1. How I got started dressing my true story.


    Date: 1/6/2015, Categories: Masturbation, Shemales, Taboo, Author: Sarahaspencd, Rating: 100, Source: xHamster

    As far back as I can rememeber I have always gravitated towards fem things. As a young boy I played with whatever girls clothes I could get my hands on. Which wasn't much. At 12 y/o I had a few pairs a panties and bras stolen from my cousins. One thanksgiving after dinner the girls changed and one of them left behind a black knee length dress and white pantyhose in the guest bedroom. I was so excited when I found them...needless to say she never saw that dress again. With the bra and panties I alrady had from her and the new black dress and white pantyhose...I had my first total outfit. My true beginning... When I was 13 or 14 my neighbors where going away on vacation for 10 days and asked me to watch their house while they were gone. They wanted someone to bring in the mail, water some plants and feed the fish. Nothing too difficult. The big emphasis was making sure to lock up after checking everything. The wife was in her late 30s and an absolute lady. She always wore dresses and skirts with stockings and heels. Lots of sheer, silk, and lace. Never without eye makeup...perfection...Much of where my dressing style comes from. I always really admired the way she dressed and it was a great inspiration for my crossdressing. So when they went away, I felt nervous the first day being in their house with no one around. I did everything they asked of me. I still had hours before my parents were home from work so I explored her laundry room. Where a found a pair of purple thong ...
    panties. They smelled like her sweet perfume. I sniffed them deply. What a dirty bad feeling I got from doing this but it was delicious. In the drty hamper was a black pair of sheer pantyhose, velvet skirt, tan blouse, pink bra, and the purple panties. I decided to take them home in my backpack and wear them in my room, then bring it all back the next day. On the second day I put everything back in the hamper and decided to explore her closet. As I entered the sanctuary of her private things my heart was pounding. I flicked the light on...and the holey grale of feminity was reveled. Oh the colors and soft fabrics. The closet had the most intoxicating smell... I was in heaven. I opened the first drawer to find it full of stockings and pantyhose of all colors. The next drawer was pack full of colorful sexy panties. The next full of matching bras. I picked out a black bra and matching thong panty, black sheer pantyhose and a short tight black dress with sheer sleeves. I stepped into a pair of her pump heels and was thrilled they fit. Barly. As I was looking at my reflection...a boy totaly dressed in my beautiful neighbors women's clothes. I noticed a brush and some blush. Some pink lipstick and eyeliner. I must have stood in front of the full length mirror for hours masterbating. Before I knew it was getting dark and I had to go home. I put everything back just the was I found it, making sure to take care of everything and locking up behind me. The next day I couldn't wait to get ...
«12»