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Chapter 23
by Manbear
Does Alison do as I instruct, or did I misjudge what she was expecting from this 'date'?
She plays along perfectly
“Mr. Patterson, Sir, please don't make me do that.”
“Absolute obedience, Miss Miller.” I remind her, “You have made it very difficult for me to trust you, if you want to keep your position as my personal assistant, I need to know that you will do as I say.” Alison stares at me for a little over ten seconds, her face becoming more and more flushed until with an angry scowl she climbs back to her feet and walks once again to the back of the restaurant.
Alison returns just as our appetizers arrive and she sits silently across the table until the waiter glides away. She reaches out a tightly closed fist and when I place my hand under hers a scrap of black silk is pressed into my hands. “Are you satisfied with how much I'm willing to prove myself, Sir?” I lift the panties to my nose and am not at all surprised to find them both damp and fragrant.
“Very impressive, Miss Miller, I thought you'd be running for the exit by now.” I take a bite of the bruschetta and am impressed in spite of myself. Sometimes it is worth paying a little extra to get food like this. Alison nibbles daintily on a piece as well, she looks nervous waiting for my next task, I decide to make it an easy one. “You look took up-tight, Miss Miler. Relax a little, let down your hair.” My tone is light almost like I'm joking but my secretary knows a command when she hears one, and with a **** smile she pulls the pins from her bun and lets her beautiful blonde hair fall down to her shoulders.
“Sir,” her voice is soft and plaintive, “I know I can do this job, even without the phony experience on my resume, I just needed a chance to get in the door.”
“That is the issue, Miss Miller.” I nod thoughtfully, “Just how much experience do you have, with a job, or even with life in general?” I let the last words hang expectantly, remembering that the heroine of the book was even more innocent than Alison.
“None really,” Alison's flush makes it clear that she knows what her boss is really asking her, “but I'm a fast learner.”
I stare at her for a few seconds letting the tension build before reaching over the table and pulling one of the ends of her ribbon, releasing the bow and then tugging it free. It is not unlike unwrapping a Christmas present and I cannot wait to get to the goodies under the packaging.
“Mr. Patterson, please!” The shock of having me remove the ribbon seems genuine, and I wonder how far Alison will let me push her for the sake of playing out the scenario. I tuck the ribbon into my suit pocket next to her underwear and smile at her wickedly.
“That's better,” I nod approvingly, “you can undo a button or two also, it will help you relax.” I find I'm enjoying the role of the demanding boss, and watch with glee as the top two buttons of her white blouse are freed. It is still a very modest look with not even a hint of cleavage showing, but knowing that I am slowly undressing her in the middle of the restaurant is sexy as fuck.
And so it goes. As we eat dinner I ask my secretary questions designed to remind her of how **** a position she's in, and how badly she needs to please me in order to forge ahead in the big city. When things seem too calm I ask her to unfasten more and more of her buttons until her blouse is held shut only by the way it is tucked tightly into her Calvin Klein skirt. Alison plays the victim perfectly, reluctantly following every order and doing her best to keep the conversation about work and not her limited experience with dating.
“Will you be having dessert, or coffee?” The waiter's arrival with the cart loaded with all kinds of pastries saves Miss Miller from answering my question about her schooling. His double-take as he stares down Alison's open shirt is the first time he has been anything but the consummate professional, he really does deserve a good tip I decide.
“I will be having something sweet,” I answer with a licentious laugh, “but not here.” Alison face is bright red; with the dark lighting of the fancy restaurant she can get away with her new sexy look, but my obvious word-play with a complete stranger has her as completely embarrassed as the innocent young woman she is pretending to be. The check arrives promptly and I do indeed give the man a generous tip. I consider also placing Alison's silk panties in the folder, but decide that that seems out of character for the Billionaire elite that I am trying to portray.
“Can we go home now?” She asks, excited by the situation but clearly uncomfortable at being put on display like this.
“Follow me, Miss Miller” I direct her not to the car lot, but to the elevators of the hotel, “We still have the second part of your interview.” She allows me to guide her into the elevator without protest, but as soon as the doors close she turns to me angrily.
“Mr. Patterson, what do you think you're doing, Sir?” I smile as she continues to play the **** young woman from the Harlequin, “I told you that I would prove myself to you, but I'm not going to be another of your conquests.” In the book, the Billionaire's prize didn't surrender until the very moment his cock tore into her, and I wonder if that what Alison has in mind, or if once we get to the privacy of the suite she'll let the passion that has been building all week come out in full.
“We'll see, Miss Miller.” I stand close to her without quite touching as the elevator slows to a stop, “we'll see.”
Less than thirty seconds later the door to our suite closes with a soft click and I am alone with my beautiful young secretary.
Does Alison stick to the role of the secretary, or is she too turned on by this to wait any longer?
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Paying the rent
A dirty old man takes advantage of his young tenant
A recently retired widower has a pretty coed living upstairs who is having trouble paying her rent. He makes the shy blonde an offer she cannot refuse. In exchange for living rent-free in his house, the young woman agrees to fufill his many fantasies. Some of these fantasies are pretty similar to encounters depicted in my other writing, but in addition to dom/sub, light bondage and themes this story hopefully will have elements of romance and humor as the two main characters from different generations learn to live together. Unlike my other stories, this one will be pretty linear. The reader will be given choices about how the homeowner enjoys the 19 year old, but the overall flow of the story will not be affected by these choices.
Updated on Jan 15, 2024
by Manbear
Created on Jun 29, 2020
by Manbear
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