I liked the idea - once I got it.
At age 3, two of my older sisters thought it would be great fun to dress me up as a girl as a way of entertaining themselves - and, probably, to pull a prank on me.
I suppose I was so used to being picked up and carried around, having clothes put on and off me - that I didn't pay much attention until they stood me in front of the mirror...
Wow! That was amazing!
Later, as I grew from a child to a boy and then a man, applying this early experience seemed a natural thing to do and it probably didn't occur to me that someone would have a genuinely negative opinion of it until I got to college.
Ah, the perils of formal education...
Wore My 1st Bra in Canada
I think I was about eleven and we were visiting my relatives in Ontario. One day at the vacation cabin, my aunt thought it would be a good idea to put a bra on her nephew. I remember being quite upset and actually crying. After we got back home to Oregon, I remember being fascinated with my older sisters clothing. I snuck into her bedroom and slipped on her swimsuit and later her panties. I hadn't cross-dressed before the trip to Canada, so maybe that was the trigger. It was funny that a few years ago my aunt sent me a picture she took of me wearing the bra. It actually looked like a nice white padded bra! I sometimes wonder if I would be wearing a bra and panties right now if it hadn't been for my aunt in Canada. Any thoughts?
I was influenced...more than once!
On weekend moringings when I was about 6 my sister would dress me up in various feminine costumes and parade me in front of the whole family, Mom Dad and my other sister, to great laughs and jibes. I still have one picture of me in a hula outfit. I began to secretly wear my sisters and mothers clothing occasionally over the next 15 years or so. Nothing too serious or of any duration. After I became engaged to my first wife she said to me several times that I have the most beaitiful eyes and she would like to make them up. Well, after we were married for a year or so, she said it again and I said go ahead! And that is when Joanne emerged.