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First Time Drag Chapter 2

We'd been together for almost one full year, maybe the happiest year of my life. Michael had expanded his feminine side, dressing up and wearing makeup more often than not. His hair had grown too, now almost at shoulder-length. Though twenty-one, he was still really just a boy, or maybe just a girl. I was in my early forties, Michael occasionally calling me 'daddy'.

Michael continued with his Computer Science classes doing very, very well. At my suggestion, Michael kept the feminine side of his life private, within our home. The stigma of exposing himself at school would just be too great among a bunch of college rowdies, possibly even causing him physical danger. I told Michael that in the future, if he desired to 'come out', I'd support him with all my power. Michael agreed with my thoughts, hugging and kissing me.

When Michael first moved in, he'd wear some clothes that an ex-girlfriend of mine had left. He was soon uncomfortable with that and wanted clothes and makeup of his own choosing. He and I would shop together at various up-scale stores, usually under the guise of buying something for a relative. Michael would choose most of the clothing and makeup, his taste was excellent and he was never extravagant. Our relationship was a happy one, filled with love and understanding; of course lust was a big part of things too.

One evening we were watching a film together, Michael curled beneath my arm wearing light makeup and a camisole, when he said, "I'd like to get a little nasty tonight if you don't mind, I really do enjoy making love with you, you're so gentle with me, especially with the big cock of yours, but sometimes a girl just wants to get fucked."

My mouth hung open for just a second then I burst out laughing. "I'd like that very much young lady," I said.

Michael then spent the next two hours, yes two hours, getting ready! He was a little too much like a woman at times, but it was a very small price to pay for what I received in return.

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