I named her “If You Dare.” Finding women who are not afraid to be daring, then pushing them to do the things they fantasized about and helping the... enjoy it was what I enjoyed the most.We had set sail from Miami Saturday morning and headed straight across the Gulf Stream to the Bimini Islands. I explained to Tana that we would enjoy the vacation, enjoy each other, and explore her submissive side. I told her we would do it in steps and that at any point we could stop. Day one was to let her feel. "Good morning, mom," you whisper in her ear. "Morning, baby," she says, "and happy birthday." You take a step back and admire your mother. Nancy Doe was pretty good looking for a 42 year old. She had a few wrinkles, but her curves more than made up for it, with a nice, round ass and truly massive breasts. You've spent more than a few nights imagining sucking on her nipples like when you were a baby, and on occasion dreamed about bending her over the counter, grabbing that dark hair and fucking. In the meantime, to get you started living as awoman, Dr. Girardi said we should start you off by having you dress asa woman."I grew excited at this prospect. "Yeah? How so?" I asked, my voiceperking up.My mother noticed the slight change in my demeanor and smiled. "Well,for starters, there's body padding to give you a more curvy, womanlybody shape. And extensive make-up and a wig and some women's clothes.And later, if you want to go further, Dr. Lipscomb can do the cosmeticsurgery to make. She just did everything wrong if she was trying to look pretty. She had auburn, almost red, hair that she kept relatively short, above the shoulders, and probably never really maintained, it was always curling all over the place. She wore these large, thick, aviator shaped glasses, and had a horse's mouth with large yellowing teeth.Even her name sounded old timey, like a school librarian: Elizabeth. Not Liz, or Lisa, or even Beth. Elizabeth.Honestly though, I think I liked her.She lived just.
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