I had never even thought of that. I had been with a number of good looking, sexy transexual girls, but never with a crossdresser.After few drinks at t...e end of a long day at the bar of the hotel, this mid twenties good looking girl, was looking sexily odd. Flat chest, straight hips, more makeup than needed for after eleven pm. She was Asian, pretty, nice thick lips, Filipino maybe. She made eye contact and turned towards me with a suggestive smile. Now, I am a good looking, tall, midd age man,. Into this, I place her HMW, up against her clit just so, and slinging the cord over her shoulder and to the hook above so that it would not interfere with the progress of her punishment. I turned it on and her whole body shivered, her moans growing a little louder.Next, the cane. She'd danced with the cane before, but this was going to be a much more severe experience.I began by laying the cane across her buttocks, just kissing her rosy flesh with its hard shaft, letting her feel what was. More

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