1. ]Aunt Karen and Her Niece Andy


    Date: 7/17/2015, Categories: First Time, Gay Male, Shemales, Author: klammer, Rating: 100, Source: xHamster

    mind. Naturally, this constant desire led me to my first adolescent attempt at crossdressing. I wanted to &#034see&#034 what I looked like dressed as a girl and how feminine clothing would actually feel against my skin. When Aunt Karen was out, I would go up to our attic, where I had discovered my Grandmother's old steamer trunk and play dress up. The clothes, in the large trunk, were mostly old style dresses and gown's, some costume jewelry and a few hats with veils. The dress hems unfortunately fell well past my knees(having been the style at the time), but the hats were wonderful. They disguised my short haircut and the old style veils lent a sense of mystery to the face hidden behind them. These old clothes allowed me to enter another world ... the world of my fantasies. Also packed away, in a large cardboard box sitting next to Grandma's trunk, was a white crinoline half-slip. It didn't fit under any of the dresses, so when I wore it, I didn't bother with a dress. The real treasure was buried under the slip ... a three quarter length, black, body girdle (unfortunately without garters). I fit into it quite easily (the knowledge garnered from studying catalogs). I loved how it shaped, proportioned and constricted my torso, aiding the feminine illusion I was creating. This furtive cross dressing went on for almost five years. During that time, I would sneak up to the attic every chance I was alone in the house. At times I was able to &#034steal&#034 a pair of panties, a bra ...
    and/or nylons (Aunt Karen never wore pantyhose) from the laundry hamper. I learned to push my balls aside, fold back my dick, squeeze my thighs together and slither the delicate material up my legs and around my buns. This gave me the &#034look&#034 of the feminine vee where my legs joined my abdomen. I would gently tease and squeeze my smooth, panty covered buns as I &#034dreamed&#034 of girlhood. Later, I would slip on Grand- ma's dress, using my balled up socks, to give the illusion of feminine breasts. This was a poor substitute for real tits, but was the best I could manage. When I tried putting on the hose, they always fell down to my ankles (I had no garters). Disappointed, I would slip my hands inside them and gently rub them across my face, neck and legs. Later, I would lift the hem of my dress, move my panties aside, and stroke my penis, all the while fantasizing about my Aunt and my being female. Sometimes, I would &#034prance&#034 from one end of the attic to the other, reveling in the feel of the clothes and the fantasy of not only being a girl, but Karen's daughter. I would sit on a chair, cross my thighs in a most proper manner and view myself in an old, dusty mirror I had properly positioned for just that purpose. I would slowly raise the hem above my knees and part my slender thighs so I could see the small band of colored nylon covering my &#034pussy&#034. Once, I even borrowed my Aunt's Polaroid camera and took photos of my feminized reflection. Acting the ...
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