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My daydream was mercifully ended when I reached the doors and saw the smiling face of Lucy Connelly. Lucy was a waitress in the hotel and more importantly, a MILF. She is around 45 but could easily pass for 25. She is, although quite small, perfectly proportioned. Her breasts are about a D and her ass is simply perfect. She is curvy, yet skinny, and it is amazing to think that she has had three children, the oldest being 17 and a good friend of mine. She is also the subject of many of my fantasies. I could feel a minor erection begin to push against my suit trousers. “They must be desperate for members if you’re in the club,” she joked to me as I entered the hotel. I chuckled and I found it hard to keep my eyes off her body. The tight white shirt made her breasts very prominent and the tight black trousers perfectly hugged her toned bottom. “Turkey and Ham, Salmon, Roast Beef or Vegetarian?” she inquired of me, bringing me out of my momentary trance. “What would you recommend my. And I wanted to be attractive to Deb as much as that would be possible in this role. I want her to like me more than just in a professional way.Debbie and I began the training session in womanly mannerisms, which continued into the evening, breaking only for a Pizza dinner, which was delivered. She taught me to sit in a skirt, stand, and walk, all under various conditions. She coached me in speech... patterns, vocabulary, gestures, and eye movements while talking, female body language, all very subtle, avoiding showing too much exaggeration like a theatrical drag queen. All the while, she had me practice feminine vocal intonations... trying to cram a lifetime of a girl's training into a few short days... an impossible feat. We worked till it grew late and we were fatigued. She then left for the night. That night, at her insistence, I slept in a frilly nightgown, which subsequently became my regular sleepwear of choice. Normally I slept in my underwear anyway, but I obviously never.
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