Of course I still keep my girl clothes, heels, wigs, make up, and lingerie stored nearby for that spur of the moment event that I might find the time to do a little dress up.Well one night I was chatting on messenger to my close female friend about something totally unrelated. I have known her for over 20 + years and consider her a very close and loving friend. I don’t have very many guy friends and we both have families of our own. We do however fool around when we get the chance and we could almost always talk about anything, including sexual fantasies, without taking things serious or personal.Well the conversation later turned to crossdressers and transvestites. There had been something on the news that day about the gender restroom issue and we digressed to the Rupaul drag race show and how much a man could look so much like a woman with the right help and motivation. That’s when she told me that she thought I would look good dressed as a woman. I was kind of shocked at first. Even though she was still a virgin, he had spoken and treated her like a whore from the time she first began to feel her sexual awakening. She had been exploring herself, when he burst into her room and caught her. From that time on, he had called her vile names and accused her of screwing every boy she knew. It was amazing to me she had held on to her cherry for so long. Now, her father had so much as told her she didn’t live there anymore. He also would not be paying for her to go to college in the fall. How could I resist, when she told me she was homeless and her plans for college had been destroyed? I offered to let her stay in one or both of my spare rooms. Of course, I knew which room she’d want to stay in. Mine! Alex had literally jumped at my offer. She practically strangled me with a hug as she accepted. But, the thing she said next got my full attention. She looked me in the eyes and asked, “Jim, do you think someone can fall in love in three days?” I honestly replied to.
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