The Maid's Uniform Ch. 05

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Author's Note:

The long awaited next chapter is here! The wait between the next will be shorter, but I would appreciated plenty of feedback. There is a certain kink that is lightly touched on, and I don't want to cross the line, so please be vocal on anything that you didn't enjoy!

***

Brad

Brad picked at his broccoli, nervously waiting for a text from his crush. After receiving permission from Sophia to throw a pool party, Brad had not held back on the guest list. But the one person that he wanted to hear from the most was Elektra, the hottest girl in his school. Because she had just broken up with her boyfriend and Brad was sure he hadn't been friend zoned yet, this was his only chance to make a move. Even if he got with Elektra for just a short time and then they broke up, the social proof of being with her meant more babes in the future. Not that Brad wanted it to be like that, but it was a win win situation.

Dorian sat at the table and sitting next to him was Sophia wearing one of Natasha's dresses. Brad had walked in on his mom wearing the maid's uniform and didn't really want to discuss the implications. All he had wanted was approval to have friends over. There was no reason to dwell on whatever his mom was getting out of wearing the help's uniform.

However, things seemed even more out of whack now. Not even a month ago, Sophia was eating food off the floor and now she had a seat at the table. Brad liked Sophia, so he was happy to see her enjoying herself, but he had no idea what was going on.

"Where's mom?" Brad asked.

Sophia looked at Dorian who nodded as if giving her permission.

"Bradley, your mother's going through, shall we say, a little mid-life crisis." Sophia said. "Her boring routine of having everything has finally caught up with her and she wanted to do something different for a little fun."

On cue, Natasha came in from the kitchen and put down a platter of food. Then she stood off to the side at attention. For Brad, seeing his mother as an obedient maid went against everything that he had experienced from childhood until now. She had been a bitch and a hard ass, who didn't take shit from anyone. That was a far cry from the dolled-up maid, now obediently waiting for someone to tell her what to do.

"I'm still good to have my pool party, right?" Brad asked.

"Oh, of course sweetheart." Sophia said. "The last thing I would want for you is to lose your opportunity to impress that girl."

Brad's face went redder than a tomato.

"Oh, don't be embarrassed. We've all been there." Dorian chimed in.

"I actually have another surprise for you." Sophia said. "Not only is your mother going to be serving the guests at your pool party, but..."

Sophia snapped her fingers and Maddie walked out of the kitchen wearing a revealing maid uniform identical to Natasha's with the same blank stare. Maddie placed a tray of cookies in front of Brad and then, like her mother, moved to the side and stood completely still.

Brad couldn't believe his eyes. He didn't know if staring was appropriate, but he couldn't fathom how someone as strong willed as his sister would choose to wear such a revealing outfit in front of her parents. As much as their mother feared Maddie turning into a whore, her reputation at school was that she wasn't worth the trouble. It had gotten to a point that men were actually afraid to ask her out because of the games she played to defer any sexual activity. However, the overbearing behavior from Natasha had begun producing the opposite effect. Although Maddie hadn't slept with very many guys, Brad had heard rumors that she was definitely starting to talk with potential one-night stands.

And like her mother, now Maddie stood like an obedient maid. Was this Sophia's doing? Why did they both all of a sudden want to become the help?

"Both your mother and sister will be drink girls at your party, how does that sound?" Sophia asked.

Brad bit his tongue. Both his mom and sister were hot, he would admit that much. And he knew having them serve drinks in bikinis was going to attract a lot of male attention. Which maybe wasn't a bad thing. The less competition he had for Elektra, the better.

"So, do they like do anything I ask?"

"Did I do everything you asked?" Sophia retorted with a raised eyebrow.

Well, it didn't hurt to test the limits.

***

Maddie

Maddie stood off to the side. She spent every second thinking that she should just run out of the room and go back to her normal life. However, what had happened with her friends was one of the hottest things that she had ever experienced. It was no secret that she had looked down on them for being less wealthy, but being held down until she had licked each of their pussies to climax was so degrading, yet so hot.

But that was for one night and Maddie had been ready to return to normal the next day. However, Sophia had other ideas. Unbeknownst to Maddie, Sophia had documented the entire experience, and now had videos of Maddie pleasuring her friends. It would be social suicide if they ever got released. Not that serving drinks at Brad's party was going to be any better. But Sophia had made it clear that if Maddie didn't cooperate, she would deeply regret it.

Maddie had received her own uniform and was told that she would be serving as a maid just like Natasha. Sophia was secretly the most infatuating and interesting person that Maddie had ever met, and the former maid was just getting started at sinking her dominant claws into both Maddie and Natasha. It had become pretty clear how she got Maddie's domineering mother under control. The sexy foreign maid was just the right kind of hot and the right kind of playful to make it easy to fall under her spell.

The next humiliating experience that Sophia had initiated was letting Dorian and Brad see Maddie in this new state. Maddie couldn't even make eye contact with either of them because of how embarrassed she was. When Maddie had Natasha on her knees it was such a rush of power, but now, being on the other side, it was a different rush. A pleasurable rush. The act of following commands and being bossed around turned Maddie on a lot more than she had realized. With the two blondes standing in their uniforms, clearly it was a genetic thing.

"Maddie, feed me those grapes." Brad said, breaking Maddie's train of thought.

Without hesitation, Maddie grabbed the grapes from the middle of the table and then walked over to her brother. Without making eye contact, one by one, she fed the grapes to her twin, like an Egyptian slave girl feeding a pharaoh.

"I can get used to this." Brad said in between grapes. He then looked at his mother. "Mom, give me a shoulder massage."

Natasha walked over and started massaging her son's shoulders. From the corner of her eye, she saw Brad's smile get wider. Maddie couldn't blame him. His hot sister and mom were now at his beck and call.

"Son, I don't want any... funny business, you understand?" Dorian said.

Brad laughed nervously. "I got it dad."

"I'm serious Brad. You do anything and I'll know. Then Sophia will be dealing with you." Dorian said.

Maddie quickly glanced and saw Sophia's intimidating stare. The former maid had always been nice to Brad, so to see her threatening him with punishment with a mere look was fascinating to watch. And thankfully her father was setting boundaries before Maddie was stuck with her brother's cock down her throat. The thought, although very hot within the context of her fantasy, was better kept in her mind and not in reality.

"Is there a gray area?" Brad asked.

"Such as..." Dorian said.

"I don't know... like." Brad looked at Maddie. "Maddie and mom, continue what you're doing, but make out."

For the first time, the commands weren't instantly followed. This was indeed a gray area. Both Maddie and Natasha had been told that sexual commands with Brad were off limits, but what about a kiss with each other?

All eyes and ears were not on Dorian, but on Sophia, the mastermind behind it all. She smiled warmly at Brad.

"I think we can allow that; don't you honey?" Sophia said, putting her hand on Dorian's arm.

Dorian examined the scene before him. What was going through his mind while seeing his daughter in a compromising position and allowing it? Maddie's eyes wandered and she made eye contact with her father. There was no lust or creepiness about his gaze. In fact, Maddie hadn't even considered that her father could be a victim like her. A victim of the intoxicating Sophia. He would have never dreamed of orchestrating something like this, but he was too powerless to not go along with it. He put his hand on Sophia's and lovingly looked into her eyes.

"I agree, sweetheart." Dorian said.

Maddie swallowed hard. Even before the night with her friends, Maddie had experimented with girls. She would never consider a long-term relationship with a girl, but they had always been fun for the occasional one-night stand and came with less emotional baggage that a guy would bring. She loved girls that were similar to her in looks and style because she knew they'd have common interests and sexual urges. Plus, that meant that they were beautiful. There was nothing hotter to Maddie than making out with a beautiful girl, not only because it got her horny, but because she knew that two attractive blonds making out gave pleasure to even the most conservative person watching.

Looking at her mother, Maddie realized that there was no one more similar to her than Natasha. With her make-up done, if she wasn't Maddie's mother, Maddie would be all over her in an instant. But this was the woman that had raised her and punished her. And although Maddie had already seen her in a submissive way, this was different. She now had to lock lips and attempt to enjoy it.

Her mother was equally as hesitant. All the things that she had warned Maddie about while she was growing up were being completely thrown out the window. Gone was the strong, dominant young woman, replaced by an eager submissive slut.

Not wanting to be in the doghouse with Sophia, Maddie made the first move, inching closer to her mother. Their eyes locked and the stare never broke. Both of them were going through a similar process and they knew what the expected end result was.

Maddie moved in closer than she had ever been to her mother's face and her lips made contact with Natasha's. Initially, Maddie did all the work. It was like the last bit of Natasha's dominance was being slowly destroyed by each kiss from her daughter. Regardless of her mother not kissing back, Maddie persisted as commanded, until finally she felt Natasha's delicate lips pucker and tighten around hers. Maddie closed her eyes and pretended she was kissing Abigail, but her body knew better and it reacted accordingly with a damp wetness between her legs. Thankfully she was wearing black, or everyone would be aware of how turned on she was.

Just as the two women were getting into a passionate make out session, Maddie missed Brad's mouth and dropped a grape on to the floor.

"Hey, okay, stop you two." Brad said.

Natasha was the first to pull away. She blushed as she made eye contact with Maddie and then looked down in shame. Maddie couldn't blame her, there was a lot to be embarrassed about. Sophia got up and walked over to Brad. She grabbed the grapes from Maddie's hands, ripped a handful off the vine, and then scattered them on the floor. It didn't take much effort to figure out what she was going to ask.

"Ladies, on your hands and knees."

Maddie immediately dropped down. Natasha reluctantly followed. Sophia leaned against the table and stood over her new pets.

"We all remember this, don't we?"

The maids didn't answer. Maddie had tried defending Sophia, but in the end, she had given in to her mother's demands. Now the tables were turned.

"I want both of you clean up the grapes using your mouths and then go bring us some wine."

The two maids crawled on the floor and picked up the grapes with their mouths as the men and Sophia watched. It left no doubt who was in control. But how long would Natasha let Sophia carry on? Or had Maddie's mother already handed over the keys to the castle?

"Yes!" Brad said looking at his phone. "My crush is coming!"

Sophia walked over and kissed Brad on the head like a maternal figure.

"Well, this pool party is going to be fun. I can't wait." Sophia said.

***

Lily

Lily dropped all of her shopping bags in the corner of her room. Preparing for college was tough because she had to decide what to bring and what to leave behind, and that wasn't even considering all of the new outfits she had to buy. No girl would ever show up to college without a whole new wardrobe. That was social suicide.

Her father, Joshua, and her mother, Mariah, barged into her room uninvited.

They never talked to her together, let alone interrupted her personal space. Something was going on.

"Can you guys like knock? I could have been naked in here" Lily said.

They ignored her comment. Her mother sat on the bed and her father remained in the doorway.

"We need to talk, sweetheart." Mariah said.

Lily laughed nervously. "Is this like the divorce talk? Your little girl is finally leaving the nest so you two are splitting ways."

"Your father made a deal and you're not going to college." Mariah said, the bitterness evident.

Joshua looked at his wife. "Don't pretend like you weren't on board. Your signature is on there too."

"I wasn't the one playing..." Mariah said.

"What do you mean I'm not going to college?" Lily interrupted.

"Your father lost a poker game and in exchange, you and I have to work as maids at Tom Winchester's house."

Lily looked at both her parents. It wasn't April fools, but this was a cruel joke.

"Are you fucking serious?" Lily said.

"We signed the contract as your legal guardians." Mariah said.

"Dad, what the fuck?" Lily said. He had always had her back, but this was the complete opposite.

"I'm sorry sweetie, I thought I had the nuts. It was an unbeatable hand."

Lily stood up and paced in her room, still unsure if it was a joke or if they were serious. Regardless, she played along like it was real, hoping they would suddenly start laughing at her for believing such nonsense.

"You can't legally enforce that can you?" Lily said. "Like if I go to college, what the hell is Tom whatever his name going to do?"

"That's the tricky part." Joshua said. "If he does try to enforce it and we do have to fight it legally, not only will it cost a lot, but I don't want lawyers digging through our finances."

"I'm not doing this." Lily said. "And you can't make me!"

Mariah stood beside her daughter. "Sweetheart, we both have to. It's a one-year contract and you actually get paid. Just look at it as a year off to save up for college."

"But we can already afford college and I want to go to college now."

"That's right. We can afford college. Not you." Joshua said. "Look Lily, I apologize, but this is how it's gotta be. Now, you're going to need to grow up and accept responsibility like an adult."

"Accept responsibility! It was your fucking mistake. Why don't you go put on a maid's costume and prance around like a whore?"

"Well consider this repayment for all the years of your bullshit we had to put up with." Joshua said.

"That's enough you two." Mariah said.

Lily crossed her arms, waiting for the punchline of the joke.

"Honey, if you're not going to cooperate, then we'll make things interesting." Mariah said. "If you do this contract for one year, then we will pay for a full ride to any school you want"

"But I'm..." Lily tried to interrupt.

"And we will buy you any vehicle you want."

For the first time, Lily saw a silver lining. Her parents had already promised to pay for her tuition, but only to certain colleges, which she had come to terms with. But this opened the playing field to so many more opportunities and she'd have her very own convertible. Was being a maid for a year really that bad? It couldn't be if her mom was going to do it too.

"Fine. I'll try it. But if I don't like it, then I'm out of here." Lily said.

Mariah hugged her daughter. Joshua left the room; seemingly happy that the situation caused by his stupid mistake was resolved. Lily didn't hold it against him, he had his flaws like everyone else. But using her as a poker chip was something she wouldn't forget so easily.

***

Natasha

After watching Mariah get a taste of her own medicine, Natasha was disheartened to learn that Sophia had made a special request to Regina for Natasha's services over the weekend. Not only was she now on duty at home, but she wouldn't get to watch or take advantage of Mariah and her daughter's first time as maids. It was just a small loss in the sea of losses for Natasha. But Sophia was the boss for the time being, and Natasha was obliged to obey.

At Sophia's request, Natasha and Madelyn came into the den wearing their favorite black bathing suits. Natasha's was a bikini with a thong bottom that was lined with diamonds, including one large diamond in the front that rested right below her cleavage. It gave men and women alike an excuse to check out her bust.

Whereas Natasha's was classy and sophisticated, Madelyn's was risqué and slutty. Her small bikini top did enough to cover her nipples and support her tits, but if she got even remotely rowdy, her breasts would come flying out. Her thong lined her crotch perfectly, covering her pussy but giving her ass maximum exposure. Unlike her mother, Madelyn had accentuated her outfit with diamond earrings, a diamond necklace, a diamond belly button ring, and a black diamond-studded scrunchie that kept her ponytail in place.

The theme of each generation was very clear. Natasha was classy and Madelyn was sexy rich. When they entered, Sophia had them stand side by side like models waiting for a photo shoot while she read a book. Natasha was used to waiting around, having been indoctrinated at Regina's, but she could see that Madelyn was having trouble remaining focused.

Sophia could see the restlessness and instead of coming over, she lowered her book.

"Madelyn, masturbate yourself to climax." Sophia said. "Natasha, stand in front of her and watch."

The commands were getting more and more taboo. Natasha didn't know if Sophia was willing to cross that line or if Dorian would stop her. Regardless, Sophia didn't care. She went back to reading her book with the obvious expectation that both women would fully cooperate.

Natasha took three steps forward, then turned and stared at her daughter. Madelyn's hand had already found its place and her face was already expressing her pleasure. And so, for the next five minutes, Natasha watched her daughter tease her nipples and finger herself. Despite it being Madelyn, Natasha couldn't help but feel envious that she wasn't in Madelyn's class and would never have a chance at exploring her tight, young body. Because for the moment, Natasha disconnected from Natasha Lexington and instead viewed the scene through Tasha the submissive maid.

Much like when Tasha was younger, Madelyn was extremely attractive. And while watching Madelyn get herself off, Tasha had to do everything in her power to not start touching herself. However, that didn't stop Tasha from making a mess in her own bathing suit. For the majority of the show, Madelyn closed her eyes and bit her lip, clearly using her own imagination to fuel her passion. But when she was close to climax, Madelyn's eyes opened wide, and her gaze settled on Tasha.

Under the experienced work of her own hands, Madelyn's body began to convulse with pleasure. She screamed out her release while Tasha barely contained her own orgasm at the sight of her daughter losing herself in such a blissful display. When her climax finally wound down, Madelyn gasped for air as she straightened up and stood back at attention. Her eyes stayed locked on Tasha's, who was hypnotized by Madelyn's sultry gaze.