44--MOTHER'S NEW DAUGHTER
to walk sexily in high heels.
Every night for three weeks, I would get dressed with the help of Sidney and our mothers. One night, I would be wearing a tight skirt, ruffled blouse, and high heels. The next night, it would be an evening gown with long white gloves and dangling silver earrings. Every night, I wore something new and exciting. I dressed completely as a girl and became a girl for a few enjoyable hours. After I was dressed, Mom would have me pose, ask me questions, and discuss problems I might face as a girl.
Gradually, I became fairly natural and could respond as a good-looking girl. I was amazed and quite pleased that I was feminine and pretty. I learned to think like a female as I learned to dress and act as a girl.
Our trip grew near, and everyone was excited.
Sidney couldn't believe his eyes. "Golly!" he said shaking his head. "You're wearing my clothes. I've helped make you into a really sexy girl! You really learned quickly." "I want to go shopping!" I stated.
Mother laughed, "He's learned too much!"
As we packed, the four-girl scenario really helped. We had one suitcase for lingerie, another for accessories, a trunk for our dresses, right down the line. We could share all our things! I really had to hand it to Mom, my posing as a girl was really very practical.
We became very close during my training. Any embarrassment from seeing one another partially dressed soon disappeared. I would run into mother's room wearing only panties and bra if I needed to borrow something and she had the same freedom.
The day we were scheduled to leave on the noon plane for Hawaii, I had butterflies in my stomach. I also had that feeling of pleasure mixed with anticipation that always comes at the beginning of an adventure.
Mother woke me up at eight o'clock. I was completely refreshed and quickly jumped out of bed. The day of the trip had finally arrived, but the adventure had started weeks earlier.
I pulled a robe over my nightgown and walked to the
SANDY THOMAS ADV. -45
kitchen. "Hi girls," I said. Sidney and his mother had come over to help me with last minute details and to provide encouragement.
Sidney helped me apply the finishing touches to my makeup, helped me with some accessories and my clothes. "I feel like I'm doing something wrong," I admitted to him.
"Great feeling, isn't it? You aren't going to back out now, are you? Everything is paid for!"
I couldn't tell him I really liked dressing as a girl. For some reason, this had become very important to me. I tried to sound casual, "Oh don't worry. We've gone to so much trouble, it's too late to back out now. Everything will work out fine, and we'll have a lot of fun. Right Sidney?" "You bet, Jesse!"
Mother spoke up, "In some places, it's unlawful to dress as a member of the opposite sex. What about Hawaii?" "That's only if they can tell the difference," Sidney said coming to my defense. "Jesse's disguise is perfect, and SHE looks so pretty. Don't worry. No one can tell."
Mother didn't look satisfied, but the subject was closed. I was angry that my mother had doubts at this late date. After all, this whole masquerade was her idea. Tears almost came to my eyes. I had tried so hard. My entire body was carefully shaved and femininely free of hair. It was too late to be discussing these things.
"I know just what he needs," Sidney said taking my hand and leading me into my bedroom. "I have a surprise for you," he said, handing me a small garment that looked like a g-string. I knew what it was.
"Put it on," he smiled. "This will make you feel like a girl, even in a bikini."
I put it on. Despite its discomfort, I put my panties back, feeling much more streamlined. "I'll never get used to this," I muttered.
"Sure you will. Let's get you ready for your big coming out!"
Sidney made a very pretty girl. He had come to help me dress. He knew all about what to wear to look sexy. I was all ears. I decided to let him guide me. After all, he had worn these clothes for years.
He had me wriggle into a little garment and helped me