Tranny Secrets

By Thomas Wainwright

True tales about transexuals, crossdressers, men who dress as women and wear their underwear. No one really knows what goes on beneath the outer layer of clothing, until one finds surprises. All persons depicted in the vignettes were at least eighteen years of age at the time of the depiction.

• Language: English
• Publisher: Thomas Wainwright
• Release date: Jan 7, 2011
• ISBN: 9781458174406

Thomas Wainwright

I've been collecting, writing, and editing books since 1980. I write and collect mainly erotica.

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Tranny Secrets

Thomas Wainwright

Smashwords Edition

Copyright 2011 Thomas Wainwright

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All persons appearing in the vignettes contained herein were at least eighteen years of age at the time of the depiction.

ONE NIGHT STAND

It was a strange day job to begin with. I had worked all day; usually, I only worked till about two in the afternoon, but today had been different.

I ran my own little company. I delivered documents. I was a courier, and that’s about all there was. What made my company a little different is that I was the only one in it, and I ran it by cell phone, and by simply walking the streets of New York, going from an attorney’s office, delivering summonses, court documents, and such. It was an interesting job, and I met all kinds of people. Practically no one knew my little secret. To most of them, I was probably simply a somewhat dizzy blonde who ran papers back and forth. If they only knew, I always thought. If they could see beyond, or rather, beneath, my clothes, they would be surprised for sure.

I had planned on a quick drink at my local bar, then go home and relax a bit, then go on the web, take a few phone calls, and then off to bed. It couldn’t have turned out any different.

I’m a she male. Most people with whom I come into contact don’t have the foggiest idea; they think I’m all woman. But, if they saw what was between my legs, they would be either very elated or very, very dismayed, depending on their own particular psychosexual matrices.

Most of the men I knew had no idea that I was a transsexual. I lived as a woman, dressed like a woman, sounded like a woman, moved like a woman. I had long, blonde hair, and rather large, round tits. I had not had an operation; there was still a fully functioning, long, hairy, and sometimes hard cock between my legs.

Sometimes, as a sexual thrill, I would wear pantyhose with a hole cut in the crotch, and I would let my balls and cock hang out of the hole. Walking down the street, close to a doorway to one of the buildings I frequented, I would accidentally drop some papers, and, wearing a very short skirt, I would bend over and pick up the papers. I knew, from my experimenting with a mirror, that my hairy, full balls would be hanging down, completely visible by any guy that was behind me.

That is exactly what I had done today, and stopping off in the bar late in the afternoon was only the beginning of what turned out to be one of the longer, more interesting days I had seen, simply because of what I had done that day.

I sat at the bar, my short skirt tucked under me, my balls and