Fender Bender

It was the first week of June and school was out for the summer, I was 18 and had just finished my Senior year. One night while we were eating dinner, My Mom and Step dad informed me that they were going away for a week. When they got married they did not go on a honeymoon so they wanted to take one now.

Curt, my step dad told me they were going to Jamaica for a week and asked me if I could keep out of trouble while they were gone. Of course I told them I would be fine. Mom seemed like she did not want to leave me alone and I knew Curt did not want me to go with them on the trip. Now I would love a week in Jamaica but I had my reasons for wanting to be left alone for a week.

I had been dressing up in my Moms clothes for almost two years and the idea of being able to dress for a week sent all sorts of ideas through my mind.

Mom reluctantly agreed that I could stay by myself, but she said she would call me every day and that my Aunt and uncle might drop by from time to time to check on me.

We lived in a very upscale neighborhood. Curt worked for a software company and he loved to restore vintage cars. I had to drive an old beat up VW bug. It was a piece of junk but it got me where I needed to go.

Early Friday morning I helped Curt pack their luggage into his car and watched them drive away. I wanted to run back into the house and change. It was all I could do to resist the urge, but I knew I would have plenty of time to dress up.

I am 5'9" 160 pounds, blonde hair and blue eyes. My name is Robert, but when I am dressed I call myself Vicki. Mom was not fat but she did wear clothes that were lose fitting. Lose fitting on her meant tight on me. Some are tighter than others on me but I could wear almost all of her stuff even her heels and boots.

I had plans to dress completely later that night but for now I went to my Mom's bedroom and picked out a sexy pink bra and a matching pair of pink satin panties to wear. I went back to my room and undressed. I hooked the bra in front of me and slide it around to where the cups were in front and slide my arms through the straps. I then slide the panties up my legs. Mom wears a 34B size bra so I had to pad the cups with some old pantyhose.