Morsels from a Dinner Date
Celebrating Ms. York's Birthday
“Do you think anyone knows?” He leaned in timidly and whispered as if the entire room was watching.
“How snug are the nylons under your khakis right now?” I replied looking him right in the eye. He blushed and looked down.
We sat next to each other at an elegant Thai restaurant. Moments prior we were in my hotel room. I had purchased lacy pink panties and nylons for him to wear underneath his dress pants. This was to be our little dinner secret. The next step in his training.
“You’re so pretty! Do you like the feel of pantyhose?”
“Yes, very much. I feel rather excited.”
“I know.”
I gestured towards the door. He moved towards it obediently.
I laid out the rules clearly for this dinner weeks prior: I order for us, do not speak to waitstaff, you pick up the bill, training continues upstairs.
We had an agreement.
“I’ve never done anything like this before,” he whispered to me.
“This will be good for you then.”
“May I get you anything to drink?” our waiter asked.
“What is the girliest cocktail you have?”
“I believe tonight we have a special cucumber spritz.”
“He’ll have that, and I’ll have a glass of blanc de blanc.”
The waiter hesitated for a brief second, smiled, then walked away.
My black leather dress and heels said everything without speaking a word.
“You look amazing in leather. Are there any other pieces you’d like? I’ll buy them for you.”
“I’d like that. I’ve got a few on my radar.”
The waiter walked past our table to refill the water. “I think he knows. He only speaks to you now.”
I smiled and took another bite of curry.
“When we’re on the trip, what will we do during the day? What could it look like?”
“You would make a lovely footstool while I work remotely from the the hotel. I could dress you up and take you out to the MOMA. One of my favorite jazz supper clubs is downtown. We do dinner and a show. I order, you pay. Just like tonight. I take you back and continue your evening training. I retire to my room. You to yours.”
“That sounds amazing.”
“I like when you order.”
“How does that lace feel now?”
He blushed pinker than his panties and looked down.