Escort for CD (part 5)
I enjoy dating CDs and have for many years, but it's a hassle finding dates, until I became an escort. Enjoy this work of fiction.
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After lunch Mary said, "Just one more thing – would you please kiss me?"
"As you are currently dressed?" I asked.
"I think you know as well as I that the clothing is not what makes me a woman," said Mary.
"Okay, but not here," I replied. Mary nodded in agreement.
I noticed a small private dining room that was vacant. I led Mary in and closed the door behind us, giving us some limited privacy.
I faced Mary and looked into her eyes. She was shorter than I, and had a very slight frame, looking almost feminine even as a boy. I took her in my arms, pressed my lips to hers and closed my eyes, imagining her as a girl.
Mary's lips parted and her tongue entered my mouth. Our tongues danced together for a time, and then withdrew.
"Wow!" said Mary, "I never thought a kiss would be so wonderful! You are quite a guy Bill, thank you."
I smiled and released her. We went back to our cars and returned to work.
The rest of the day I didn't get much done, as I was thinking about how Mary would look dressed. I had never kissed a girl before when they were in boy mode, but it wasn't bad with my eyes closed. I looked forward to kissing Mary when she was fully femme.
On Friday I arrived at Sally and Mary's house and was greeted by Sally, dressed very nicely. I was wearing a tie and coat because we were going to an upscale Italian restaurant. Sally explained that Mary was working on her makeup and would join us soon.
We talked while waiting for Mary and soon she arrived. She was wearing a very pretty blue dress, with long brown hair draped over her shoulders. Around her neck was a silver chain with an amethyst pendant. Mary wore black hose with a lacy pattern and blue heels with a pretty ankle strap.
"You look beautiful, Mary," I said and approached her.
"A kiss on the hand is all," warned Sally.
I took Mary's hand and kissed the back of it, and offered her my arm, which she took. I led her out to the car and held her door for her. I opened the door for Sally and she sat in the back seat and gave me directions. We arrived at the restaurant and I opened Mary's door and she took my arm as we walked in. I noticed that she was walking like a man and whispered, "Shorten your steps."
"What?" Mary asked, caught by surprise.
"Your stride is too long," I said, "especially for heels – take shorter quicker steps."
She adjusted her steps and smiled at me, whispering a thank you.
We entered the restaurant and were seated. It was a very elegant restaurant that was entirely new to me – and far too rich for my blood. There was a live band playing light music and a dance floor.
Sally ordered a bottle of wine for us to share while we considered the menu. As we enjoyed the wine I realized that I enjoyed taking two pretty women out, though under quite unusual circumstances.
We enjoyed a nice dinner, during which several people got up to dance. Sally suggested that I dance with Mary, so I took her by the hand and led her to the dance floor. Mary said she didn't know how to dance, so I told her to just follow my lead. I was really rusty at dancing, having had dance lessons in junior high school, where I learned to waltz and foxtrot, which were only distant memories now.
Just the same, I did my best to lead, and had a nice private talk with Mary. "I think after tonight Sally will let you take me out on our own," she said, "and I want to be fully with you."
"What do you mean by that? I inquired.
"I want you to teach me to be a woman," Mary said, "and I want to please you, as a woman pleases her man." I liked the direction this was going, but worried that Sally would get in the way.
"We'll have to see what opportunities present themselves," I said, smiling.
After the dance I returned Mary to her seat.
"I'd like to dance now," said Sally, and I led her to the dance floor.
We danced for a bit, and Sally smiled at me, and said, "You are clearly quite a gentleman, and I feel I can trust you to behave with Mary."
"Do you think I will behave with you?" I asked.
Sally smiled and said, "Perhaps one day I will let Mary watch while you show her how a real man pleasures a woman."
Sally was an attractive woman, but the thought of pleasuring her just to humiliate Mary bothered me.
I was glad when the dance was over, returning Sally to her chair. I found Mary very attractive, but wanted nothing to do with that bitch Sally!
I drove them home, kissing Mary's hand once again. We agreed that I would Mary out to a movie tomorrow.
As I drove home I thought about being with Mary, and decided to bring her back to my place after the movie.
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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