The Shemale Butterfly

As soon as I could, I moved from my parents home and into Linda’s apartment. In all, we had two and a half months to prepare me for the world and the one thing I wanted to be, was perfect. I had stopped getting haircuts just after Christmas much to my father’s chagrin, but I refused to cut it and neither my father or mother could understand why a young man who was always so neatly groomed would now decide to go shaggy. How could I tell them I was turning into a woman before their very eyes? As soon as I moved in, I started doing my hair properly while Linda helped me completely to wax all of the hair from my body including my face. Fortunately I was blessed with a pretty light growth of hair on my face and never had one of those five o’clock shadows, but the beard definitely needed to be dealt with. Waxing my face was just short of torture but I was a shemale on a mission and soon it was over. I decided after it was over that as soon as I could afford to get electrolysis on my face I would and that would put an end to this torture forever. With my eyebrows plucked and shaped, Linda stood back and looked at me and nodded with a triumphant smile. “We need to get your hair properly done,” she said and immediately picked up the phone to make an appointment with her hairdresser who just happened to be gay. She made the appointment for a week later so she and I could go do some shopping for clothes. My step sister had impeccable taste in clothes and every time I tried something on, she made sure that it was right. I would, after all, be wearing these things to school and on the street so they had to fit right. There is nothing like going out in a pair of jeans and having a cock bulging out when you don’t want it to.
The only thing left to do was to get rid of all of my pubic hair except for lust a thin wispy line that I wanted pointing down to my cock. I tried to do it on my own but found it hard to see even surrounded by mirrors so, once again, I looked to my sweet step sister to jump in to the breach and to help me. I must admit that as I grew closer to being a woman, I was becoming more self-conscious about Linda seeing me naked but this needed doing and I stripped naked in front of her. She went right to work and in spite of my screeches of pain, continued to wax away the hair including the stuff that gathered around my sphincter. Doing my balls was a challenge. For one thing, having someone’s hand playing with my bag got me excited even though it was a girl but Linda was not distracted from her task. Soon, my balls were as hair free as my legs, my ass, and my chest and she moved aside to let me see my reflection in the mirror and asked if I approved. “How could I not?” I asked looking at the soft hairless skin. My cock was rock hard partly because of my anticipation in being hairless and partly because my sweet Linda had been playing with my cock and balls to get me that way. “We cannot leave you like that,” she observed casually. “We need to see what you look like when you are soft.” Without saying a word, Linda knew that I was always up for a blow job, even by a girl, so she wrapped her lips around my cock and sucked me dry and made sure that not a drop of cum would escape her throat. “You can be such a little slut,” I said still reeling from the orgasm. A wry smile grew over her face and she answered, “So can you Colleen! But now I need to get some of that girl love.” I knew what she meant. We went into the bedroom and lay down on the bed where I sucked on her tits as she played with mine and finally worked down to her ass where I licked and probed it wit my tongue.
Ever since that first time I fucked her pussy and told her I would never do that again, we made an agreement that she would deal with her pussy as long as I did not mind putting my cock into a girl’s ass or sucking her tits. For the time being I agreed to that and so, as she fingered her wet girlie part, I rode my step sister like a puppy in heat until I filled her bum with more of my goo.
The following week we shopped and the day of my hairdressing appointment, I dressed under the watchful and critical eye of my step sister. Once I was all done, she examined my makeup and said I looked good and in fact better than a lot of her girlfriends. The test would be the hairdresser. He would be the first person other than Linda to see me as a girl. Would I pass the test? “You didn’t tell me he was so hot,” I whispered in my sister’s ear when she introduced me. I sat down and he ran his fingers through my hair shaking his head slowly. “We need to do a lot of work my dear,” he said clearly up to the challenge. He worked for over a three hours and when he finished, he unveiled an absolutely gorgeous do and a whole new me. “You are going to have all the boys clambering to be with you Colleen,” he said causing Linda to laugh. “Oh,” he said correcting himself, “Are you gay?”
Linda came up to him and leaned into his ear and whispered, “Colleen is my step-brother. I don’t think all of the boys are going to be chasing him.”
“No chance, are you really a shemale?” he asked almost hopeful.
“Yes,” I replied. “Do you like what you see?”
He said he did and invited me out for the night to introduce me to some of his friends as a coming out gift. That night was nothing short of amazing. Colin took me to one of his favorite clubs and introduced me to a lot of his friends who, at first, thought I was a girl. We partied and drank a lot and when it was over, Colin took me home, kissed me good night and left making sure that we could go out again so we could experience a more personal coming out. Linda was up and waiting for all of the details and after I told her what had happened, she said, “You go girl!”
There is one more test I want to make before I go to he registrar and tell him to change my name on file. I need to go back home and get together with Steve. I know mom and dad will recognize me right off the bat, but if I can fool Steve and have him take me out as his girlfriend, I will know that I am perfect.” With that, I called Steve and told him I was coming to town the next weekend and wanted to know if he wanted to meet me at the hotel restaurant. He readily agreed. I was sitting there when he came into the dimly lit restaurant and I sat watching him from the bar. He looked around for me and when he could not see me he sat waiting at the bar just four stools away. After ordering a drink, he looked at me and asked if I were waiting for someone and I said that I was and asked him the same thing to which he said yes. “Well,” I said, if we get stood up we could always get together.” Steve gave me a weird look and said, “I don’t think so!” I studied him closely and asked, “Are you gay?” He averted his eyes from mine but said nothing. Conversation turned to other things as I moved to sit beside him until I could not take it any more. “Screw it!” I hissed softly. “What’s the matter?” he asked. “Screw dinner Steve,” I said. “Let’s go up to my room!”
Suddenly the penny dropped in his mind and Steve realized that I was not a woman but his old friend David. “Colleen, is that you?” he asked hopefully. “Yes sweetie,” I said, “It is me!”
In the light of the room, he told me that he had no idea it was me and even as he stood there looking at me he was having a hard time seeing the old David. When I took his hand and guided it to the now pulsating bulge beneath my dress, he grinned openly and then he slowly began to unwrap his new present. That night, we fucked and sucked and made love like we had never done before and before he left the following morning asked me to go out with him that night to a sports banquet as his date. The date was perfect and no one knew that the girl Steve had brought was really a shemale and when we got back to my hotel room, he sucked my cock until I exploded all over him. My plan had worked and the new shemale Colleen had been introduced to the world.
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Thank you for visiting me
Colleen

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One Response to “The Shemale Butterfly”

  1. marianas Says:

    Great post, keep it up.
    :)

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