Sitemap

My Yellow Brick Road of Gender Enlightenment

34 min readSep 13, 2025

Once you start, you’ll never know where you will wind up.

Press enter or click to view image in full size

Writer’s note: I admit this is not my usual somber discourse on the pains of gender dysphoria and the difficult world of being transgender. Look, I needed a break, drank some wine, and said, “Oh, what the hell?”. I wrote this a while ago as a series for Pen & Prism, but I thought I would consolidate it in a single story here. Yes, The Wonderful Wizard of Oz by L. Frank Baum was my muse.

Do with this piece as you will, but I do suggest that if you read it, a glass of wine (or bottle) is very handy, and let me know if it was worth writing. Being silent will only ensure more somber transgender dirges from me. Cheers.

Press enter or click to view image in full size

Chapter 1: My Psychological House Is Torn Off Its Foundation

My gender journey has lasted a lifetime, and in the last five years has taken a right turn into the surreal. I was professionally diagnosed as transgender, essentially wired female before birth, and then born in a male body.

The more I pondered the implications of this discovery, the more my world began to whirl around me.

--

--

Emma Holiday
Emma Holiday

Written by Emma Holiday

After decades of denial I finally answered the question “What’s wrong with me?” The answer is “Nothing”. I am transgender and I am OK.

No responses yet