Sex is complicated and probably always has been. And sexual choices that are out of the ordinary invoke fears that may still result in bloodshed and serious consequences, like the shooting in the gay nightclub in Orlando. Add to those fears, the laws and consequences of choices that have made the choice of the proper public bathroom an issue. It will probably take other incidents and lots of public information and introspection for us to accept our differences. Despite the tragedies, I think we are making progress because people have dared to come “out” and talk about their differences, like Bruce Jenner becoming Caitlin Jenner.
Currently, thanks to Caitlin Jenner, once known as Olympic athlete Bruce Jenner, we might wonder who we really are and whether we’re happy with the physical gender we were born with. The conversation is out in the open and I’m sure we’ll discover all sorts of fascinating facts as the years roll on.
What was it that inspired me to write Melaynie’s Masquerade, my historical fiction about a young woman who masquerades as a captain’s boy to sail to the Caribbean with Captain Francis Drake in the 16th century? Women have pretended to be men and vice versa through the ages.
I had my own unique experience in the dating world when I met a man who enjoyed dressing up as a woman. Though his ad in the Singles Register newspaper hadn’t mentioned he liked costume parties, I didn’t know his preferences, initially. He had sounded very congenial on the phone, and I decided to meet him at his home. When he changed into his gear—a French maid’s outfit, high heels, and a blond wig, the show was on. Eventually he was attired in a white negligee while we played Trivial Pursuit and watched the Lakers game, and he wanted me to give him makeup tips!
I wrote about my experience and submitted it to Playgirl magazine years ago. It was refused so I turned that story and another experience into a small Ebook that is for sale on Amazon: Weird Dates and Strange Fates
Here’s a sample from one of the stories:
A Single Gal’s Guide to Cross-Dressing
The man who answered the door was friendly and natural as he guided her into his house. Proudly telling her he had inherited the home from his uncle, he suggested they take a little tour. A typical one-story postwar 1950s home, it had nothing imaginative in its design, inside or out, but she pretended to be impressed. He led her through a step-down, rectangular living room and then outside to a concrete atrium whose only amenity was a hot tub and a few cheap and fading lounge chairs. Occasionally touching her elbow, he told her of plans to make a few changes here and there and asked her opinion. When he took her into his small square bedroom, she noted a white lacy negligee hanging over a closet door and beneath it, four-inch black spike heels.
“How do you like my new negligee?” he asked.
“It’s beautiful,” she responded evenly, wondering what revelations might come next.
“My wife liked me to wear lingerie to bed. Now I can’t sleep without it.”
She could tell he was watching and listening carefully for her reactions. So far she was accepting all of it as if it were all perfectly normal.
Back in the living room he showed her some photos of a recent costume party. “How do you like these? You see, here I am in my French maid’s costume.” He handed her the photo.
“Mmmm.” She didn’t know what to say as she looked down at the photo, which gave her time to compose herself. She was too startled after the negligee reference to take in the photo’s details.