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If Ann was ever going to try or like anal sex, this was going to be a telling moment. I ran my thumb in and out of her hole all the way up to my knuckle. She has a strange head board, really only a plank of wood, as wide as the bed and only about a foot high. She grabbed the head board to push back against my cock and thumb. “Harder! Harder!” she yelled as she looked back at me. “Do it harder!” I slammed my cock into her pussy as hard and as fast as I could, and did the same with my thumb. She hung her head down, her hair falling down toward the bed sheet; and she made wonderful noises of pleasure. I fucked her doggie and slid my thumb in and out of her ass. She did not last long. Her climax was long, loud, intense and passionate. To my mind, she either gushed copious amounts of pussy juice or pissed, as the bed sheet was suddenly soaked. I slid my cock out of her slit and watched as juices flowed out of her pussy and ran down her legs into the big wet spot. I kept my thumb. “Come and look at our maid” called out Becky. Ron came in and said I looked hot. The truth? I felt hot. The bulge in the front of the maid uniform proved it.We headed off in Ron’s car. The whole trip I was praying we didn’t get stop by the police. It would be hard to explain how I was dressed. We got to the party and made our way inside the house. I was immediately at ease as there were other guys there dressed as women. The guy I assumed was the host came up to us. “Oh I love your sissy maid honey” he said and kissed Becky on both cheeks “I am sure the guys will like her”. We mingled and it wasn’t long before I was getting felt up. One guy whispered in my ear “love your outfit babe. Might have to fuck you later”. The night went on, the alcohol flowed and several guys had echoed what the first guy had said. Meanwhile Sue was having a great time with both guys and gals feeling her up. It was around 9 when a guy came up to me and suggested we go somewhere quiet. I couldn’t see Sue.
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