First, I would have to define what a cross dresser is to get a proper estimate of the beginning of time. When I encountered my mother's nylon full slips drying on a washline strung in our apartment I loved the feel of the nylon fabric. It was like none of my boy clothes. I use to fondle the slips until I had the nerve to take them down, slip into them for a quick feel and then rehang them. I had no desire to be a girl. It was just the feel of the nylon. Then, I expanded to trying on her nylon nightgowns that were kept in a laundry bag in the closet in my bedroom that I shared with my older brother. I would yank it out of the bag, don it for a while and then replace it. It wasn't until puberty and raging hormones that I started raiding my mother's dresser drawer and getting into her bras, granny panties, girdles & stocking and slips. If the beginning is those hanging full slips, then life began over seventy years ago.