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She was obviously enjoying herself, playing dressup with me again. I knew that she'd wanted to go on this date herself, and was a little disappointed that she couldn't, and now I realized that she seemed to be using me to live it vicariously. Also, I realized with embarrassment, this would give her material to tease me with for the rest of my life once we got back to normal. After putting on the frilly panties and bra Anne insisted on, Anne had me carefully put on the silvery white dress that she'd bought earlier, telling me to be careful with my hair. When it was on, she started fiddling with my hair again, saying that she needed to touch it up a little. "This is uncomfortable" I said, gesturing to the dress, and how tightly it clung to me. Anne laughed, saying, "Be glad that I don't use corsets" And suddenly, I was very relieved that she didn't. This was bad enough as it was. I felt half naked, and embarrassed with the amount of cleavage visible, even though Anne insisted that it. The pounding kept going and going driving her higher and higher towards orgasm. It didn’t stop there. She felt fingers on her pussy, getting wet with the juices and slowly spreading them up the crack of her ass. With no let up on the pounding her pussy was taking, she felt a probing at her asshole. “Oh my God! He’s not going to….uh!!” her thoughts were interrupted as she suddenly felt a thick finger, probably his thumb, dig deeply into her ass as his dick ground her sopping wet pussy. She could feel her pussy begin to throb demandingly now as the thumbs of both of his hands dived into her tight brown hole, with his hands pulling her ass cheeks apart to thrust deeper. The waves of pleasure coming from her were now overwhelming and she felt herself building to a climax of epic proportions. She felt the quivering build out from her pussy and start to spread out all over her body. Her pussy tightened up and released in a grand orgasm that made her shriek with pleasure. At the exact same.
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