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Chapter 5
by Nicegent42
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Chapter 5
Chapter 5
The next day Calvin was in his living room wearing the pair of panties that now seemed to fully belong to him instead of the sexy prostitute. Considering how much he paid her they were the most expensive underwear he had ever owned. Around his waist was a corset that gripped him light vice grips trying to **** the life out of someone and on his feet were the incredibly tall heels that he was sure most girls couldn’t walk. An opinion he held because he hardly saw any wearing ones this high on a daily basis. He had been practicing walking in the pumps all morning.
“No one really walks around in five inch heels, these are for the bedroom.” Calvin complained, both about wearing them now to walk around in and because he had worn them more than once in the bedroom as they had sex.
“Sit and take them off.” Moriah motioned to the couch.
“About time! I was worried you wouldn’t see reason.” Cal said, sitting down on the couch and tossing the heels to the floor so he could massage his sore feet.
“You would be surprised.” she said, picking up the shoes and slipping them onto her feet. Putting her feet together she easily stood up without losing her balance and started walking down out of the living room and down the hall, making sure to exaggerate the roll of her hips to make her rear end sway suggestively.
“Yeah well, you have been wearing them your whole life.” the mostly naked man said, **** to sit up straight thanks to the corset. His eyes glued to Moriah’s rear.
“Practice, that is all you need.” she said pivoting and walking back into the living room. “One foot in front of the other, heel, toe, heel, toe, sway your hips, back straight, chest out”
Taking back his hated footwear he cursed Candy for leaving them behind when she fled the house. Slipping them back on he tried once more, practice allowing him to not fall over, but still looking like a newborn deer trying to learn to walk.
“Clara, you are getting better, but I think you need some help.” Moriah got a quarter from her purse before holding it up in front of her panty wearing boyfriend. “Hold this between your thighs, close to your knees. Your goal is to keep it from falling as long as you can. If it falls, try again.”
What he was having to do was insane and the new little oh so helpful adjustment she was making sounded downright impossible. “That can’t be right… Can you do that?”
Moriah shrugged her shoulders. “I don’t need to practice and if you need something else, we can add a book to the top of your head or tape your thighs together. Clara you don’t have much time for you to learn the grace you should have at your age. I have a lot to teach you and I’m willing to help, but my patience is not absolute.” Her idea at dinner the previous night didn't’ sound like something that could really work out, but she was determined to punish the cheating bastard and if he ended up helping along the way, more the better. When he tried to be firm, that he had no intention of following through she had sent Sid away. Once alone she had tore into him about how he had made a promise to be less controlling, to be more open to her ideas. Then she hammered home how perfect this was as an opportunity to live out his fantasy of being a female maid. When he still resisted she probed his faux desire and enjoyed watching him squirm. Asking him why he had the underwear, the heels if he didn’t want to wear them and in the end her play paid off.
Taking only a few steps the coin fell to the ground causing Calvin to frown before bending over to pick it up the way he was shown. Feet together and bend at the waist, bending the knees only slightly. “I don’t want to do this! And no woman bends over to pick things up like this unless they want attention!”
Moriah got up from the couch and walked in front of her ex-husband. “Think of this as you getting to live out your fantasy, you get to walk around as a woman and be sexy for everyone to see. This isn’t just about us finding the culprit, but also being the perfect opportunity for you to go out into the world feeling like a sexy woman. We talked about this last night and Clara, I am not going to have you back out because of nerves. So no we don’t bend over like that, but you Clara do and do you know why?”
Calvin shook his head, hating that his every protest had been completely ignored. ‘How did I get myself into this?’
“Because Clara Diane Bent is a girl who likes being noticed, the more people see you as that type of girl the less likely they will feel like they need to hide things in front of you. Does that make sense to you Clara?”
Nodding his head Calvin continued to frown and looked down at his feet. “I won't be wearing heels like this at work, so why do I have to practice with them? My feet are killing me.”
Moriah smiled at the comment and acted as if she was considering how to answer. She loved how he caved in, already talking as if they were going to pretend to be a female maid at the hotel. “You Clara are the type of girl who loves shoes, the higher the heel the better. I know that because given the chance to buy your first pair of heels, you got those.” She pointed to his current footwear that she had bought from the redheaded escort.
“So you will need to get used to wearing them. I would imagine when you are off the clock shoes like that are exactly what you choose to wear.” Moriah knew she was riding him hard, but could not help how it made her feel to be the one in control of their relationship. She was a type A, planning, organizing things, it was perfect for project management type work at Ahuva Bahyeet. Always being in charge, making the calls had been draining and when she was off the clock she had been happy for Calvin to take the lead. Now the tables had turned and she was enjoying it much more than she thought she ever would, but part of that she knew was because of what she was doing with that power.
“While I know you would love to wear your pretty heels all day, they are out of compliance with the dress code, though I would imagine my business partner and a few men around the hotel wouldn’t mind if we made an exception.” Morah looked up and to the left, tapping her index finger to her chin.
“But no, you won't be wearing them at work, I’m sorry. The highest we allow are three inch heels and we will be getting you some before you start your new job.”
Calvin’s jaw just hung open hearing what she had to say about what she thought he wanted and her plans for the near future. He just wanted things to end, to not be tortured like this, his feet were killing him. “Off the clock? Three inches… I don’t know if I have ever seen one of the maids wear heels at work.”
Moriah nodded, acting like the two of them were in agreement. Taking the quarter from his hand she bent over and placed it back between his thighs, right above his knees. “Of course off the clock, do you think you can just walk out of the building looking like Calvin? No, then everyone would know who you are and we can’t go swapping back and forth between you being Calvin and Clara. You would never be able to stay in character. So you will be Clara Diane Bent until this is all over, isn’t that exciting!?” Moriah said with a lilting voice. “And yeah the dress code for heels was more for managers, but there is nothing in the rules saying maids can’t wear heels, lucky for you.” Calvin slumped his shoulders, his movement causing the quarter to fall to the floor once more. Pointing to the fallen object Moriah spoke sternly. “Again.”
The training continued, it felt both grueling and humiliating, learning how to walk, sway his hips, bend at the waist. How to hold his hands as he walked, elbows in, wrists limp and then how he should be moving them as he spoke. It was enough that Calvin really considered just telling Moriah the truth, but becoming homeless once more and shattering the deal with Mega Corp gave him pause. Becoming a millionaire before the age thirty would be a dream come true and he wasn’t willing to let go of that just yet.
Long after the sun had set, Calvin sat at the dinner table, the same place he had felt pure shame run through him when his head of security learned that he was going to be pretending to be a female maid at his own hotel, all the while he protested in vain. In front of him was a bowl of spinach and strawberry salad with a light topping of feta cheese. “Moriah, what is this?” The two had been working on his training all day and the only thing he had consumed was water, coffee and a granola bar.
“I’m sorry Clara, I can't hear you.” Moriah moved around the table to sit next to the man who hardly had a stitch of clothing. She was happy he had stopped complaining about his lack of attire. “You sound a lot like my ex-husband instead of the pretty maid in training.”
Calvin glowered at her, choosing to pickup the fork and take a bite of the rabbit food rather than respond to her in the soft airy voice she wanted him to keep using.
“You are a bit pudgy for a girl your size, so you will need to watch what you eat missy.” She said pointing her fork at him that she had already used to skewer some of her salad. “You are going to go on a crash diet.”
Groaning Calvin pushed the fork full of salad in his mouth. ‘Fucking Candy, fucking bitch if she didn’t make me wear her panties and leave her shoes…’ he mentally blamed the girl instead of himself for what transpired.
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Maid Undercover
Chapter 1
Calvin Bennent owns 49% of a high end hotel called Ahuva Bahyeet - Beloved House It is doing so well that Mega Corp is interested in buying it out, the problem is the company is missing money and they aren't able to find out who is stealing from them. In order to fix this for the deal to move forward Calvin goes undercover as a maid, but this isn't done willingly.
Updated on Apr 23, 2024
by Nicegent42
Created on Feb 3, 2024
by Nicegent42
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