I had placed an ad on a gay dating website and took the leap. I had been with two guys now, one my age, "Joe" and one younger, "Kimmy." I meet them both on the website. Kimmy reached out to me the next day after I had picked him up and we parked. We ended up kissing and sucking each other to orgasm in my car. Joe was a regular guys guy but Kimmy was my feminine, so when Kimmy wrote that he would like to see me again and dress up for me I wasn't that surprised. Two nights later, I picked him up at arpund the same place as last time. He got in the back seat with a bag and said he had to get ready and not to look. I was driving back to our secluded spot when he asked me to drive to different part of the town. When he was ready he said, "ok stop, let me out then come back and pick me up" I turned to ask, "What?" when I saw that Kimmy had dressed up like a girl, dress and all and was wearing a wig. Now, I wasn't really ready for this, but decided to go with it. Besides, he looked. This time I would useCharlotta and her lovely mouthwatering bottom to taste my capacious desires! I had a plan and it was playing out and my needs would be met by a rather naïve or at best unsuspecting participant for my special ‘brand’ of love making of a most-sophisticated kind that would knock her bobby socks as well as on her behind. With my caress this was going to be rich!!Capricious a tad on the whimsical side, but if it worked, it just right, the red- bright hue which graced poor Charlotta’s bottom would by my entry, ‘backdoor,’ if you will without her having a clue of what was really going on here! I pictured in my mind that her behind red, white and blue. Red from the skit spanking, white upper thighs and just below her sit-spots on her upper, lower thighs and blue from the accompanying bruises left by the stiff paddle built into the fingers of what the audience thought was a soft white cotton over-sized hand which in no-way could ever bruise her lovely white skin, a.
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