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" Then you deserve this spanking. I'll spank you first, then Mary and your wife also want to spank you," Ann said. So then Ann really started to spank me, and hard. I was soon squirming in her lap, but her thighs tightly gripped my penis and held me in place. "You are moving around too much again, Clyde. Try to stay still or I will keep spanking you for a long time." So I stayed as still as I could, and soon the spanking stopped. My poor bottom was already hot, and Mary and my wife hadn't spanked me yet! "Stand up and go over to Mary," she said, "It's her turn to spank you."Soon I was standing next to Mary, and she said," Put you hands on your head and turn around. I want to first see how red Mary made your bottom." Then I felt her hands on my hot bottom. "You did a good job of spanking him! But I guess his bottom will be a lot redder after Joyce and I have spanked him." Then she said to me,"Turn around and keep your hands on your head." Then I felt her hands on my penis. We'd arranged to meet at the train station, so I rang Ed when I arrived and waited for him. A few minutes later a guy about my height with big frizzy hair approached, and as he got closer I recognised him from the pictures of him in women's underwear he'd sent me. We walked back to his house, talking, me a bit nervous as this was my first time with anyone, until we got to his place. It was a big house, with a barn attached that he opened and we entered. It was a bit sparse, but with some sofas and a table, so we sat down and continued talking, listening to music, both a little nervous but also quite horny. He said that he'd wanted to be fucked by a tranny for years, even though he was only eighteen, and I'd wanted to dress as a girl and be screwed for a long while too, although in the end our roles were reversed.Eventually he couldn't take anymore waiting: "Would you like me to dress as a girl for you then?" If you like, yes," I replied, feeling awkward and not sure what else to.
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