Good,” he said with a closed lip smile. “Now look out.”

The man moved out of the way revealing the illuminated nighttime city skyline. Not having looked in this direction before, Annie found it breathtaking. She had no idea how beautiful the city could be. Facing the harbor, the bridges that crossed it were lit as if lined with thousands of twinkling Christmas lights. It was awe inspiring.

“Step forward,” he commanded.  Annie quickly obeyed.

Annie stepped towards the edge and leaned over to grab onto the railing. Breathing in the sights and the cool night air, she realized how foolish her fear had been. She was safe. If it wasn’t for her benefactor, she might not have experienced this either.

“Isn’t it beautiful?” His rich voice reverberated.

“Yes. I don’t think I’ve seen anything so wonderful.”

While Annie continued to stare at the city, she felt the man’s warm hand touch her leg. As he began to explore her body from behind her, she didn’t know what to do. Standing still as she was in the doorway, she followed his touch as it separated into 5 fingertips to further massage her between her legs.

Annie’s face became flushed as he explored her body. No man had touched her there since her awkward 16-year-old boyfriend had accidently taken her virginity. She hadn’t meant to have sex with him, but in the confusion of fingers and touches, she had lost her innocence, regretting the moment ever since.

This man’s touch wasn’t like the 16-year-old’s, though. He seemed to know what he was doing. It was like he was strumming a cord that led deep into her nether region. Every time he plucked it, she fell further under his spell.

As the man’s large hands touched the delicate cotton of her panties, Annie could barely breathe. Fighting for breath words tumbled out of her mouth. “I was told that sex wouldn’t be required.”

“Sex isn’t required,” he casually replied. “You may go if you’d like.”

Allowing her to leave with his words, his hands were another story. His fingers, with their gentle exploration, demanded her to stay. Before she knew it, her pelvis was rocking under his touch like a building swaying in the wind. As his fingers found her engorged clit, Annie gave in.

Annie swallowed as her head rocked from side to side. Feeling her mind float away she lost herself in the undulations of his rubbing. Her panties were becoming wet and she knew it. She didn’t know what would be unleashed if she let herself go in his hands. Unable to move, she knew she had no choice but to find out.

Annie’s teeth chattered as a powerful feeling worked its way into her loins. As a rule, she never touched herself but now, possessed with lust, she felt unprepared. She wanted to scream but couldn’t. She wanted to fall to the ground but couldn’t. All she could do was quiver and shake as the pleasure overwhelmed her. As if in a waking dream, she was overcome by a tidal wave of emotions that painted images under her eyelids in shimmering shades of red and pink. She had never felt so alive, and when her loins pulsed, every muscle in her body clamped and released in ecstasy.

Showing mercy, the man’s movements stopped. Annie’s mind relaxed. As her explosion ebbed, her swollen lips became almost too sensitive to touch. Now exhausted, the deep crevice between his large fingers cradled her clit comfortably. She never wanted him to move. She never wanted to be away from him. She was his to do with whatever he wanted. She thought that because she didn’t know what he had in mind.

Without the same reverence for the moment that Annie had, the man let go of her wet pussy and headed back toward the living room.

“Well done. I will be back.”

Not sure of what to do, Annie did not move. She wasn’t sure if she could move if she tried. Drunk on the mixture of excitement and orgasmic pleasure, she swayed in the breeze. Not feeling his return, Annie opened her eyes and stared at the cityscape again. It was beautiful and now the night lights seemed to glow even more.

In the back of her mind, she knew that her sheltered life experiences hadn’t prepared her to resist the will of such an alluring man. Awash in the pleasures of the night, she didn’t think it mattered. All that did matter to her at that moment was experiencing pleasure like it again. The thought that she might not, was too much to bear.


Four months earlier Annie couldn’t have imagined anything like this. She was never the girl that the boys chased after and gaining her lone boyfriend at the age of sixteen seemed more like a fluke. After their accidental sexual encounter, Annie immediately broke up with him and threw herself fully into her school work.

After she graduated from high school, Annie was aware that her single mom wouldn’t be able to pay for her to go to college, so she got a job and worked her way through. Graduating in four years, while working 40 hours a week, Annie increased her hours to 60 hours a week to pay for her little brother’s tuition as he attended a school that was even more expensive than her own.

This didn’t leave Annie much time for a social life. She woke up, went to work and came home to sleep. She didn’t seem to mind it at the time. It wasn’t until her little brother graduated that she began to look around and understood what she had given up. At the age of 25 she had no friends and no social skills. With no reason to continue to put herself through her work-a-day hell, she found that she had no purpose in life.

It was in the bittersweet celebration of her financial freedom that Annie indulged in the first true luxury of her life. Freed from the burden of tuition, she dressed up and found the most expensive restaurant in town. It was while she was sitting by herself that Jarvis approached her.

Jarvis was a distinguished looking older gentleman. Annie found him to have a calm, trustworthy demeanor. He appeared like a professional and his grey hair made her feel comfortable in his presence.

“Are you dining alone?” Jarvis asked in an elegant tone.

“Oh,” she yelped surprised that someone like him would talk to her. “Yes, I’m alone today,” she said with a blush expecting him to join her as if it was a bar instead of an upscale restaurant.

“I hope you don’t mind me asking, but are you a model?”

“A model? God no,” Annie replied flattered that he would even pretend it was possible.

Jarvis looked at her surprised at her response. “Certainly you have been asked that before?”

“Thank you, but no. I’m afraid that’s a first.”

Jarvis continued to look at her curiously. “May I sit down?”

Annie, considering this night one of the greatest adventures of her life, decided his presence would make her evening even more exciting. “Sure,” she said with a blush.

“You seem like a very charming young lady.”

“You too,” she offered opening her mind to dating an older man.

“That’s very kind. I represent a very wealthy man.”

“Yes,” she acknowledged, confused as to where the conversation was leading.

“He often travels and, as busy as he is, he enjoys the company of lovely young women like you. Before you think otherwise, I would like to point out that I am not referring to sex. My employer is simply a generous man that doesn’t want to eat dinner alone when he’s in town.”

Annie looked at Jarvis with trepidation. “I’m sorry, I don’t know who you think I am but I’m not that type of girl.”

“Please, don’t be offended. What I think you are is a woman who in spite of your beauty, chooses to eat dinner alone. My employer is an interesting, successful gentleman that chooses not to eat dinner alone. It would seem that you two might have something in common.

Please, don’t be mistaken. You wouldn’t be the only charming young lady that he has such an arrangement with.”

“What do you mean?”

“My employer has three other young women in town under his employ. If you would like, I can give you their numbers and you can talk to them to see what their experiences have been. And of course, you would be well compensated for your time.”

Annie wasn’t easily persuaded by money, but the idea that someone would pay her to have dinner with them after she struggled for so long just to survive, intrigued her. It made her feel special, like Jacqueline Kennedy or Princess Diana.

“How would I be compensated?”

“You would receive a penthouse apartment to live in, a generous monthly salary, and a more than adequate weekly stipend where you would be expected to expand your wardrobe for dinners with your employer.”

“And all of this is without having sex with him? My mother said that when something is too good to be true, it usually is.”

“And those are wise words, so if you don’t mind, I will give you my card and the numbers of the three other young ladies. I encourage you to call them and consider the offer. You seem like a level-headed young lady. I’m sure that you will come up with a decision that is right for you. I personally hope, for your own sake, that you accept this. What my employer is offering you is a once-in-a-lifetime opportunity. I think that my employer would really like you. I hope that you will consider the position.”

Jarvis took a card out of his pocket and handed it to Annie. Annie looked at it as he got up.

“And, as a thank you for giving me your time, I will, of course, pay for your dinner.”

Annie blushed. “No, you really don’t have to.”

“Please, I insist. Have a good night.”

And with that Jarvis was gone.

Annie sat staring at the card. She didn’t know what to think of what had just happened. When her waiter informed her that not only was her meal paid for, but a driver had been provided to her for a ride home, she giggled at what other possibilities could follow.

Not owning a car, Annie accepted the limousine ride back home. The next morning she called each of the numbers on the back of Jarvis’ card. All of the girls sounded blond and pretty; in other words, they didn’t sound very smart. In spite of all of her hours of work, Annie had managed to graduate from business school at the top of her class. It was only because she needed to find a job quickly to pay for her brother’s tuition that she ended up as a clerk in a pet shop.

“Would this rich man still want me to be his paid dinner date if he knew that I wasn’t a pretty airhead?” She asked herself. ‘Probably not,’ she decided.

One thing that Annie did find unusual after she questioned all of the girls, was that none of the girls had ever met him. One had been under his employ for six months collecting a paycheck and stipend, living in a penthouse and never once going out with him. If she did work for this eccentric man, Annie thought, how long could she collect a check before he discovered that she was intelligent? How much of a nest egg would she be able to put away in order to allow her time to find a real job once the job that Jarvis offered her ended?

“I have to take this,” she finally realized. “I can’t pass this up.”

Annie found Jarvis to be both surprised and excited when she called him. She couldn’t be sure why. When she was given the key to her penthouse apartment and shown around, she couldn’t believe what she saw. It was like nowhere she had ever been. She wasn’t even aware that such luxury existed in real life. She felt like an imposter walking around the expensive furnishings on the first night. After three months of prepared meals and time to unwind, Annie simply felt like the luckiest princess in the world.


Annie’s first meeting with her benefactor hadn’t quite gone as expected. He looked like a handsome prince, but there was more to him than that. He was assertive and demanding. Annie didn’t think that he was dangerous, but he was more unabashedly masculine than she could have imagined. He had a strength to him that made her want to follow him. Even in their brief meeting, she could feel herself succumbing to him.

Annie could barely sleep the night after she met her prince. She thought continuously about how he had touched her and made her feel more like a woman than she ever had before. She wondered if he really would come back and how he knew that she never went out onto the balcony.

‘Did Jarvis tell him?’ She wondered. ‘If so, how did he know? Am I being watched?’

Although she hadn’t contacted them since that first call, Annie thought about her fellow companions. ‘Has he visited them as well?’ She wondered. ‘Would they tell her if he had? Had they experienced the same thing she shared with him.  Would they share with her if he did the same to them?’

As soon as the sun came up, Annie decided that she had to find out. Sluggish from a sleepless night, Annie waited until 9am to make the first call. From her own lifestyle Annie knew that 9am would be early for them. Justifying it by considering it a warning call, in case she was the first one that their benefactor had visited, she grabbed the card and dialed.

Annie’s first call was to Candy, the de-facto leader of the group. Candy was employed the longest and, from her previous calls, Annie knew that all of the other girls seemed to defer to her experience.

“Did he visit you too?” Candy responded before Annie could say a word.

“He did,” Annie offered hesitantly.

“I’m so sorry,” Candy offered.

Annie was confused. Was his sexual touch a bad thing? Had he done worse things to the other girls? Was what Annie experienced the first of many awful things to come? “Why, what did he do to the other girls?” Annie asked.

“He fired them. Isn’t that what he did to you?”


“What did he do?”

“He touched me.”

“How so?”

“You know, between my legs?”

“Did you have sex with him?”

“No!” Annie protested.

“Huh. Well it looks like all of the girls are being fired. But he hasn’t fingered any of the others. Maybe he’s not gonna fire you.”

Annie didn’t know what to think. Was her job at stake? Had he promised to return so he could fire her too? Did she even want this job anymore? ‘Yes,’ she decided. She did.

“What do I have to do to keep my job?” Annie asked Candy searching for a way back into her benefactor’s good graces.

“Well, give him whatever he wants.”

‘Give him whatever he wants?’ Annie thought. ‘I can’t do that. No money is worth that. I’ve lived without his money before I met him and this job was never supposed to be forever. Besides, I was promised that sex wasn’t required. I’m not that type of girl.’

Annie concluded the conversation quickly. Candy was a nice girl, Annie thought. ‘She has a good heart, but she clearly has a lot fewer options than I do. That is why I sacrificed so much for my degree, so I wouldn’t have to do a job like this. I don’t need him if that’s what it takes. Maybe if sex wasn’t required, but not otherwise.’

Wandering around the penthouse, Annie was slow to get dressed for the day. She wasn’t sure what she should wear. From what Candy had said, Annie was expecting her employer to return. She couldn’t decide if she should dress like a woman who would be fired or like a woman who was fighting for her job. She knew that fighting for it meant she would need to wear something sexy.

‘Why am I even considering this?’ she asked herself. ‘Maybe if I wore something sexy, I wouldn’t be doing it for him. Maybe I would be doing it for me. Maybe I want to show him what he would be missing. Besides, I bought a lot of clothes in the last 3 months, and I bought them to wear for him. When will I ever get the chance to wear them again?’

Annie was convinced. She would wear her sexiest outfit. It would be the red silk one that draped over her revealing every curve. Thinking ahead, Annie decided that as soon as she sensed that she was about to be fired, she would quit. Then, like a movie star, she would simply glide out of the room. That would be the way to make an exit.

Annie packed up all of her belongings in anticipation of whatever would happen tonight, even though everything she needed from this experience was already in her bank account. If, by some small chance, he didn’t fire her, she might then show her appreciation. How she would, she wasn’t sure.

Annie sat anxiously awaiting her employer’s return. She found it hard to remain indignant the entire time. For the first few hours she sat like a queen awaiting her execution. The next hours after that she waited like a politician about to address her constituency. In the end she found herself waiting like a girl who waited for a guy whom she feared might dump her. Indignation just wasn’t in her repertoire. She was a girl at heart, and like every girl, she just wanted to be loved.

Finally, when Annie heard a knock on the door, she knew it wasn’t her benefactor. In the time it took for her to get to the door, Annie was sure that her visitor could only be one person, Jarvis. Was her former prince going to deny her even this, his final presence? She wondered.

“Miss Annie, my employer will be here in twenty minutes and I must prepare. May I come in?”

“Sure,” she said with a heavy heart. “Come in,”

Jarvis turned around and signaled. Stepping in he was followed by a handful of waiters and a chef. The group immediately headed to the kitchen and went to work. Jarvis circled the space looking for anything that might be out of place. With Annie, nothing ever was though. It was something that was first mentioned to him by the housekeepers. When the penthouse passed his inspection, it was time for Annie.

Jarvis cornered Annie in her bedroom and examined her from head to foot. Annie felt self-conscious during the virtual undressing. Squirming as she stood, she found she couldn’t stop herself from speaking.

“Do I look okay?” She asked fighting every urge to cross her arms over her C-cup cleavage.

“Miss Annie, you look divine.”

Annie smiled. She knew that this was going to be the nicest firing that she ever had. Candy had given her no indication of this. Feeling grateful for all of the assistance he had given her, she relaxed allowing a lingering question to surface.


“Yes, Miss Annie?”

“Why did you choose me?”

“What do you mean?” He asked returning from his bathroom inspection.

“When you saw me in the restaurant, why did you choose me?”

Jarvis stopped in front of her searching her face for clarification before continuing. “I didn’t choose you.”

It was now Annie’s turn to ask. “What do you mean?”

“My employer did.”

Annie was confused. “Was he there?”

“He was aware of who was at the restaurant that night.”

“Oh,” Annie paused before continuing. “Then, do you know why he chose me?”

Jarvis smiled. “Perhaps that is something that you should ask him.”

“Jarvis, is he coming here to fire me?” Annie asked, no longer able to hold it back.

Jarvis looked blankly. “I am only here to prepare. I do not presume to predict his actions.”

Annie got an odd sense of joy from this. ‘Perhaps my fate isn’t set in stone,’ she thought. ‘Maybe I can convince him to keep me. But, no sex. If I continue to work for him, there can’t be any sex.’

Annie was still in the bedroom when she heard the large oak door open and close. He was here. Whatever the end of the night would be, the journey toward it had begun. Unable to wait any longer, even if it hastened her dismissal, Annie gathered her dignity and went to meet him.

The sight of him hit her stomach like a ton of bricks. She could barely stand. He was even better looking than she remembered from the night before and the feeling of his hand on her came rushing back. Feeling her face flush she immediately felt defenseless against her prince’s desires.

Annie stood silently looking into the eyes of the gorgeous man. His scruffy face was speckled with glimmers of white and his full lips were curved into a smile hinting to something that only he knew. In his hand was a gift wrapped with rich, shiny silver paper, and the ribbon tied around it, sparkled.

“Is that for me?” Annie blurted.

“Perhaps,” he replied in a resonate tone.

“Are you gonna fire me?”

“Perhaps,” he said never taking his eyes off of her. “But for now, I am here for dinner.”

‘Dinner,’ she thought. It was the one thing that she was hired for yet she never expected. “Of course. Did you want to sit down?” She asked taking on the roll of host.

“What are you doing?” He asked watching her flutter around the table.

Annie froze. “I don’t know. Getting dinner?”

“You might not have noticed but I have people for that.”

“Yes, of course,” she said nervously. “I don’t know what I should be doing.”

“How about joining me at the table and enjoying a meal?” He said pointing at the elegantly dressed table already holding cold hors d’oeuvres.

Embarrassed, Annie sat. The rectangular table could have held 6 easily and her employer sat at the head. With him placing the gift on a cake stand in front of Annie, she intermittently stared at it wondering what it could be.

By the end of the first course Annie hadn’t said a word. For three months she had considered this first meal but never pictured it going like this. She was sure that Candy and any of the other girls could have made conversation on any topic. That’s what came with having a social life, the ability to make conversation. Knowing that she had to say something, she said what kept popping into her head.

“How did you know that I never went out onto the balcony?”

“I watch you,” he said casually.

“When?” Annie asked surprised.

“When I choose.”

Annie twisted her face still unclear. “How?”

He pointed up at the corner of the room. Annie turned around and followed the line of his finger. She hadn’t noticed it before, but in the very corner of the ceiling was a small black box.

‘Could that be a camera?’ She thought.

She then looked around the room for more boxes. They were everywhere. There couldn’t have been a moment of her stay here that wasn’t recorded. Realizing the extent of it, she scanned her memory of the bathroom. Her face flushed when she remembered the small black boxes in the corners of that room as well.

Annie imagined herself becoming bright red. Heat emanated off of her body in waves and to her surprise it made her legs rub together and twist. The idea that he had been watching her didn’t anger her. It turned her on. Her employer hadn’t kept her because he hadn’t yet met her. He had seen her many times and had approved. Annie couldn’t explain why, but this made her feel powerful.

“You’ve been spying on me. That’s not very nice,” she said with a coy smile highlighting her flushed face.

“Would you prefer that I not?”

“Perhaps I would,” she said flirtatiously.

“Well, then it’s a good thing that I make the rules.”

Annie stopped talking and reached for her glass of wine. It was drier than she was used to but that didn’t stop her from swigging back most of the glass. Unable to return her attention to her meal she pushed the food around her plate.

“So, there are rules?”

“Just one.”

“And what’s that?”

“To please me!”

Annie lifted her head entranced by her benefactor’s forceful demand. His strength was mesmerizing. Knowing that he wanted her, over all of the other girls, made her want to please him even more. Feeling her loins quiver, Annie got up from her seat and rounded the table to run her hands over his chest. His was a strong chest and it made her crave him.

Not having ever seduced a man, Annie let her instincts take over. Letting go of her inhibitions she found a part of her that she never realized she had. It had no fear. When she slipped her leg over his lap, a spark shot through her body as the tender folds of her clothed lips touched the large bulge in his pants. She whimpered in exhalation.

The grip each had on the other went beyond her hand sliding up his shirt and his hand sliding up her skirt and into her panties. There was a pulsation of lust between the two that washed away Annie’s concerns. Her mind floated as he lifted her up onto the table and held her warm breast. Opening her mouth receiving his tongue, her body tingled as his hooked onto hers and drew them closer together.

Sliding her soft panties away from the folds of her tingling lips, he pressed his throbbing cock onto her wet pussy. Luring him into her quivering insides, he entered her sending a rush of pleasure throughout her body. Throwing her head back she wanted more of him and gripping onto his toned side, she got it.

Groaning as his oversized tool pulled and pushed through her, she threw herself onto him. She nibbled his stubbled chin between her teeth bringing a moan from her lover. When he reached up sliding both hands around her neck, she froze.

Pushed back against the table, she couldn’t move. She knew she could escape if she wanted, but with his wide, strong hands encircling her neck, she lost her desire to. She felt controlled by him and she liked it. Trapped in his grasp, she could do nothing more than lie back. The restraint made her feel free. Annie no longer needed to know how to seduce him; she didn’t need to guess at what he liked. Laying there, subservient to his will, she knew that to please him she had to do nothing more than envelop the warm, slippery touch pushing in and pulling out of her clenched loins. Annie bit her lip from the pleasure of it all.

With her eyes closed and her breathing losing control, she felt her orgasm build. The intensity wrenched her body side to side and burned in her belly like a fireball ready to explode. When she finally blew, it was with the screech of a banshee hiding the titanic groans of her lover.

With her legs clutched tightly on her lover’s powerful back, her arms swung wildly, clearing the table. She didn’t want to do this, but she couldn’t help it. Her orgasm was consuming her and there was nothing of her conservative self left.

Annie’s body was limp when her employer finally let go her neck and cradled her back in his hand. Her fighting spirit was gone, all that was left of her was her curved torso draped over his arm. He pulled her chest to his and held her until his crackling energy jumped between the two. Slowly coming back to life, she moved her arms toward him and threw her chin over his shoulder. She didn’t want to move, but as reality returned, she remembered where she was and who she was with.

Still weak in the knees she pulled away from her lover. Unable to focus her eyes, she couldn’t look at him. Gripping onto the table and easing her way around, she sat back down. Wanting everything to return to the way it was, Annie reached for her fork and began to feed herself. Ignoring the scattered dishes in front of her, it all felt surreal.

Annie looked up when a server entered the dining room from the kitchen. Wondering what he had heard, she was embarrassed. Watching how quickly he cleaned up the mess she had created made her wonder how many times this server had done this before. Imagining that her benefactor had done this with all of the girls, she felt regret. Remembering the cameras, Annie wondered how many others would see her expression of uncontrollable lust.

“I’m sorry,” she said to the server who didn’t make eye contact with her.

Once the server left for good, her employer spoke. “I have something for you.”

Annie looked up into his eyes. Even in the shadows of what they had just done, she found his eyes sexy.

“What’s do you have?”

He pointed toward the gift on the table. With all that had happened she had forgotten about it.

“Would you like to open it?” He asked.

Annie stared at the elegantly wrapped box. ‘Is this it?’ She wondered, ‘A beautifully wrapped pink slip, to send me on my merry way?’ Annie didn’t want to touch the box but reaching across the table for it, she couldn’t help herself.

“Is this going to be bad?” She found the courage to ask. He didn’t reply.

Slowly removing the ribbon and the glimmering silver paper, she found was a glass case. Completely free from the wrapping, Annie held the case up to the light. There was something in it. It looked like a collar, maybe even a dog collar, but if it was for a dog it was for the most exquisite dog who ever lived. It was wider than any collar she had ever seen, and the inside looked soft and comfortable. Seeing it reminded her of the feeling of having his hands around her neck. The thought of the collar turned her on but it also repulsed her.

‘What does he expect me to do with this? Wear it? What does he think that I am, his pet? The hell with him!’ She thought. ‘How dare he? The hell with him!’

“Why did you do this?” She yelled as she returned the case to the table and ran to the bathroom. “You’re horrible, just horrible!”

Annie turned the corner and ran into her room. Her clothes were already packed and she thought about grabbing them and running out. She even thought about abandoning all of her ill-gotten gains and leaving bare foot, dressed as she was.

Finding herself moving toward the bathroom, she knew that in her heart she didn’t want to go. Entering the cream colored marbled space, she stood over the sink staring at her reflection in the mirror. A confused girl looked back at her crying. She couldn’t quite understand what she saw. She had always thought of herself as strong and self-reliant. She didn’t need anyone and she was the one that took care of everyone else. Why did she care so much what this stranger thought of her? Why did any of this make her cry? She didn’t understand it.    

Desperately trying to clear her mind, she thought about the collar again. She decided that it definitely wasn’t for a dog. The outside wasn’t made of leather like she had first thought. It looked more like a decorated silk or satin. Whatever it was, it was made for a human. Was it supposed to be for her? She wondered. If so, why?

Annie cleared her mind feeling her old self returning. It felt like she was sliding out of a pair of heels and sliding into a pair of slippers. She remembered that she didn’t need anything that her benefactor had, but with more of her old self back, she felt an idea gnawing its way into her consciousness. She didn’t need anything her lover had to offer, but she did want it. The luxury, pampering and even the sex was unlike anything she had ever experienced. With her dramatic display however, she was sure that she had lost it all.

The more she remembered the life that lay waiting for her once she stepped outside the penthouse door, the more her heart hurt. She hadn’t realized how hard her previous life had been until this moment, and the thought of returning to it brought tears to her eyes.

“May I?” A rich, resonant voice asked from the doorway.

Annie looked into the mirror toward her benefactor. Quickly wiping her tears, she again attempted to pull herself together. “Yes,” she said feeling like a foolish child.

Walking in, he carried the glass case in his hand. Annie eyed it not knowing what to think. Sliding it onto the counter, he stepped behind her and looked at her sweet, innocent face in the mirror. Wiping her eyes, Annie searched for her strength.

“Do you know what that is?” Her benefactor asked dismissing her dramatic show of emotions.

Annie looked at the case again. “It’s some type of collar.”

“What it is, is a symbol. Wearing it says that you are mine and I will protect you.”

She looked at his reflection in the mirror. To her surprise, he looked noble and sincere.

“What it says is that I will stop at nothing to keep you safe and to give you whatever you ask for.”

Annie was stunned. She hadn’t thought that someone like him was capable of such depth. And with that came her realization that she didn’t actually know anything about him. The man in her fantasies had been a Disney prince. The man that caressed her folds on the balcony the night before was a rogue. But perhaps none of them were who he was. Maybe he was someone else entirely who was capable of kindness and sincerity. Maybe the collar wasn’t an insult but a gift; the greatest gift that a man could offer to a woman.

“What would I have to do in return?” Annie asked trying to ground herself.

“You would have to please me.”

The words hung in the room like seductive cologne. It did something to her that she could never have imagined, it made her want him more.

Annie turned to the glass case and took it into her hands. Removing the collar she found it exquisite. The artistry and craftsmanship put into it was evident and she imagined that it would fit her neck perfectly.

Rolling the collar in her hands, she unbuckled the gold buckle. The whole thing had almost no weight to it. Rubbing her fingers on the soft inside where the buckles latched, she could feel no evidence of it. This collar was created so it never had to be taken off, and remembering the feeling of his hands around her neck, she rubbed the soft underbelly against her throat. Wondering how it would feel latched, she automatically latched it while looking at herself in the mirror. Staring at her reflection she realized what she had done. It was on. She was now his.

Annie continued to stare into the mirror again wondering who it was looking back. The collar was on her and she couldn’t seem to lift her arms to take it off. Examining her refection again, she had to admit that there was a part of her that wanted to feel safe and taken care of, and that part had won in its battle with the struggling survivalist.

Unable to look him in the eyes, she saw flashes of her possessor when he leaned down and kissed her collar. It seemed as though he was paying his respects to it. He kissed it like it was a sacred artifact. He respected it, and in turn slid his hands down her body like she was a goddess. Annie loved it.

Closing her eyes she allowed her head to fall back giving him easier access to the collar. Although she couldn’t feel the buckle, she could feel the warmth of his lips. She wasn’t sure how, but she didn’t question it. And when his hands slid up her skirt and pulled her panties down, she wanted more.

Reaching her arm back she took her man’s hair in her hand. She had never even had a real boyfriend before and here she was, the choice of a man who had to be one of the most eligible men in the world. Finding herself aroused again, Annie pushed her hips back onto his naked pelvis.

As her hips went in search of his, they met with a surprise. Instead of her first touching the tops of his meaty thighs, it was his oversized cock. Where it touched her wasn’t her hungry, engorged lips, but a crevice she never imagined him craving.

Annie tried to pull her hips away but was stopped by his strong hands.

‘You have to please me,’ she kept hearing repeated in her mind. ‘Is this what he meant?’

When Annie felt the muscle of her darkened cherry pull apart, her knees wobbled. Wondering what she had gotten herself into, her thoughts were interrupted when she heard herself moan. The sound wasn’t what she had expected though, it sounded like lust.

‘I’m enjoying this,’ she realized. ‘Somehow, this feels good.’

Annie shifted her mind to the waves of painful pleasure that wafted through her. It was almost too much, but not quite. It was on the edge of what she could take, but not more. Unsure of what to do next, she reached down for her neglected clit and rubbed it. The two sensations were nearly unbearable together. When her possessor’s groans increased signaling his explosive end, she rubbed harder to join him.  When he rumbled and shook eventually exploding with a powerful fountain of juices, Annie erupted with hers.

Clutching her and pushing himself in as far as he could go, eventually he slowed to a stop. Gathering herself faster than she had before, Annie considered what had just happened. She had given herself to a magnificent stranger, mind and body, in exchange for something she didn’t even know she wanted; to be taken care of. She knew that there was no turning back now, and even if she did, she would never be the same.

In the darkness of her closed eyes she could admit that there was something in their arrangement that made her happy. Her life before him had been difficult and chaste, but a new person was now emerging, and this one would be a woman. Annie could feel that this new woman knew what she wanted, and reaching back placing her hand on her lover’s naked hip she let him know.

“I know what I want,” Annie said opening her eyes.

“Name it and it is yours,” he replied basking in the glow of her unbridled passion.

“I want you to make me as rich as you,” she declared confidently.

“I shall make you one of the richest women in the world,” he replied without a moment of hesitation.

Hearing his words, Annie looked at her benefactor in the mirror. ‘Could any of this be true?’ She wondered. ‘Would he now give me anything I want?’

Looking at the way he rubbed his face on the silken collar around her neck, she decided that he just might. The only question for Annie now was the one gently poking through the fantasy that threatened to consume her soul. It was, ‘why her?’ The answer was one that she could never have imagined, and it would change her forever.


The end.





Serving the Billionaire


Rachel crossed the restaurant when she saw him. He was as gorgeous in person as he was on television. ‘Brick Bison, Billionaire Bachelor’ was her favorite reality show. On it, Brick was looking for a wife. From a selection of 12 women, Brick had to choose one.

Rachel had liked the woman that he chose. She reminded Rachel of herself. Lara, like herself, was a Midwestern girl. Like Rachel, she was blonde and fresh-faced. They were about the same age and had a similar build. Rachel could imagine herself in Brick’s arms instead of Lara. And seeing him in the restaurant without his new fiancée, made her excited.

Rachel stood still watching him from across the room. The hostess was leading him into her section. The restaurant wasn’t busy tonight. This had upset Rachel because she needed the money. But having Brick, the man of her fantasies, in her section, made her night.

She waited for him to settle before she glided over to the table. Looking into his warm blue eyes, Rachel felt her stomach flutter. And when he spoke, she felt weak in the knees.

“Well, how are you doin’ tonight?” He asked with a glowing smile.

It was that smile that had made him a household name. Along with his strong, rugged good looks, his smile won the hearts of women everywhere. Looking at him up close, it was easy to see why.

“I’m,” Rachel could barely speak. “Um, what would you like to eat?’

“Don’t you want my drink order first?” he asked still beaming.

“Yes.” Rachel did her best to pull herself out of her trance. “Sorry,” she offered with an embarrassed chuckle. “What would you like to drink?”

“You got Blue Moon?”


“Then give me one of those.”

Rachel turned and was headed to the bar when she realized that she hadn’t acknowledged his order or gotten the drink order from the man sitting with him. Rachel closed her eyes again embarrassed. Walking back to the table she looked at the man who in any other circumstance would have caused whispers among the waitresses gathered back in the kitchen.

“I’m so sorry,” she apologized giving him her full attention.

“Believe me, I get it. Get me a Blue Moon as well.”

“Two Blue Moons coming right up,” she said finding hints of her usual enthusiasm.

Rachel snuck one more look at Brick as she turned away. His tanned complexion and thick, perfect hair were unchanged from his show’s last television episode. She had used a paused image from that episode to pleasure herself the night it aired. To her, he was perfect beyond words. And standing close enough to him to smell musk with a hint of baby powder, she wasn’t sure how she would make it through her shift without escaping into the bathroom and bringing herself to orgasm.

It was Rachel’s thought of the bathroom that made her remember how she looked. She had had a very difficult drive to work. Her aging car had convinced her that it was on its last legs. It had died once on its way up the Pacific Coast Highway, and if by some miracle it made it home, she knew that she would have to find another way to work tomorrow.

When Rachel had arrived to work, she knew she looked like someone who had just had car problems and she didn’t care. She was clean and tidy as her job required, but her hair was pulled back and her face was makeup-free. Escaping to the bathroom, she corrected that. Standing in front of the mirror, she shook out her hair and applied enough lipstick and blush to enhance what her corn-feed mid-western parents had given her.

Rachel liked what she saw in the mirror by the time she exited. And passing the bar, she found their beers were ready. Throwing them onto a tray she took them over and set them down.

At the table she did her best to not look at Brick. She wasn’t sure if she could hold it together if she did. But when he hesitated with his dinner order, she had to look up at him.

“There you are,” Brick said looking deep into her eyes. “Give me the T-bone with enough flame that it stops mooing, and give me the potatoes, mashed. My buddy here will have the same.”

“I was thinking about the salmon.” The friend turned to Rachel to get her opinion when Brick cut him off.

“You’ll like the steak. He’ll have the steak.”

Rachel wasn’t sure what was going on and looked at the friend for confirmation.

“You heard the man,” the friend said with a smile.

Rachel was double checking what she had written when she felt Brick’s hand on the side of her leg. She immediately returned her gaze to the incredibly handsome man.

“You having a good night tonight?”

Rachel froze at his touch. Already aroused, she felt her loins throb. He could have taken her on the table and she wouldn’t have stopped him. Fighting herself to speak, the most she could say was “Yeah,” before rocking further into his hand and then walking away.

As she left she could hear the friend say, “You’re gonna make her forget our order,” before both chuckled. She couldn’t tell if they were making fun of her, but either way, she knew she had to pull herself together.

Watching him while hiding at the wait station, Rachel did her best to clear her mind. From behind their shoulders she kept close watch of their beers and brought over more when they ran low. But everything she said to them from then on, she did from an arm’s length away offering only a smile as a response to anything not related to their food.

When the gentlemen pushed their empty plates aside, Rachel was again composed enough to speak to them. Planning to share her gaze equally between the two, she failed as she again locked onto Brick’s mesmerizing eyes.

“How was everything?” she asked.

“Delicious,” Brick said giving her his full attention.

“Any room for dessert?”

“I couldn’t eat another bite and the night is young. You have to know your limits,” he said with a smile. “Do you know your limits?” He asked rattling Rachel.

“You first have to find someone to reach them with, so no,” she said barely aware of what she was saying.

“It’s important for a girl to know her limits. What time do you get off? I bet I can help you with that.”

Rachel’s face glowed red as she tried not to react. “I have the late shift. We close at two.”

“Well, maybe I’ll be back here at two.”

She could barely contain herself. Her body tingled and her breathing shortened as she reached for their prepared check. Laying the bill fold on the table she couldn’t think of anything to say. And knowing that she was turning an increasingly brighter shade of red, she spun and sped away.

“You are so red!” Samantha, one of the waitresses said grabbing her shoulder.

Rachel put her palms on her cheeks and jogged to the bathroom. She was red. Everything from her temples to the edge of her chin was redder than she had ever seen. She splashed cold water on her face to no avail. And closing her eyes with her hands planted on her cheeks, she did her best to think of anything other than Brick.

After more than a few minutes, she knew she had to return to her tables. She still wasn’t sure what she was going to say in reply to Brick’s suggestion, but she knew she had to say something. She had never flirted with such an assertive guy before. She didn’t know what she should say.

Rachel’s heart sank when she finally came within view of Brick’s table. It was empty. Scanning the restaurant, she caught the last glimpse of him as he pushed open the door. With Brick turning back to address his friend, he and Rachel made eye contact again. Brick offered her a wink and then left.

Looking around the room as all of the high class Malibu wives turned for a last look at Brick, Rachel’s chest hurt. She had missed her chance. The man that she had fantasized about for the last year was at her table and had offered to show her her limits, and she responded by turning a bright red and running away. She was furious.

‘Maybe he’ll be back,’ Rachel thought consoling herself. ‘Why didn’t you say anything?’ she chided accepting that she would probably never see the gorgeous man again. ‘Why, Rachel?’ Returning to the table, she found that he had left cash in the bill fold. It included a $200 tip.

At her first opportunity, Rachel searched the internet on her phone for the latest on Brick Bison, Billionaire Bachelor. Lara was surprisingly absent from the news stories. There were a few photos of the two of them together after the conclusion of the show, but all signs pointed to him, once again, being a bachelor.

Her next search was for ‘Brick Bison nude.’ The shirtless pictures displaying his rippling abs made her regret her silence even more. Unable to resist reaching down and touching the mounding flesh between her legs, she lightly squeezed them before putting her phone away.

As the end of her shift approached, Rachel kept a close watch on the door. She hoped that she would see him but instead found exiting patrons. After packing up for the night, her hopes were finally lost when she got into her car and took a last look around. The parking lot was empty.

Cranking the engine, Rachel was immediately reminded of the funny sound her car had been making.

“Oh no,” she said under her breath.

She had pushed her luck with her car before and it seemed that she would have to do it again. She found it stressful as it cut off on the way to work, but she had made it. She expected driving home to be the same thing. She thought for a moment about getting a tow truck, but decided against it. She had been sleeping on a friend’s couch for the last month and she had worn out her welcome. She needed all of Brick’s $200 tip as a deposit on a new place. She couldn’t afford to spend any money on a tow truck.

Rachel had made it down the street from the restaurant when her car cut off for the first time. Feeling a pain in her chest, she cranked the engine again. It started immediately. Sitting at the intersection, she again considered getting a tow truck.

‘It would be, like $200,’ she concluded putting the car in gear.

Rachel’s heart raced as she watched the amber colored street lights slowly pass by. Her car was behaving, she thought. The noise was decreasing and she was picking up speed. Turning onto Pacific Coast Highway she began to feel confident. The car had seemed to have gone back to normal, and it was with renewed hope for getting home without a further incident that her car lost power and slowed to a stop. Rachel pulled over to the side of the road and stared straight ahead.

Giving the car a minute, she turned the key again. Nothing happened. Trying again and again, she got the same results. Her car was dead, and as the realization slowly seeped into her consciousness, she felt the weight of the night finally take hold. Rachel cried.

Not knowing what else to do, Rachel leaned forward and put her head on the steering wheel. She felt like everything that could go wrong, had gone wrong all at once. She only had days left at her friends place and now she had no car to help her find another. With her limited upcoming shifts she wouldn’t have enough money for a move, and didn’t even have a male friend who could assist her with any of it. She was feeling very alone in life when, to her surprise, there was a tap on her driver-side window.

Lifting her head, her tear-filled eyes got a glimpse of what had to be an illusion. Peering in inquisitively was Brick. Unable to move as she stared out, he tapped again.

Rachel pressed the button to roll down the window. Nothing happened. Clicking it again and again, she felt the humiliation of it all take effect. Feeling trapped, she looked out at Brick who was now pointing at the door lock. Unlocking it, Brick opened the door and squatted in front of her.

“Are you having car problems?”

Unlike at the restaurant, Brick’s voice had a warm, comforting tone to it. It relaxed her. His voice made her want to curl into his skin and never leave.

“Yeah, my car doesn’t want to start,” she confessed trying to pull herself together.

“Well, that’s not good. Do you need me to call someone?”

Rachel looked away searching through her mind for who she could call. She had no one. Turning back to him with her face contorting, she felt the warm touch of his large hand on her face.

“Come with me.”

Rachel could do nothing but obey. Unbuckling herself, she got out and closed the door behind her. Following him back to the same red two-seater that she had seen in the reality show, he walked her around to the passenger side and opened the door. The car door flipped up instead of outwards and she was speechless as she got in.

Brick, closing the door behind her, circled the car as Rachel looked around. Everything was covered in soft tan leather. The car was hot and dangerous looking, much like Brick. And seeing him slide into the driver’s side, she didn’t care where he was taking her.

“I’ll call a tow truck for you. Where’s home?”

“Redondo Beach.”

Rachel watched Brick as he searched his mind for the location. His eyes subtly whipped away with realization. It was more than 30 minutes away.

“You don’t have to. Really.”

“No. I need to stop by my place first.”

Rachel got excited thinking that she would see where he lived. She had seen the house on TV with its grand staircase, indoor pool and sprawling driveway. It was luxury beyond anything she could imagine. And the idea of visiting it now, led by Brick Bison himself, made her forget about the troublesome car that she was leaving behind.

Brick’s red sports car turned into the hills and snaked up the winding streets. Rachel had never been in this part of Pacific Palisades before. She couldn’t see much past the lines of walled off estates, but it was at the top of the highest hill that his car stopped and an ivy covered gate opened.

Rachel stared with surprise at what she saw. It was even more amazing in person than it was on TV. The lights lining the long driveway created pools illuminating a blend of red, blue, yellow and white flowers that repeated itself everywhere throughout the yard. What she found was more impressive than anything she was prepared for and her heart beat with excitement.

Parking in front of two large elevated oak doors, Brick got out.

“Come,” he ordered with Rachel quickly following.

Rachel slipped into his wake as he flowed toward the mansion’s doors. The doors, to her surprise, were open. And taking a few steps into the palatial estate, Rachel lost her breath at what she saw.

Looking to her left at the grand piano, she remembered how she had fantasized about her, instead of Lara, dancing with him as Harry Connick Jr. played for them. Looking to her right she remember how she had imagined herself instead of Lara taking their first kiss in the raised sitting room over a glass of wine. And looking up at the stairwell, she remembered how much she wanted to be the one who descended them into Brick’s arms as his chosen one.

Rachel’s attention turned back to Brick as he ascended the grand staircase. She wanted to speak to him before he disappeared upstairs. She wanted to remind him that she was there.

“Thank you so much for this?” she blurted out hearing the slight echo that resonated off of the beige marble walls.

Brick turned back to Rachel, stopped and stared at her. Rachel’s loins throbbed under his undressing. She desired him unlike anyone she had ever met. She wanted the romance and mystery from the reality show. She wanted him to whisk her off of her feet and carry her away.

“Come to my room,” Brick ordered in a deep authoritative voice before turning and continuing on.

Rachel wasn’t sure what it was that Brick was suggesting, but if it was her body he wanted, she was only too willing to offer him every part of her. So unlocking herself from the floor, she sped up the carpeted stairs. Turning the bend, she saw where Brick had turned. It was into the room at the end of the hall. They had never shown that room on the TV show and her heart raced imagining what could be inside.

Rachel practically ran down the wide dimly lit hallway. Pausing at the door, her hand shook as she reached forward. Pushing on the door she entered the doorway to find Brick holding a glass of what looked like scotch. He stared at her intensely. She melted under his gaze. And unable to move past the door frame, Brick stepped to her, grabbed the back of her neck and kissed her hard.

Rachel’s mind swam as her body tingled. Lust bubbled through her veins as if it were life itself. And feeling him cradling her head, she lifted onto her toes and pressed against his firm lips as he pried open her mouth.

Twirling and tugging on his wide tongue, Rachel reached up around his neck and let her knees weaken. Brick, holding her with one hand and the scotch with the other, moved her to a side table. Releasing the glass, he grabbed her on the small of her lower back and pulled her stomach onto his clothed cock.

Brick’s wide hand spanned her tiny frame. Gliding it down past the curves below her ass, he slid his hand to the back of her thigh and lifted it. Pushing his throbbing bulge onto her tight uniform pants, she could feel him against her pelvis. And when he lifted her off of the ground lining his cock with her engorged lips, a pulse shot through her loins. Rachel moaned.

Dancing with their tongues, Brick pushed his groin harder onto hers. He was amazingly hard now, and wrapping her legs around his waist she wanted him more than she had ever wanted anyone. She inhaled him like a drug. And immediately needing another hit, she breathed him in again.

Brick turned the two around and headed for the bed. Standing in front of it, he grabbed hold of her by the ribs and ripped her off of him sending her small body flying onto the sheets. Rachel had never been so manhandled and was confused when she looked up from the satin. Quickly reconnecting with his eyes, he stared at her as he yanked off his shirt and shoes then unbuckled his pants. Rachel’s chest heaved with passion. She wanted to remove all of her clothing and lie naked for him, but she couldn’t move.

Brick, his lightly hairy, toned chest in full display, stared down at her like prey. Rachel, still propped on her elbows, tilted her head back showing him her neck. And when she felt Brick’s teeth lightly tighten around it, her body trembled in pleasure.