Dear readers - While it's not essential, I suggest you read the first chapter of this story, "Amber", so you can get a "feel" for the woman. Like I'm about to, hopefully...
*****
Since I knew Amber's office, like many medical practices these days, did not have hours on Friday, I figured that she would have plenty of time to primp and prepare appropriately our "date" that same evening.
So, I sent her the first text regarding her wardrobe preparations on Friday morning, while I was tucked away in my own office in the hospital administration section. Fridays were one of the few days where I could play some catch-up, and I planned on investing my precious free time wisely on this particular day.
"Good morning, Mrs. Bailey," I began, continuing to tease her with the reminder that she was still legally a married woman. "Are you ready to take your fashion direction for tonight?"
The electronic reply came within minutes. "Good morning, Mr. Simmons," flashed on my screen. I was pleased at her less than subtle hint indicating her desire to exude submissive and obedient behavior. She was playing the game willingly. "Yes, sir, I am most very ready."
I strategically paused a few additional minutes before responding, wanting to heighten her anticipation.
"I'd like you to dress tastefully on the outside for the public to see, but like a high-priced hooker underneath, solely for our enjoyment. Understood?"
My phone beeped almost immediately. "Yes, sir. Most understood, sir."
Again, I waited longer than necessary to text back, but the bulge in my own trousers was betraying my patient approach. "Very good. So, you agree to be my classy whore tonight, then, I assume, dressed at my whim, for my pleasure?"
Almost instantaneously, "Oh, yes, sir."
"Tell me in your own words."
"I will dress classy for public eyes, but will wear anything you want beneath. Sir. Because I am your whore."
I had to know, so I digressed a bit. I got up and made sure my door was locked an my desk phone was on "Do Not Disturb." I then activated the button on my camcorder, which was already plopped on my desk, aimed at my lap.
"So, my whore, are your rubbing your cunt for me, awaiting my orders?"
"Two fingers have been in my cunt, sir. Dripping for you to order me." If this were Family Feud, Richard Dawson would have called this the number one answer.
I released my own cock from its zipper-enclosed prison now, and began to stroke myself, enjoying the feel of the cool office air now washing over my released shaft, fully aware that my own video was now in progress.
"I want you to wear a mid-length skirt, perhaps a pencil skirt. Not too tight, about an inch or two above the knee. Black. Only black."
She typed much faster than I ever could. "Yes, sir. I will do that. I know just the skirt."
I waited again, watching the pre-cum form on my twitching cock tip. "Splendid," I finally answered. "Snug enough to show that marvelous ass, but loose enough to allow access."
"Oooh, that's deliciously naughty, sir. Thank you."
"I'm just beginning, my whore. I want to plan a bit. Play with yourself while I think." I envisioned her furiously attacking her cunt, her long, lithe body writhing on her bed in torturous pussy-teasing mode.
I reached into my desk for a box of tissues myself. It was just a matter of trying to hold out for as long as I could, when my screen flashed. "Ooooh, fuck. I just came. Hard."
I didn't hesitate this time. "Taste yourself," I tapped.
"Way ahead of you, sir, if you don't mind." She augmented this correspondence with a happy face.
I took a deep breath. I hadn't had a lot of experience doing this kind of control thing in an electronic forum, but it was red hot fun, and I took to it like a duck to a puddle.
"Where were we, Mrs. Bailey?", I teased, feigning a temporary blip in the lesson plan.
"I'm to wear a mid-length skirt, sir. Snug on my ass, but loose on my legs. For access, as you wish." I was glad someone was paying attention. I had to admire her ability to multi-task.
In between my transmissions, I would rub my cock to a frenzy, just inches from the lens, and then release it to type. My shaft throbbed and twitched during the interludes. I wondered how this would look when I would show it tonight to my audience of one.
"Sheer, back-seamed stockings, attached to your garters. Black lace, almost opaque."
"Perfect for your whore, sir." It was apparent she liked my choice. I rubbed some more, impossibly hard now, my cockhead like a big purple balloon about to burst.
"No thong. I want your pussy bare. Just the bustier and garters."
"Even better, sir. My favorite color." I had to suppress my own chuckle. I didn't know Amber had this capacity for humor.
As Jackson Browne once sang, "I wanna find myself a girl who can show me what laughter means." I'll bet he didn't intend for a girl to do that while she was fingering herself, but that made Amber's talents even that much more impressive.
"Yes", I wrote back. "That will be a perfect color for you. Especially since your pussy will be shaved completely bald tonight. Won't it?"
I have to admit, from what I had seen on her little screenplay preview to me, I liked the way she had already landscaped her terrain, so to speak. But I just wanted to be in complete control of this woman's mind and body. It was an ultimate aphrodisiac.
This time, her response was a bit delayed. I fretted for a few seconds that perhaps I had crossed that tenuous tightrope of ambition and aggression. But I need not have worried.
"Unnngh. God. I just came again. That's so hot. Fuck...I've never been bald before, ever."