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Truth be told I'd dressed secretly as a female for most of my adult life.After failing some classes and incurring some huge college loan debt, Idropped out and started work as a waiter for a semi upscale familyrestaurant. I made pretty good tips, but my addiction to lingerie andshoes depleted what little I could save to pay off my debt. After finding a website that catered to crossdressers finding their pathto womanhood, my life changed forever.His online ID was Sissymaker. He was a plastic surgeon who had devised aunique way to raise funds using his patients. He told me that hespecialized in finding the right candidates for feminization and helpingthe newly created "women" gain contracts with super rich folk to serve aslive in maids. The process started with an exchange of photos and some home video of mein my best outfits. When the Sissymaker approved my application I gotreally excited, and got dressed in my best dress and went out to a gayfriendly strip club. I had a blast. I gathered some courage and slowly bent down to bring my face close to her face. She smiled and whispered, “Put a blanket on the floor of your bedroom and wait for me”. I was so happy to hear this. I planted a small kiss on her forehead and ran to the bedroom. It is my lucky day.I put a blanket that we don’t use on the carpet on the floor, took off all my clothes. It was kind of cold because of the a/c. I covered myself with a comforter and lied down waiting for her. In a couple of minutes, Jaya came in.Jaya: “let’s put this near the door”I asked “why”Jaya: “we can hear him” (she meant her son)I got up fully naked and pulled the blanket near to the door. She was laughing.I: “why are you laughing”Jaya: “you are all ready”I: “yes, I am” I sat to the right side of the blanket and covered myself with the comforter again. I pulled her hand to the other side of the blanket. She sat down. I was about to hug her.Jaya: “I need to go to my house soon. Do it fast and leave me”I hugged her. I.
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