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I was never very good at being a boy.
As I was growing up I was constantly teased, usually being called a "girl" by my classmates.
When others were developing muscles and body hair, I was slender and relatively hairless.
I was told that "boys don't carry their books propped against their hip."
I don't think I was effeminate, but I was definately "feminine."
I had few dates, but had closer friendships with girls than any of my peers.
I was called "cry baby" because I let my emotions take over at times.
I was miserable at sports, and hated having to participate in them. (Ironically, I was actually a professional athlete at one point in my life, but that's a story for another day.)
At about age 8 I took to dressing up in my mother's clothes. I had no sisters.
When I was about 13 I got caught dressed up. My parents told me to never, ever, do it again.
I discovered mail order catalogs and opened a checking account (no credit cards back then, especially for a pre-teen.)
I didn't have much to spend, but I ordered feminine clothes that I could afford.
My favorite times as a youth were when my parents and brother would go on vacation. I had a part time summer job so I couldn't go along so I'd stay home and "watch the house." A week or two of being able to dress as I wanted when at home.
I loved movies and would dress in my finest clothes and dream about being the heroine in the film.
Some of my early memories, in no particular order.