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 Jill Catherine Smith  


 Is it so wrong to want to grow up to be a smart, beautiful, sexy woman? It is something I have always dreamed of. I was lucky enough to have a slightly younger sister who was roughly the same size. I remember sneaking into her room when no one was around to try on her clothes and let Jill out. I wished all the dresses, cheerleading uniforms and dance recital costumes were mine. I just loved the Holidays. Every Christmas and Easter she would always get these beautiful new dresses with matching tights and shoes. I was so jealous, I could not wait until I had the chance to wear them. Then of course was the handful of times she was asked to be a Flower Girl. What I would have given to trade places just once, to attend the bridal shower with all the other girls and get my hair, nails, and makeup done for the big day.

As puberty hit, I was extremely confused. I was totally attracted to girls, but still had this desire to dress as one. When my sister entered high school, I was finally able to try makeup, what a disaster, LOL! The hardest time was always the spring when Prom season rolled around. I always had girlfriends in high school, but instead of renting plain old tuxes, I wished I was the one going dress shopping, getting a pretty up do at the hair salon, slipping on the heels, and being a princess for the day.

Unfortunately, Jill went into her hibernation period for most of my 20’s & 30’s.  She finally emerged from her cocoon in 2013. After many trials and tribulations with makeup and clothing sizes, I finally purchased a wig in 2014. When I put it all together and looked in the mirror, it was the first time I really saw Jill staring back. She wasn’t gorgeous, but she definitely had potential. I started taking photos and created a Flickr page in early 2015. That has led to a series of next steps, from getting makeovers and doing photoshoots, making friends, to even recently attending the Keystone Gender Conference where I had an amazing time! I don’t know where this will go, but I love watching Jill evolving into the smart, beautiful, sexy woman I had dreamed of since I was young!

Click on Jill’s portrait below to go to her Flickr page.