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I've always been a very welcoming person and this situation was no different.I offered her a drink as she sat on my sofa knowing full well it normally cuts through the tension and uncertainty from my experience as an escort.I poured a drink for both of us and sat next to her offering a comforting smile. I knew she felt uncomfortable as she was in male mode and perhaps felt threatened as I wasn't. "I don't have a male mode" I said jokingly and assured her "I've seen it all before baby so don't feel like you're being judged."Always good to have a chat about stuff non trans* related before diving in. I want to take an interest in the person even though this may only be a once of hook up. An hour flew by and we had discussed fave movies, music, education, previous failed relationships and past hook ups.The scene was set to create a great experience. She began to pull clothing from her bag, all of which was super slutty and great for a romp in bed, but I had other plans. I showed her some. I walked over to the couch; the girls were sitting across from me on the other side. My wife stood up and said "bend over." I knew that it was best to just get it over with so I did what she said. I bent over the couch and I began to feel really humiliated. As I lay there over the couch I could hear the girls whispering, and as I began to focus on what they were saying I must have stopped paying attention to what my wife was doing. I was brought back to reality when she put her thumbs in my waistband and quickly pulled my underwear to my ankles! I felt the cool air on my balls; I was totally nude in front of all of the women! They all giggled in unison, Sara yelled "nice ass", Kerri told me I looked great from the rear and Wendy just said "spank him"! The first spank felt funny, but after about three minutes it began to hurt. I know my ass was getting red because Sara would tell me every time the spank made a mark. After about five minutes my wife seemed to take a break..
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