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I draped a scarf around my head and put on sunglasses and sat on the bike, he ensured that I was comfortable and ready and we started, it took us almost 30 minutes to reach the highway due to traffic. Ashok asked me if I had been on a bike ride date before today and I told him that it was my first with him, he laughed saying at-least he was my first in something. I laughed hard at that. We were cruising at a decent speed and the weather was not very harsh, the constant dhup-dhup-dhup-dhup sound made by the bike was very calming and I went back in time for a movement I remembered that I had my first orgasm on the back on a bike, my father’s bike a long time ago I was young back then yet I am aware that it would be embarrassing for most to have your first cum while holding on to your father, yet I have always looked at it only as my first orgasm and have cherished the memory always. Ashok was telling me something but since I was not paying attention, I could not participate or reply so. He told me what to wear before his arrival. Black wig, black & pink high heels, black tube dress that tightly covers my butt and black thigh-high nylons. I was to be fully shaven, not a speck of hair, full make-up, and red nails. He said he picked me because he likes chubby gurls, skinny gurls were not his type. He liked the way we squealed. Before Ken arrived I checked myself in the mirror; everything was per his orders, I even hiked up my tight dress a bit so it was right under my butt cheeks. The door rang and I answered it. Ken looked me up and down with a smile. In person he was much more rugged than is pictures but his voice was calming. I welcomed him in my home and offered a seat. We sat and talked a while then he just asked me “Are you a virgin?” I told him I practiced with dildos, but nothing real. “Now you remember our agreement correct?” “Yes, I will not question you” Ken went on to say he has broken in many sissies, some took more time than others but he is 100%. Ken.
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