"Maid. Why don't you get me another drink of wine?" Regina said and handed the glass to Natasha. "Jacqueline will show you where it is."
Natasha hesitated. Her longing to be controlled jumped at the opportunity to slowly corrupt her mind again. She had suppressed it for so long, that only someone with enough dominance and respect could reignite it. Regina had both. Would it really hurt to pretend to be a maid? It might even be fun. Natasha decided to play along.
"Yes, Mrs. Winchester." Natasha said.
Without saying a word, Jacqueline turned and walked down the hall. Natasha followed, her posture that of a submissive, obedient slave. Jacqueline hardly talked unless addressing Regina with the proper respect. She probably found it amusing that Natasha was trying to do her job. They entered the kitchen where select wine's from the cellar were on display in the far corner. Jacqueline grabbed a bottle from the bottom right and handed it to Natasha. It seemed so long ago that Natasha had to open her own bottle of wine. With the help of an electric wine, Natasha was pouring the wine in no time and was ready to serve Regina.
As she headed towards the door, Regina's husband, Tom, entered blocking her path. He was as handsome as she imagined and far more successful than Dorian. Despite her strong friendship with Regina, the two wives never got together with their husbands on a couples date. Tom and Dorian ran in two different circles and they never felt the need to indulge in their wives requests. He stopped and stared at Natasha.
"Regina never told me we hired a new maid. What's your name?"
Natasha's mind went to the most appropriate name.
"Tasha, sir."
He smiled and openly checked her body out.
"Great pick on the uniform too." Tom said. He looked at Jacqueline and back at Natasha.
"Actually I came her to request Jacqueline, but do you mind joining me outside? I have a few business associates coming for a meeting."
Natasha looked at Jacqueline who remained silent and staring ahead. If there was a time to break character this was it. Her submissive nature was screaming to get out, to experience the dominance she lacked for so long. Tom's charming smile and smooth deep voice, reignited many fantasies she had about being taken by a man.
"Yes, sir." Natasha said.
Natasha handed the glass to Jacqueline.
"Please take this to Mrs. Winchester." Natasha said.
Tom brought Natasha through the beautifully manicured backyard to another part of the estate. There were scantily clad women lounging around and other servers standing around with an assortment of beverages and finger foods. Natasha felt overdressed at the sight of the other women and her envious nature kicked. Her and Dorian were extremely well off, but not well off enough to afford double the service staff. Not to mention the women, but they were likely there more for the free amenities than being paid.
Their final destination was an enclosed screen gazebo where a conference room was set up. The table was laid out with snacks and glasses for beverages as well as a personal gift for each associate. Judging on the size of the box, it was likely an expensive watch. Natasha was told to stand in the corner and wait for further instructions. Her main job was to refill any drink during the meeting. She stood and waited as Tom left.
Outside, she could hear the shouting and chatter of the young women enjoying themselves around the pool. No doubt this was a ploy to relax the guests and signal what life could be like if they decided to do whatever deal was being discussed. Dorian explored similar methods, but never followed through after calculating the costs.
The wait was long and left plenty of time for Natasha to reflect on her predicament. On many occasions, she made her maids wait and wait. It was boring and demeaning. Their life was put on hold because their owner may need them eventually. Natasha looked down at her uniform and felt its tightness against her body. Now she knew how Sophia felt. The obedience. Staring ahead patiently waiting. Natasha had many plans after her visit with Regina and now she was stuck standing around Regina's house, waiting on her temporary owner. She would be so annoyed if she wasn't so turned on.
After two hours, Tom finally showed up with two older gentlemen. He brought them inside and had them sit down. The differences in style between Tom and her husband was evident in every little detail. Dorian would have a maid or servant bring the guests in to the meeting. Tom was more personal, and it likely allowed him to talk a bit more about himself and his house as he lead them through a prepared path. It's always the little things.
"This is my lovely maid, Tasha. Let her know if you need a top up."
Her annoyance at the wait was dissipated by Tom's smile. Tasha made eye contact and smiled at both men. She had a job to do now. The meeting was more formal than she expected given the atmosphere outside. Natasha only had to refill their drinks once and remained in the corner for the rest of the meeting. Sometimes she caught both mens' wandering eyes towards her like she was another piece of art in the well-decorated office. She found the attention rather flattering given her age. She was by no means as attractive as any of the eye candy flaunting their tits and asses out in the pool area, but she was still sexually attractive none-the-less. A MILF by modern standards as she'd been told many times.
Once the meeting concluded, Tom lead the gentlemen outside and they were flocked by the women. He returned to the conference room.
"You did well today." Tom said.
"Thank you, Mr. Winchester."
"Please call me Tom." He smiled.
Natasha knew where this was going. She used it many times on new maids. Naive and eager to please. They were open to any suggestions to leave a favorable impression and make their owner's lives easier.
"Can you grab those two glasses?" Tom said.
Natasha grabbed the two glasses and followed Tom to the back kitchen. She placed them on the counter next to his and waited for her next command. Tom didn't even bother shutting the kitchen door for privacy.
"I never seem to get a say in the new maids, but Reg sure knows how to pick them." Tom said. "You're older and a bit more mature. I like that."
His hand tucked her hair behind her ear. It reminded her of the time Dorian used to do that when they first met. It was always the first step in the courting process.
"You have children?" Tom asked.
Natasha nodded. "Two."
Tom smiled. "A MILF. Even better."
She always hated the term MILF. It was supposed to encompass all mothers, but porn shaped into the image of a blond bimbo with big tits. She wondered if that was how Tom saw her. A dumb blond. She was smarter than he knew, and she knew exactly what he was doing. But was she really smarter if she let him do it anyway? If she acted like a dumb bimbo and indulged him in his fantasies was that still a part of her or was she simply role playing the part?
"Did I do a good job today?" Tom said.
"Yes, sir."
"I think I could use a reward too, don't you?"
"Yes, sir."
"Why don't you get down on your knees and give me my reward and that will be your reward." Tom said.
How lucky of her to be able to suck his cock. She laughed internally at his attempt to reward her. He waited patiently. She could see movement below. All she had to do was tell him who she really was and walk out of there. There was nothing to gain from going through with it. On the other side, she already committed so much. Waiting around for 2 hours, waiting on the men like a servant. She certainly played the part to perfection. If she knelt and took that cock in her mouth, she may be sealing her fate as Tom's maid. He would expect her there every day on call just like Natasha expected Sophia there every day. Could she be Tom's maid every day? It's not like she did anything else important. She'd be making less than both Jacqueline and Sophia doing the same work.
Tom's hands gently grabbed her shoulders and slowly pushed her down. She didn't resist. Once her knees touched the ground, she knelt submissively in front of him. He unzipped his pants and pulled out his flaccid cock. This was her last chance. Tom wasted no time and gently pushed the back of her head forward. She had no choice but to open her mouth and accept him. The cock pulsed as it grew in her mouth. Tasha, the slut from her college years, took over and she expertly worked her hand and mouth slobbering up and down his manhood. Her professional image went out the window as the college slut emerged gagging and salivating all over his lubed up shaft.
Tom enjoyed the performance and finished with a load all over her face. As a bonus for a good job, he had her clean the rest of his cock before putting it away. She waited submissively on her knees for further instruction. The semen and saliva dripping onto the black uniform below. She couldn't believe she did it. It felt so liberating to finally be a slut again and be completely dominated by a man.
"So are you a live-in maid or?"
"I live somewhere else." Natasha said. "My hours are flexible in the day."
"I like you. Obedient, perfect service." Tom said. "I think Regina's going to have to find her own personal maid."
Once Tom talked to Regina, it was going to be official. She had no reason to believe her friend wouldn't go along with it. With the kids at school, Dorian working and Sophia and the rest of the staff watching the house, she could try being a maid for a bit. And despite knowing the tricks he was using, sucking Tom's cock was rewarding. She performed a service admirably and she was rewarded with cock. Just like her college days. Natasha stood up and at attention.
"I will be pleased to serve you, Mr. Winchester."
