How crossdressing can change the world.

Fiona Dobson
3 min readJul 4, 2022

I was sitting in my kitchen this morning, a skillet sizzling on the hob spilling delightful aromas out into the garden, when I heard the sound of Sylvester’s chopper drawing into my driveway. Sensing the presence of sausage he often unaccountably appears. Now, the same could be said of some of my gurlfriends, but that really is another story.

Arriving just as I was about to pour the coffee, Sylvester showed up with his niece, a glorious young creature of thirteen.

“Fiona, this is Anastasia,” he said as he entered. “She’s heard so much about you, she said she’d like to join

me on my morning ride and drop by and say hello.”

“Well, hello Anastasia,” I said, and at that point I’m going to ask you to imagine pressing the pause button. Yes, freeze reality for a moment and ask yourself what would likely come next in this dialogue.

Typically I would say something about how pretty Sylvester’s niece is. Or possibly, something about how it must be fun to ride on a man’s chopper — and right now I’ll ask you to get your mind out of the gutter.

But today, I’d like to ask you to do something very special for me — and yes, it has everything to do with crossdressing. I’d like you to imagine how the conversation might go if it were to avoid gender preconceptions, and…

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Fiona Dobson
Fiona Dobson

Written by Fiona Dobson

The trans blog you’ll love even if you’ve never tried on your sister’s panties. http://FionaDobson.com