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Wig and Heels

Wig and Heels

  • A Penthouse Letter by T.F., Missouri


I want to share with you the night I came out of the TV closet with a friend of mine. Jeff and I have been friends for several years. I met him on one of our company’s many weekend business trips.

I’ve been cross-dressing ever since I can remember. My wife knows about my penchant for dressing up, but I usually save it for when I go out of town. I carry along my special suitcase and spend the nights with my favorite "girl."

A couple of months ago, Jeff and I were chosen to go handle an out-of-town case. There was a mix-up in reservations, and Jeff did not have a room waiting for him. When I offered to share my room, he readily accepted.

After we settled in, we went downstairs and had a couple of drinks in the bar. Frankly, we were trying to find a woman or two for a good... Read more...

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