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I made it a point to say hi right away and set her and her friends up with free drinks for a lot of the night. They didn’t sit at the bar, so it was hard to talk to them, but the free drinks insured they would be back. 3 nights later they were, and wouldn’t you know it? They were really nice to me… I mean why not? I was giving them freebees all night and being super kind asking her how things had been making all sorts of shit up about my last 2 years. One of the waitresses noticed how much time I had spent running back and forth and thought gave me some shit so I had to hang back for the rest of that night. This shit went on for most of the summer. It was an eternity for me as I was used to fucking girls after a week or two at most, but Ann had a boyfriend and sometimes the little prick even came in with her. But being the nice guy that I was I even gave him a free drink from time to time. I had time, and I was still fucking half of Fairfax anyway so I wasn’t desperate. Finally as. . I had 'dressed' as ordered and teetered along the path in my 5'' heels holding my skirt in both hands I raised it to my waist to expose my pantied cock framed by my stockings and suspenders.....as I clipped along the path my cock swayed lewdly infront of me hard and throbbing bouncing with each step I took ....I knew my Daddy was watching me from the bushes enjoying my humiliation of exposing myself like this. I heard footsteps but kept walking and around the next corner of the path a man appeared walking his dog.....he saw me fully erect and exposed dressed as a Sissy Schoolgirl with uniform and pigtails in my blonde wig....walking towards him holding my short pleated skirt up .... he stopped and looked around then satisfied there was no-one about he slid a hand inside his trousers and fondled his cock watching me ..... I was totally humiliated at this stage and blushed crimson red with shame but kept walking towards him ..... he was around 50 years old and was tall and balding.
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