Divorcee and Debutante

Author's Note: All characters are over 18 years old.

Quick story synopsis so far:

Evelyn Larue is a 19 year old virgin heiress who was living a double life as a cam girl. Garret Anderson is a 44 year old divorced business owner and amateur body builder who hired her as a favor to her father. Eve attempted to embezzle from the company because she enjoys the feeling of taking from men, but was caught, and has now agreed to be completely subservient to Garret so he won't ruin her life.

***

Garret had spoken with Janet about Miss Larue and having her sent to his office. He had expressed his thanks for Janet's hard work managing the difficult young woman, and said that he was fed up with the situation himself. He told her that he was going to have a very stern talk with her before driving her back to her father's house on Garret's way home. Janet had seemed remarkably relieved, and he felt bad about the fact that he had left her to try to manage the delicate situation on her own while he had been failing to run his own company for all those weeks.

He left his office shortly after Eve did and headed for the garage. He knew that multiple employees would have seen that the two of them were talking, and he guessed that Eve looked sufficiently chastised so that they would assume he had been chewing her out for the past twenty minutes. Him leaving with her in his car hopefully wouldn't make anyone too curious, since everyone knew who she was and that Garret and Jacques had a friendly relationship, but if he could avoid having that particular detail added to the rumor mill it would be better for him. It was still a few minutes before five, so if he left now there probably wouldn't be any direct witnesses.

Heading to the garage, he checked the time. He was pleased that the afternoon had gone pretty much as he had planned it, and he'd received very limited pushback from Eve. While she certainly wasn't used to bowing to someone else's authority like this, she seemed to be naturally submissive and once he had taken her down a notch she had quickly started to obey.

He had just gotten in the car and started warming it up when she walked out, looking around uncertainly to figure out which car was his. He pulled out and went towards her, stopping next to her and rolling down his passenger window.

"Get in, princess, and hand me your phone," he commanded, using the pet name he had heard her father use once or twice before, just to aggravate her. She frowned at him using the term but complied quickly while he pocketed the phone. He guessed that she didn't want to be seen with him any more than he did.

"Duck down and put this coat over you," he said, handing her his jacket, and she gratefully complied. She wasn't exactly hidden but anyone looking at the car casually from the outside wouldn't immediately know he had a passenger.

After they were out of the garage and safely out of range of any likely employees seeing them together, he pulled the jacket off and she slowly sat up.

"Where are you taking me," she asked quietly, and then quickly added "Sir," as she remembered his earlier threat.

"We're going shopping," he said, sounding amused. She looked surprised, and worried, but stayed silent.

"While we're there, only refer to me as Sir, and your name is 'Princess.' Got it?"

"Yes sir," she said softly. She looked even more worried now, completely unsure of what to expect.

Garret had made an appointment at a full-service vintage-style clothing shop in town that took evening customers, for a price. He hadn't been sure that they would get this far today, but he had booked the time just in case they did. He knew that Eve was likely expecting something sinister, but for the most part they really had come here just to buy her a couple outfits.

They pulled into the small parking lot for the shop, which was mostly empty now after regular store hours, and Garret turned to her in the car. They were a few minutes early for the appointment so he decided to take care of some other details.

"Remember that you obey everything I say, when I say it. Now, give me your purse," he said, holding out his hand. She quickly handed it over, although she obviously hated it almost as much as she had hated giving over her phone earlier.

He opened it and went through it quickly, finding her billfold and taking her credit cards and putting them in his own pocket. He looked around in the purse for a minute after that, pulling out her purple lipstick and a couple other makeup items he didn't approve of and throwing them in a bag to trash later.

"I'll be paying for this tonight," he said, "and I'll also be holding on to your credit and debit cards while you're my property this year. Don't worry though, I'm not a thief," he finished with a wink, making her scowl back at him.

After another minute, at the bottom of her purse he found what looked like another lipstick, but once turned it started to vibrate, causing Eve to turn bright red with embarrassment.

"Well," he said with a chuckle, "you definitely won't be needing this either," and threw that in the bag as well before handing the purse back to her.

***

Eve hated the way he casually went through her things. He was going to hold on to her credit cards too?

"Sir, what if I need to buy something?" she asked in her best attempt at a respectful tone, hoping to get the cards back. "My father will know something is going on if I don't have my cards."

"Well then you'll just have to nicely ask permission to use them, now won't you?" he replied with a smile. "Come on, it's time for us to head in to the store."

She followed his lead as he got out of the car and led her to the door. He pushed a buzzer and gave his name, and after a moment the door unlocked and a thin and pretty middle-aged woman let them in. The woman raised her eyebrows slightly at Eve's outfit, but didn't say anything out loud. Eve noted that the woman was wearing a polka dot halterneck dress with a wide white belt at the waist and low heels, and looked like she was straight out of the 1950s.

Mr Anderson was talking to the worker, and she vaguely noticed him handing her some cash, but Eve was too distracted to really notice what they were saying. As she looked around the store, it seemed like everything was in a vintage style, and while the quality was obviously high the styles were also extremely modest compared to what she was used to wearing. This hadn't been what she had expected, at all, when he said that her clothing choices had been unacceptable.

She was pulled from her thoughts as Mr Anderson gently touched her arm and led her over to the woman.

"Princess, this is Sandra, who will be getting you measured tonight for your new dresses. Just follow her instructions and I'll be out here waiting for you," he said.

Eve nodded, not wanting to say anything to him in front of the woman because she didn't want to have to call him 'sir', and followed Sandra back to a fitting room where she was quickly and efficiently measured. Sandra seemed happy, and Eve realized that Mr Anderson had probably given her some extra money to minimize how many questions she asked about the 'couple'. She didn't say much to Eve beyond telling her how to stand while the measurements were done, and Eve said as little as possible also.

She was overwhelmed with how quickly everything seemed to be happening. Just a few hours ago she had been a free woman, getting away with whatever she wanted, and now she was being measured for dresses because some man had told her to do it.

Sandra left after the measurements were done, and a few minutes later came back with several dresses that she handed to Eve and directed her to a small changing room.

I don't even get to pick which dresses I try on,

Eve thought bitterly. She had never before been ordered around like this.

Even worse, she realized, was that the dresses were all either green, or pink...

***

Garret had selected a few different styles that reminded him most of what a secretary in the 1950s would wear. The long sleeved, collared green dress with white buttons down the top and a bow tied at the waist was not intended to be outright sexy, but Eve made it look stunning when she came out to model it for him. Her slim waist was highlighted by the bow tied at it, and her ample bosom was very obvious even though it was fully covered.

They had paired it with white Mary Jane pumps with a four inch heel, which showcased her shapely calves and also tightened her butt. He smiled appreciatively, and indicated that she should do a turn to show him the back, which she obediently did. Her ass was very nicely highlighted by the cut of the knee length pencil dress, and he did his best to conceal just how turned on the sight was making him.

"Great, we'll definitely take this one," he said happily. "Now let's see the others."

He bought two of the three dresses, and Eve was given no choice in the matter. The first dress had been quickly tailored to fit her measurements while she tried on the other two, and then they waited silently for fifteen minutes at the end while the second dress was also finished. He had her change into the green dress, and made a mental note to ban her from ever wearing the color purple again. He'd noticed that she seemed to strongly prefer wearing that, or red, at the office, although he wasn't sure why since it didn't suit her nearly as well as the green did. The dress was somehow much sexier than the slutty ensemble she had worn earlier, even though it covered much more. Style and class definitely made a difference.

Garret quickly set up the next appointments for the evening on his phone, while Eve sat silently beside him. Garret of course knew that it hadn't actually been Eve who had constantly been on her phone and ignoring him on his recent date, but he didn't really care. He was very sure that Eve would have done the exact same thing if it had been her instead of Sarah. It felt good to make her wait quietly for him, and he was somewhat amused when he noticed that she was fidgeting nervously while he made her sit there.

***

They left shortly after the tailoring was complete on the second dress, and Eve wondered what else would be happening that evening. It was still early, just before 7PM, although she would have sworn it was later until she saw the clock in his car. Without her phone, she had felt weirdly naked and helpless in the shop, unable to even check the time for herself. She hated knowing that it was right in his pocket, but hadn't wanted to ask him for it while someone could possibly hear her. It would be just too embarrassing for someone else to know that he had taken it from her like she was a child. But a few minutes after he started driving, she couldn't take it anymore.

"May I please have my phone back, sir?" she asked, using the sweetest voice she possibly could muster.

"No," he answered simply, causing her to actually twitch with rage in her seat.

"Why not? When will you give it back?" she asked, unable to stop herself, before quickly adding, "Sir."

Mr Anderson sighed and glanced over at her with an amused expression as he drove.

"Okay," he said, and she was momentarily elated that he had given in. If she could get him to change his mind about something, no matter how small, that would mean that she had regained some small amount of control of her life.

"I guess it's time to go over some rules with you," he continued, demolishing her hopes that she had been able to sway him and regain some small amount of autonomy.

"First, you do not speak unless first spoken to. If you need to ask for something, you may say 'Excuse me sir,' but if I tell you to wait to ask your question then you have to wait until I say so. And always respond verbally when I ask you a question, never just nod or shake your head. Do you understand?"

"Yes, sir," she answered stiffly.

"Okay, second rule: When we're together, you keep your head bowed and eyes down except when you're speaking, or unless I tell you otherwise. I might remove this rule later but for now you need some reminders that you aren't in charge anymore, got it?"

"Yes... sir," she said, gritting her teeth a little.

He proceeded to list off more rules: No wearing purple, at all. Always wear high heels, but never wedges and never thicker heels. Just stilettos and pumps with thin or cone heels, and he would approve them in advance. He would also approve of her makeup before she left the house, and he would be sending her examples of how he wanted it done. She was not allowed to cut or dye her hair, and he would tell her how he wanted it to be styled. For her clothes, she had to send him a picture of her outfit for the next day, each evening before bed, and he had to approve it in advance, or he would select an outfit for her if he felt like it.

Eve fumed internally, beginning to feel just how completely he intended to control her over the next year. The dress wasn't terrible, although she wasn't happy with the color or the older style, but she could have lived with that. The rule about purple, which he had clearly made just because he could tell it was her favorite, made her angry but she still felt like she had a decent amount of autonomy. But needing his approval in advance of the makeup she wore, her entire outfit, and the shoes that she wore definitely made her feel like she was his slave.

But what could she do about it? She had agreed to this, because she didn't have a better option, and now that he'd copied the data off of her phone he now likely had even more leverage over her. She just had to suffer through it for the next year, unless her father did her a favor and died before then.

"Yes, sir," she said after he explained the last rule, straining to keep her voice neutral. He had just parked the car in a spot next to a small strip mall in a nice part of town, and she began to dread whatever he was going to make her do at this second destination.

"Well come on then," he said, getting out of the car. "We're at our next stop."

She followed him into a nail salon and here there were other actual customers. There were some curious looks at the pair, since he was clearly much older than her, but mainly it seemed like the women were looking appreciatively at Mr Anderson. For a total asshole, she had to admit that he was a very attractive man. The salon was fairly nice, but she always had in-home service for her nails and would never have considered coming to a place like this.

He spoke to a girl at the front and mentioned something about an appointment, and they were led to a more private area towards the back where they indicated a chair for her to sit in. Again, he spoke quietly to the worker when she came up and the small Asian woman nodded attentively before going to get supplies. Again, it seemed that Eve would get absolutely no say in what was going to happen.

It turned out that he was having her purple nails removed and replaced with white French tips. It was a simple, elegant look but it just reminded her of what her father had tried to get her to do in years past. Now, however, she didn't get a choice.

The appointment went very quickly and was over in about a half an hour, and then she was directed back into his car again. She wondered briefly about what the point of all of this had been. He had told her that she belonged to him for a year, but instead of fucking her or making her suck his cock he was driving her around and making her change her look? She never would have expected this.

The next stop was a hair salon, which she had sort of expected at this point. They followed the pattern of going in, Mr Anderson talking to someone, and then Eve being led back to have something done without anyone asking what her preferences were. It was clear from her past experiences that her hair was being dyed and then given highlights and layers, but she had no idea what color it would be. Even when it was done, the woman didn't bring her a mirror, and instead showed her to Mr Anderson instead. He must have paid them extra to follow his specific instructions, she realized.

After he had approved of the result and they were heading out, she finally caught a glimpse of her hair in the mirror and was a little shocked. Instead of making it bright pink or red or something else extreme to humiliate her, he had had them put it back to her natural honey-blonde. How had he known what her natural hair color was? Had he looked up old pictures of her? Or was it just a coincidence?

They drove to her home next, since it was after 9PM, and he had her give him the gate codes on the way through the private neighborhood and then to her father's mansion.

So Mr Anderson really wasn't going to have sex with her? She was actually a bit offended!

"You have five minutes to bring down your cam laptop, webcam, and every sex toy you've used on camera," he said. "Throw it all in a bag and come back down to the car. Don't log on, don't do anything but bag it up and bring it down. After that, you'll get your phone back. Understood?"

Eve nodded angrily and said a barely audible, "Yes, sir," before exiting the car and heading into her suite of the house through the side door. He had definitely thought this through, and he was smart, she had to admit that. Without her laptop or any way to buy another one, it would be difficult for her to do anything to try to get out from under his control. Having her phone would help, but she guessed that whatever software he'd loaded onto it would probably be spying on her, so that wasn't really an option either.

When she got to her room she considered keeping some things from her cam shows, just so she could know that she had defied him, but what was the point? He would probably go through her shows and make sure everything was accounted for and she'd get caught. Plus, what good would it really do her to have that stuff now?

So she followed orders, threw it all in a bag, and headed back downstairs to his car. True to his word, he handed back the phone after she gave him the bag.

"Okay, that was a good start," he said amiably. "You won't need a ride home from work tomorrow either because you'll be going out with coworkers again. You'll be home before 10 PM. Wear this outfit that you have on now, and do your hair and makeup based off the pictures and links I sent your phone. Be at my office at nine sharp."

"Oh," he said, grabbing a small bag from the car and handing it to her, "and wear a pair of these under that dress. There's also a makeup kit with the right colors in there. Any questions?"

"No, sir," she said, both confused and relieved that she was apparently released for the evening. She glanced in the store bag he had given her and saw what she could guess were very small, white, g-string thong panties.

"Then I'll see you tomorrow morning, princess," he said with a wink, making her grit her teeth at what felt like his mockery of her. And with that he got back in his car and left.

***

Garret drove home from the Larue mansion, going over all the events of the afternoon in his mind as he drove. A large part of him had wanted to move things much more quickly. He could have at least made her blow him in his office before they left. But his calmer, more rational side preferred the slow and methodical approach and he was confident that it would be better in the long run.

Really, it just wouldn't have felt right to do something sexual with her earlier. He wanted to show his power and authority over her, and to have her really feel it, before anything happened between them physically. Changing her look and lifestyle would start that process in her mind, and also in his. He could tell at times that she was struggling to accept his power over her in these smaller ways, and he wanted to give her a little time to adjust.