My name is Alex. I am 21 years old and I have an older sister that I resemble so closely that most people who don't know us think we are twins. Cindy is 2 years older than me and because we lived in a rural area growing up, we were each others best friend until our early teens. By anyone's standards, she is very pretty. She has shoulder high blonde/brown hair, dark brown eyes and a natural blemish free complexion.
We shared the same dark brown eyes and were about the same size. This meant that her clothes fit me and vice versa. One of our favorite game was dress up. I ended up in dresses, skirts and heels while she wore my jeans and boots. She also liked to use me as live mannequin l. I would put on her clothes and model them for her. This grew into more accessories and as time went on, included hair-dos, painted nails, jewelry, etc. She constantly commented on how pretty I looked and said I should have been a girl. At the time, it went in one ear and out the other.
Our mom worked until 6 most days, so when Cindy was away I had the house to myself quite a bit. I used this time to continue our dress up game. I would go into my sisters room and pick through her clothes and change into what fancied me that day. I was mostly fond of wearing skirts with bright tops. I liked the way it felt, having my bare shaven legs exposed with nothing between the outside air and my privates except a thin layer of cotton or silk. I would parade around house in my girly attire, unless it was nice out, and then I would sit on our patio and read a book or something.
One day Cindy came home from school early and caught me in one of her skirts. After a lot of quizzing, I opened up and told her that I liked dressing as a girl better than a boy. Since we were so close, she said that she would help me "figure this out". She told me to dress up in my favorite outfit the next day and that she would find something for us to do.
I was nervous all day at school and rushed home to change. I picked out a denim mini skirt with a bright yellow top and wore black heels. I put on a few finger rings, an ankle bracelet and several loose fitting bracelets on my arms. When my sister came home all she said was, "Wow, you look great". She told me to jump in her car and away we went. She took me to a mall kind of far from our house so we didn't run into anyone we knew. I was scared to death walking around in girls clothes where other people could see me, but at the same time it was amazing. It was a good thing I tucked myself tightly into a pair of panties because I was hard the whole time.
I quickly noticed that all the boys and men stared at my sister and me as we walk by them. I never noticed this before. Cindy picked up on this and asked how I liked being stared at by all the guys. I wasn't sure how to answer, I hadnt given it much thought actually. "I guess I like it", is about what I told her. Then she asked the tough question - "do you like boys?" There was no easy way to tell her the truth and I wasn't sure either. So, I told her I liked girls and boys, and as far as I knew at the time - that was the truth.
All through high school, until Cindy went away to college we would go out to the mall or movies with me dressed as a girl. I shopped for my own clothes, jewelry and makeup. Cindy taught me how to use make up, paint my nails and do my hair so I looked as much like a girl as possible. Even at 18, keeping my legs and body shaved, I looked completely feminine. I had girl friends on and off through school, but I never entertained getting together with boys. The town was too small and the trips with my sister satisfied my girly urges. This all changed when I went away to college.
