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She was everything he needed in an escort, and sometimes a lot more! In his mid fifties, and divorced from his ex wife for many years he longed for a physical relationship and sought his fun in the form of prostitutes. Like so many others, once he reached around 40 he had admitted he was actually bi sexual and had interactions with many cross dressers at various dogging locations and public toilets, before he actively searched for a 'real' transvestite escort on the internet. After trying a few out, he found Tina and had never been with any other since, as she met his very exacting and often changing demands with so much enthusiasm, he didn't need to get his kicks from anywhere else. He had been sat in the car park for some. 20 minutes or so, and had seen a steady stream of guys of varying ages sizes and statures, enter the cottage one by one. A few had left but he estimated that there must be at least five in there. Crossing my legs to zip up my black PVC knee high boots, I held. Besides, Jack would be moving to Phoenix soon, and it would hurt more if we drew this out any further.“Oh, baby, I’m going to cum!” I heard Jack exclaim. He grabbed my bobbing head and held me still as he pumped his thick salty cum into my mouth. He grunted loudly with each squirt, and moan with delicious hunger as I swallowed his seed.We rested for a bit, and then Jack said he wanted to fuck me one more time before ending our affair.“Jack, my pussy is sore,” I said to him, and I was telling the truth. I’ve never had that much sex in such a short amount of time, and Jack had a pretty big cock that stretched my pussy in places that I never knew I had.“I’m not talking about your pussy, Susan. I want my cock up your ass. Will you let me?”Well, I have never had anything up my ass before, let alone a full-size cock, but I have always wondered what kind of pleasure women got out of it.“Jack, I’ve never done that before,” I said just to let him know.“I promise you will like it,” he said, as.
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