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I ignored him and, snapping the gloves on, I trickled some lube between his cheeks, inserting my index finger into his tight hole. He tensed up instantly, so I put my full weight on his legs and slapped his butt. He gripped his butt cheeks tightly together, so I proceeded to spank his ass harder till he started to moan in pain, his cheeks beginning to redden. Eventually, he submitted and his ass cheeks relaxed, allowing me to restart his anal intrusion. Firstly I reinserted one digit, then, with the addition of more lube, a second and then a third. I proceeded to twist and manipulate his ass till I was satisfied he was ready enough. Slowly I removed my fingers, and slipping the condom on my toy, I brought it swiftly to his now puckered ring. The addition of even more lube meant it slid in easily, and just before I switched it into action, I said, "You have five minutes starting from when I turn it on, no more than that. I'll leave you to it and if you have cum when I return you get. Super short skirts and really deep scoop tops with no bra and, if possible, no panties. When she dresses like that I typically have a hard dick all evening long. This time, I decided I wanted her to dress in a really sexy pair of panty hose that she had recently purchased. They were really different. There were four dark bands that circled each leg, two in the calf area and two in the thigh area. Between the bands they were very light in color, almost like not wearing nylons. So the contrast was, in my opinion, very sexy.I told her that I wanted to see her wearing her new panty hose with my favorite black high heels and a sexy black, scooped neck, sweater dress that came down just far enough to cover her ass and maybe a couple of inches of thigh. But, I added that I wanted to see her wearing them, and nothing else, downtown while she walked down the stroll.The stroll is basically what the working girls call the local red-light area for street walkers. There are seldom more than two.
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