I was five six, five nine in my stilettos, nine stone and for the first time in my life I was going to be a woman, I applied a thin veneer of foundation, lipstick and mascara and paraded myself shamelessly in front of the full-length mirror, my tiny cock and balls free of any hair, my nipples erect and sensitive. My long tanned lightly muscled legs balanced on the heels as a tribute to the movie stars. I wore a thin very short tee-shirt dress, no panties to complete the effect. The doorbell rang, I jumped! I knew who it was. I answered quickly. The girl was petite quite tiny, in fact. She was wearing a short pleated skirt and a tiny tee shirt displaying her navel and that she was bra-less, her nipples poking through the thin fabric. I’m not proud that I’d hired an escort, but you have to understand I was 28 and still a virgin I dealt with the cash side of things and had explained on the phone that I was a transvestite, there. The snap sound made me jump and I stood up on the far side of the bed.Denise's outfit had brought out a different side of her. She looked at me with her dark brown eyes, she smiled crooked then scowled just before ordering me to my knees. I felt my cock shrink as I lowered for her. She told me to crawl over and kiss her feet. I paused for a second but before I got a word she cracked the whip. I scurried over. Denise put her left hand under my chin and forced me to look up. She stepped forward and onto my penis, pinning me to the floor. It hurt and I cried out "Ouch!!" The whip went across my face softly as she softly said "shhhh." I was ordered to kiss and lick her heels not allowed to use my hands. If I tried my chest was whipped. For a time, I enjoyed being submissive to Denise. She seemed to enjoy whipping me, especially when I bent over the bed. Denise switched hard strikes with soft touches of her hand. She would start getting me hard and then beat me back into limpness. I.
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