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So this time I jumped at the opportunity I agreed to meet right away within the hour.I got ready, arrived on time and headed to his door, John is about 6'4" much taller than me I was instantly intimidated, we made small talk then he herded me to the bedroom. Wasting no time attempting to keep my nerve up I shed my clothes John directed me onto his bed on all fours I didn't even watch him undress, I was a deer in the headlights.He got to work pumping lube onto my ass crack and slowly working it into my hole first one finger then two boy they felt thick, he asked me the whole time if i was okay if things were all right my mind was racing I asked him to really wet my hole nice and slippery and got a little lube for my hand to start rubbing my cock, Here I was naked on my knees ass hanging over the edge when John started rubbing my sweet spot I stopped think and started getting into the prostate massage he was giving me he would stop and add lube seemingly every few moments this went on. I had run through most of my favorite daydream about him, a rather lusty fantasy about being thrown down upon a desk and ravaged, when I heard the clink of his empty teacup being placed on the saucer. He put away the book that he had been reading, and pulled the one I had defaced off the shelf. He placed the book inches away from nose and then picked up the cane. As he moved into position, my heart was beating wildly in my chest from nerves. I’d never been caned before. I was waiting for the usual lecture but it never came. My ass exploded in pain and I screamed out. I’d never felt anything like it before in my life. It was as though a million yellow jackets had all stung me in a row. My brain wasn’t able to comprehend this fully when the second stroke landed, fresh new pain, just lower than the first. I tried to jump up, but he was faster than I was, and his free hand pressed down upon the small of my back. I shivered slightly at his touch, but the harshness in his voice reminded me.
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