The first time was a short walk around the block where I lived. I really was not prepared well as it was a spur of the moment thing. I was MUCH younger and not at all experienced in the ways of crossdressing. I didn’t even have any clothes of my own, I “borrowed” some of my wife’s things. I remember it being a very short skirt, pantyhose, a bra stuffed with socks, and a leopard print top. I did get whistled at by a couple guys standing on a street corner! It was the most nerve wracking thing I have ever done. Now, I go out at least once a week in broad daylight.

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