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Rose and I were pretty close. She was a short little Hispanic woman, not over five foot tall and chubby, like a ball with arms and legs. She had always flirted with me from the day I met her. Alot of innuendos and stuff like that. I was never attracted to her sexually so I guess that is why I was so comfortable with her. One day it was just Rose and I talking in the kitchen and she made a comment about sex and if I was "getting any". "Why do you ask Rose, are you offering it up?" I quizzed jokingly. "Well, maybe, let me know when you want the good seasoned stuff." She laughed. After that I got to thinking maybe she was serious about the two of us having sex. But things between Rose and I soon ramped up rather quickly. One night I had stayed the night. Rose's husband was gone and had been for over a week and would be for another. I was in basement with her son. Middle of the night I heard someone upstairs and went to see hoping it was Rose and it was. She was in the kitchen wearing. That brings me to the present. I had made a promise to myself to ring in the New Year this year in style and explore my desires. So a couple of days before the New Year's Eve I posted an ad."26 year old crossdresser looking to ring in the New Year in style: My name is Jacki, and I looking for some manly company for New Year's Eve. I'd like to take my fantasies to the next level and want to be taken like a woman for the first time. "I posted the ad with several pictures of myself in my lingerie and heels, and waited to see what turned up. As you might expect by the next day my mailbox was chock full of responses from men of all types and shapes. I set to work weeding through the numerous dick pics and c***dish one liners until I had about 5 men's messages singled out and replied to each. Steve was one of those guys. As it turned out Steve was the only of the 5 that lived in a reasonably close proximity, and was quiet attractive so he made the cut.After hitting send on my computer, I.
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