Until I saw shemale porn on the web back around 1998, crossdressing had never occurred to me. But when I saw those doubly-sexy bodies, with both breasts and a cock, my sexual life really changed. I searched out every shemale porn site I could find, and found myself especially excited by hot shemales sucking a man's hard penis. It just turned me on so much! Over time, I started to see pictures of the men sucking the shemales - oh my god! Once I saw that - those beautiful bodies, the stiff cocks, and the men taking them in their mouths, I knew what I wanted.
It started with buying a tube of Maybelline lipstick. Just opening the tube and turning it, watching the very red lipstick rise, made me hard immediately. When I touched the tip of the lipstick to my lips, I was harder than I had been in years. This is what I had to do! I bought more lipstick, different colors, pink glosses. Then I knew what had to come next. I went to the mall and bought nylons panties and a bra. I was so nervous in the store, but I knew there was no going back. The Salvation Army store was next, for a skirt, blouses and a skin-tight black dress. When I got home I was in a state of nervous collapse - I was just so excited.
When the night came, and I was finally alone, I took a hot bath, and shaved my entire body for the first time. What an incredible feeling - so soft and smooth. I was in my fifties, and my skin felt like a teen-aged girl's! I dried myself, and began my first transformation. I had watched some YouTube videos, and tried to put on the makeup as well as I could. Then, I pulled the nylons carefully up my smooth legs, and put on panties and a bra for the first time. It was hard to believe - me, a straight guy all my life, transforming myself to a woman. It was shocking, but I knew I couldn't stop.
When I got all dressed and looked at myself - makeup, bright red lips, long lashes eyeliner, eye shadow, and a white satin blouse and tight pencil skirt, I knew I had found myself. Why did it take me so long to understand my own desires? I masturbated that night, and it was like my gurl-clit was a fire hose. I though my entire body was going to shoot out. My heart pounded, and I knew nothing could possibly be wrong with my new life.
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