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It started as a joke for me. Playing the part of a sissy in a chat room on the Internet. Over a period of 6 or 8 months of flirting and teasing I had ...armed to the idea of actually being a sissy. Then I met her.She challenged me by giving me assignments each new one a degree more exciting and more humiliation than the previous one. At first it was just purchasing panties or panty hose. I can recall the first time as if it was yesterday. Somehow it progressed to buying complete outfits such as. "Thanks for helping Logan," Jenny said."I was helping the CSIRO and the Museum. I gather you're still seeing one another." Oh, yes. Though Karen's becoming a problem." Yes. I can understand that." Have a good weekend." Oh, I expect we will."I packed several shirts and an extra pair of trousers as well as underthings and my washing/shaving kit. I also took my collection set, my copy of Naumann's Insects of Australia, my Banjo Paterson, and the Praed. It seemed like a lot of stuff to me. But I. I smiled at the cuteness of it. She picked up a glass from the night stand and the small tray it had been stood on, opened a bottle of mineral water and poured some of it into the glass. As she turned and brought the glass on the tray towards me I noticed a un-maid-like smirk playing across her features. Emma got closer to me and then 'accidentally' tilted the tray a little and the glass toppled forward into my lap, soaking my crotch. "Oh, I'm so sorry sir. I don't know how that happened." She. It dawned on me that she was probably going to make me cum if she kept it up. "Yes, yes, fuck me, fuck me, YES!" I cried, as she continued pounding my ass. The clear pre-cum that had been oozing from my cock had now turned whitish, and was pooling on my belly. She was literally milking me with that fake dick. Lynda looked down, and instinctively knowing how close I was, grabbed my shaft and began jacking me off while continuing her thrusts into my depths. That really did it. I completely lost.
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