Welooked at some other pieces and then walked to a shoe store. As wewalked Judy looked happy and this made me think about our outing. Iwasn't sure but...I think Judy was truly enjoying having a shoppingpartner and wasn't trying to make a fool of me. In the shoe store Itried on a pair of tall flat boots. I tried on a few more pairs of heelsand flats. I was getting into the experience a little too much. So muchI didn't realize Judy had taken video of me trying on some of the shoesand modeling them. After talking to him for over a week on Squirt, I knew he was the right guy to break me in. Ken was in his mid-50’s, had a nice body over 6 foot. He knew I was new to crossdressing. The agreement was I would follow his instructions and never question him. 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. More

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