by Powerone
* * *
It was lonely for two weeks, a few staff members were in the house, but no one her age. Then Frances arrived. It was nice to talk to someone her own age and status. Three weeks later, Eva arrived, and a day later Anna. Jane and Lucille were the last, and they arrived together. They’d known each other before. There was never a seventh. Catherine didn’t know why, but she wouldn’t pry or ask.
They were all sixteen years old, which made it nice. They all had similar bad experiences with their parents meeting untimely deaths or incapacitation caused by the financial crisis. None of them was prepared for a life of poverty, and they were all lucky to be chosen for New Beginnings Orphanage, although they never knew why. They didn’t want to know, content to be in a place that was far more attractive than the city or state facilities.
CHAPTER 4
Catherine Chooses
For Catherine, the last two years was a cloistered life. They had no social interaction except for the staff of the orphanage and each other. There was almost no interaction with men or boys. None of the staff were male, and except for brief glimpses of handymen or delivery boys, they saw none. Yet, this was at an age when a young woman’s hormones raged, and it was difficult to control, especially with the rules on masturbation or girl exploration, although two girls did run afoul of that one time.
As Catherine’s birthday fast approached, six months from now, and her future uncertain, she began to worry. She had long discussions with one of the aides, Pearl. Pearl was no longer married, but she had been before her husband lost their fortune. She was worldly, and no topic was taboo with her. It was from her that Catherine began to learn more of sex and men’s desires. She never had this discussion with her mother, and what Pearl told her surprised her.
Catherine was also the first girl to go outside the orphanage, accompanied by Pearl and under strict supervision. It wasn’t fun shopping trips or educational visits to museums. Pearl took her to soup kitchens, and the both of them ladled food for the long lines of hungry families, or they helped at homeless shelters.
The lines went around the church building as they waited for a chance at a meager hot meal. Catherine hadn’t seen such bad food since the Boston Orphanage, yet the people cried out for seconds, although it was against the rules until all of the people got firsts. It never happened. The line was always longer than the food lasted. It was then that Catherine saw the desperation and hunger in the eyes of the families that got turned away. She saw many girls her age, and they were destitute and their eyes showed their desperation.
In two years, the world had turned to a bad place that Catherine no longer recognized. Not even the wealthy were immune. She saw where she’d lived, now boarded up and in disrepair. The neighbors’ houses weren’t much better. Even the ones occupied suffered neglect. Catherine saw all the people begging on the streets or trying to make a living selling apples or newspapers. She saw the long lines for a single job. She saw the anger and violence on the streets of her once-proud Boston. Stores were boarded up, and people slept in the doorways of building. Thugs stole from the helpless that had little. It was survival of the fittest.
Catherine was surprised that Pearl never tried to tell her it would be all right once she left the orphanage in six months. She took her on numerous visits to help in the soup kitchens and see the poverty that was the way of life for too many. Catherine saw the bleakest life outside, and she grew despondent of her fate.
It was one month before her birthday that the conversations with Pearl began to change. Catherine had forgotten the promise at the beginning when she was the first orphan, but it suddenly popped into her head as if it was a warning or premonition. “You’ll be given an alternative, and you’ll be allowed to choose,” the woman had told her.
“You’ve lived a good life here, Catherine, a chaste life. You’re still a virgin and that is a prized possession. You’re educated, intelligent and beautiful. You know how to manage and interact among the rich. You were brought here for a reason.” Pearl would have to convince her. That was her job.
“What has my virginity got to do with it?” She was confused.
“There are very wealthy men and women that brought you here and funded your living expenses for the last two years. As you noticed, the six of you are beautiful, young women that are coming of age soon. You all had privileged upbringing that should’ve ended when your parents lost their money. These benefactors saved you. I’ve given you a glimpse of what the world is like out there. It’s changed a lot in the two years you’ve stayed here. We’ve looked for family members that might want to take you in, but none of them were forthcoming. They’d been beset by money problems like the rest of the world has.”
“I still don’t understand.”
“Men have desires for young, innocent women. Especially older men, though these men are hardly that old. They’re in their forties, fit and most are handsome and refined. Their wives are younger, in their thirties and are devoted to their husbands’ well-being and happiness. They’ll do anything for them.”
Catherine felt stupid when it dawned on her so suddenly. She never realized she was so unworldly until this very moment. “One of these men wants to take my virginity?”
“Yes, that is true, but there’s more.” Pearl let her digest the answer first.
“He’ll pay to do it, as if I was some cheap whore?” Now she was offended. Was I brought for the last two years to be a whore? Were all of us? “Will they throw me away once he has taken my innocence?”
“No, it’s more than that. These men want well-bred women. They’ll take care of you until you are twenty-five and then give you a stated sum of money to provide for your future. You’ll still be young enough to make a new life, but you’ll have the means to do it on your own terms.”
“Seven years!” She couldn’t believe it. “Won’t they grow tired of me once they take my innocence?”
“There is more than just that, Catherine. You’re not worldly in the pleasures of men and their depravities. You’ll have to play the part of an actress. They love the reluctance and shame of a young virgin surrendering to an older, demanding man. That is what drives their desires. Even after you lose your innocence, they want to see you fight their desires to take you, making you give it up in surrender. What I am proposing is not what you would call normal relations between a man and a woman. There will be more than one person present, sometimes as many as all six couples in attendance. We can talk more about what might be asked of you later. Think about what we talked about and give it serious consideration. It could be the most important decision in your life.”
Catherine’s head was clouded with such depraved visions. She went back to her room, the indecision as bad as the thought of what would happen on the street next month if she was released. Pearl told her not to talk to the other girls. Pearl would have the same discussion with them when it was their time.
* * *
Catherine got a quick education on sex by Pearl in the next month. She couldn’t believe that women would do such things or men would want to. Not only her quim, but they’d also want her mouth. But what was the most degrading act was that they’d take her backside, taking her in a place that wasn’t meant to be penetrated in such a manner. Further discussions grew to bondage, tying her up and taking her as if it was against her will. That was where she’d play the reluctant woman to inspire their lust. Catherine knew that would be easy. She’d naturally be reluctant.
But it was the humiliation of having it all done in front of others that would watch and grow aroused at her shameful acts that bothered her most. Not only men, but also women would watch. Catherine should’ve never asked the question, but she did. “Would women want to touch me, too?” Two of the girls here were caught attempting that.
“Yes, you’d be required to do what the other women would want, also. Men enjoy watching girl sex.”
That shocked her, but she should’ve known. She even felt a twinge of curiosity when she
heard about the two girls that were caught.
Catherine’s education grew with each discussion, but Pearl refused to let her see any books on it. “I don’t want you to lose that reluctance and innocence. You should be surprised the first time.”
But Catherine had never seen a grown man’s prick before, although she’d seen the small penis of a child. But she knew that it got big and hard as a man matured. She wondered how big and hard.
She found out that there was another wing in the house where the ones that selected to stay would live until all six had chosen. They’d also be gone at times, visiting the homes of the six couples or elsewhere for periods of time. They’d have more freedom when visiting. They’d be someone’s niece. It was a nice name for something not so nice. She wondered if everyone would know what being a niece entailed.
It was the final week before Catherine made her decision. It was her first adult decision, and it was the most important. She’d grown up, and she was a woman. She had no parents or relatives to fall back on, and she saw the way the world crumbled outside. She only had one thing to barter and that was her looks and innocence. She’d made the best deal she could using what she had to offer.
“I will take the offer.” She saw the way Pearl’s face brightened at the news. She wondered how the other girls would take it.
“That’s a very mature decision, Catherine. You won’t regret it. I never did.”
Did Pearl have a secret that she never disclosed? Did she end up having to make a similar decision? Is that why she has this job? Catherine never mentioned to Pearl that she’d been having these strange dreams and fantasies. It was about what would happen to her. They weren’t scary or fearful. In fact, they were arousing, and Catherine couldn’t wait until she’d be free to masturbate. She’d have to hide her arousal when it first happened. She remembered that she’d have to act reluctant, even after it happened the first time. They wanted the pleasure of taking her. They didn’t want a woman that would give it up easily. They could buy that with a cheap whore. Catherine would make sure that they got their money’s worth. And she’d hoped that she might enjoy some pleasure in these acts that would be perpetrated on her body.
* * *
They had a birthday party for Catherine. It was a festive occasion, and Catherine got many more gifts than she had in previous years. Most of them were clothes, but what else would a young woman want. Some of them were daring and sexy, but that only made her feel more like a woman. Catherine told the other girls that she’d go live with her uncle that was newly uncovered until she could get on her feet. They’d find out soon enough after all of them had made their decisions in the next six months.
“Some man will be lucky to see you in that,” Anna teased her. The lacey white slip would reveal a large portion of her ample bosom, and the thin material wouldn’t be able to hide erect nipples. All of the girls were excited that Catherine was a woman and could go out into the world to seek her sexual pleasure.
Catherine tried to be festive, but she was torn. Yes, she was a woman, but she’d venture into a strange world she never knew existed. It wouldn’t be with girls her age but older men and women that would teach her the ways of men and their desires. The unknown scared her and also excited her. Will I be able to perform and act the part they want from me?
When the party was over, she said her goodbyes. Her things were packed and in the car that waited outside. She’d be brought back after the first day to live in the other wing, but her first time would happen later that day. She got into the car, and it drove off with her in the back seat by herself for the first time. There was only a driver, no one would chaperone her any longer. She was free to leave if she wanted to, but she had already chosen the other alternative.
It was a nice drive into the country, and Catherine felt good. Her former life in the orphanage was gone. She’d usher in a new chapter that day. She was surprised when she looked out the window and saw the mansion. There was no other way to describe it. It made her old house look like a hovel. Her parent’s wealth paled in comparison to this. She was nervous when the car drove around back instead of the front.
Edward greeted her as he held the door open for her. His cock hardened at the sight of her body. He knew what would transpire today, and even though he wouldn’t participate, the visions of what would happen entered in his head. He’d been with Mr. Lewis for five years now. He handled the more delicate issues that Mr. Lewis got involved in, this one being the most important. He followed the orphanage in detail for the last two years to make sure it ran efficiently. This was the first test of the results, and Edward would make sure that everything went as Mr. Lewis desired.
“Welcome, Miss Catherine,” he watched as she got out. “I’m Edward, and I’ll be your liaison with Mr. Lewis.”
She looked at him, younger than she expected. He was in his early thirties, handsome and dapper, dressed in a nice suit and tie, all prim and proper. She wondered what a liaison did. “Thank you.”
“I’ll take you upstairs so you can freshen up and change your clothes.”
“I’ll need my suitcase.”
“Everything you need is upstairs in the room according to Mr. Lewis’s wishes.”
She should’ve known that this whole thing would be orchestrated. These couples had spent a considerable amount of money in the last two years, and they expected very specific results. “Thank you.”
They went through the kitchen and up a back stairway to the bedrooms upstairs. She was taken to a room, not what she expected. It was nice, as nice as the orphanage, but nothing lavish. It wasn’t where she’d expect to lose her innocence. There must be something more. She saw the clothes on the bed. She’d thought she dressed well before, but it was nothing like this.
She’d heard about them, all the girls did, but with their sheltered life, they never were allowed to go out with boys. It was what they called a flapper dress. It was outrageous, not the staid clothes that they’d worn. It was black, but it was covered in fringe that would shimmer with every movement of her body. It was short, but on the bed was a black garter belt and black stockings. She’d never worn stocking before and hoped that she’d be able to figure out how to put them on with the garter belt. Instead of a camisole, there was the new invention, a brassiere. She held it up. It was a shameless article. It would cover her breasts but nothing else. It had two cups that would cradle her breasts. She had matching black bloomers made of the finest silk she ever touched before. She expected that it would be as if her body was caressed with every step once she dressed.
“You have two hours to get ready. Someone will come for you.” Edward left her without a response. He hoped this went according to the plan. If not, Edward’s position could be eliminated or he’d be replaced. Mr. Lewis paid extremely well for his services and secrecy, and Edward didn’t want to lose this position.
She didn’t know why, but she took a quick bath. She wanted to be fresh. She began to get dressed, starting with the bloomers and then the brassiere. It was a strange garment that went over her shoulders and then was secured in the back with a hook. She pulled on the garter belt and carefully opened the stockings. She knew enough that they would get runs in them if not handled carefully. They were black with a seam up the back. It took a while to get the seam to run straight up her legs. She looked in the mirror and was surprised. She never looked so sexy. She was a woman.
The dress was next. When she moved, it shimmered over every part of her body, from her breasts to her hips. It was as though her body moved sensuously. She found the makeup. They weren’t allowed to wear it, but they were given a good collection of glamour magazines over the years. They might not have gotten out in the world, but they knew what the world wore. She loved the look of ruby-red lips and rouge on her pale skin. It made her features stand out so vividly.
She looked at the clock, fifteen more minutes. Now, she grew nervous. It was about to become a reality, although she knew little of what would happen in reality. That
is what scared her. She paced around the room for fifteen minutes, unable to sit down.
Theodore and Mary were seated in the front. Although they were friends with the other couples for years, Theodore was nervous. This would be the first time that this would happen, although it wouldn’t be the last. All of his friends would see him naked. He’d perform as much as Catherine would. The other couples had arrived and took their seats behind them, as was fitting. Theodore would be the one that took Catherine. The blue velvet upholstered chairs were lush and comfortable, tables near them held their drinks. It was as if they were at a play or symphony, all except for the plain bed in front of them instead of stage.
It was a simple pine bed. There was no footboard to hide the view, but there was a large headboard with sturdy slats. Lying on top of it was the leather straps. The bed might be simple, but it was covered in the finest white silk sheets with a large overstuffed pillow. There were no blankets as none would be needed to hide her body. All of the chairs had a good view of the bed.
The knock on the door made her jump even though the clock said it was the exact time. She opened the door, and there were two men standing there, neither had a smile on their faces. They wore blue shirts and black pants, with suspenders to hold them up. They had small caps on their heads. One of them had a scar next to his mouth that looked as though his lips were always snarled. The other squinted at her as though he was sizing her up. She grew scared quickly by them, not what she expected. They looked like ruffians.
“Com’on,” he ordered her gruffly.
She walked out of the room but not fast enough. With one on each side of her, they held her arms as if she was about to bolt away. They walked down the back stairway but then went into the main part of the house. They passed through a large parlor before they pulled her into a room. It was strange. It was filled with people sitting in chairs, all staring at a single bed in the front. They turned to her as soon as she walked into the room. The men pulled her to the front of the room to face the people in front of her, the bed behind her. They stopped but didn’t let go of her arms.