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I started crossdressing when I was about 14 due to my fascination with sexy women. The first time I slipped into a bra and panties and put on mascara and lipstick I knew I was hooked. I felt all tingly and excited like never before and after that I dressed up as often as I could. My single mom worked and dated and I had a lot of time alone growing up so by the time I was 17 I had collected a nice wardrobe of sexy clothes and all kinds of make-up and I looked pretty hot when all dolled up. I was shy so I confined myself to staying in and flirting with guys on the internet on my webcam although I fantasized all the time about being with a guy and couldn’t wait for to taste and feel my first cock. It was the summer of ’97 when Mom and her boyfriend told me they were going away for a long weekend and I would be home all alone from a Thursday ‘till Sunday, and I couldn’t wait to spend the entire time dressed up! I bought a few things on line like a new skirt, two. I want a doctor’s note. Do you got that?”Sniffling and wiping her nose, she says, “I got it.” It is the first time we say goodby without a kiss.New Year’s Eve, after supper, Carol and Moira take me to town. I always find it interesting, hanging out with just the two of them because their personalities are polar opposites. Moira couldn’t be more feminine if she tried. Carol didn’t even know what effeminate was until January of last year. She is still the epitome of being a tomboy, albeit an extremely attractive tomboy.We end up sitting in the park behind City Hall. I have one girl under each arm, and we are just relaxing on a bench, taking in the sights. Carol complains, “I want to do something.”“Everything that I can think of that both you fine ladies would enjoy we have either recently done or can’t do it today. Speaking of which, what do you girls think of taking a day off and going whale watching.”“I think that is something all of us could enjoy,” states Moira.Carol interrupts, “I.
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