With a goodnight kiss?

He wasn’t kidding. Frighteningly I peered over at his digital display to see the number 125 as we whizzed by other cars down the interstate. He saw my nervousness and smiled as he crossed two lanes to take the exit I was sure we would miss. It was both terrifying and thrilling, and I could feel moisture beginning to form spring my plug as his coyness set me at ease.

As promised, we were 5 minutes in front of our reservation. Josh was even sweet enough to open the door for me to allow my exit as the vehicle as the valet lowered himself into the drivers seat.

I felt immediately out of place as I saw the state of attire in the restaurant. Men dressed in the finest suits, women wearing beautiful dresses and draped with large and expensive looking jewelry. And here I was dressed in my usual short skirt, a pink one, and a yellow tube top that barley reached over my nipples, and ended just at the bottom of my now huge breasts.

The host greeted us warmly, however, and made me feel welcome. Based on their interaction, it was obvious Josh had been here many times before, with many women and/or sissies dressed in a similar manner in which I had arrived.

The food was rich tasting and flavorful. Josh ordered a bottle of vintage champagne, a name I could never pronounce. There were multiple waiters in black suits serving us our food and pouring our drink, all the while a man in the corner was playing music on a white grand piano. The desert was some kind of chocolate creation, hand crafted and delicately placed on our plates. All the while we engaged in casual conversations about music, pop culture, or whatever else tripped our fancy at that particular moment.

He noticed my fidgeting at one point, I told him it was because I was a it cold. He immediately called over a waiter and instructed him to turn the air conditioning down, which he did without delay. The truth was, though, I had soaked through the front of my little yellow panties from all the sissygasms my plug had given me.

When we were finished, Josh casually pulled out 8 crisp $100 bills and placed them on top of the check in a manner that a normal person would pay with a five. The head waiter thanked him and we got up to leave.

I was driven home the same way we traveled to the restaurant, fast as hell. This time I was less afraid as I got the sense he drove like this all the time.

We arrived at my place and he walked me to the door.

“Thank you so much for dinner, it was amazing. I had such a good time with you tonight!” I said.

“I had a great time too, I’d really like to do this again.”

“Yeah me too!” My head jumped with excitement. Josh was the cutest boy I’ve ever laid eyes on and he clearly wasn’t afraid to spend his money to treat me. It was exactly the situation I was looking for. I turned my glance back to the door and somewhat awkwardly said “do you wanna came in?”

“Next time.” He said with that same confident smile he’d been sending my way all night. And with that, he grabbed me into his embrace, and leaned down to give me a passionate, but not lusty kiss. His hand softly cupped my ass. He gave it a tasteful squeeze, if a tasteful ass squeeze is such a thing, and leaned back out.

“Goodnight.” He turned and walked back to his car and I walked through my front door.

While the evening was romantic and perfect in every way, I somehow felt incomplete. A certain achievement had not been reached, and it wasn’t a mystery to me what that was.

Once his car was out of sight, I called the cab company, and my transportation arrived within minutes to take me to where I knew my evening could reach completion.