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Quotes / Wholesome Crossdresser

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Tedd: I do not crossdress in women's clothing!
"Ruka Urushibara. The mannerisms and voice of a woman...No. More feminine than any woman. But he's a guy. Taller than Mayuri, but so very thin...but he's a guy. Looks great in a shrine maiden outfit...but he's a guy! (Beat) ...He's a guy."

"ONE! OF US! IS WEARING! A PUSH-UP BRA! IT'S LACY! AND CUTE! WITH ADDED! SUPPORT!"

Edward: Listen, I was wondering if you'd like to go out sometime, grab some dinner, maybe?
Vampira: You mean a date? I thought you were a fag.
Edward: No, no, I'm just a transvestite.

And here, of course, is the breathtaking and lovely Princess Kenny. The fairest maiden in all the kingdom. [whispering] Don't ask why Kenny wanted to be a chick, it's just how he seems to be rolling right now...

I guess you could say that I like wearing cute clothes... At first, I started doing it to look like the type of girl the guy I like is into... But once I started dressing like this, I found it to be a lot of fun!

Started at the age of four
My mother went to the grocery store
Went sneaking through her bedroom door
To find something in a size four
— "King for a Day", Green Day

Bishop Pierre Cauchon: Why do you wear men's clothing? If we give you woman's clothing, would you wear it?
Joan of Arc: When the mission that God has entrusted to me is over, I will again dress as a woman.

I put on women's clothing, and hang around in bars! (...) I wear high heels, suspendies and a bra! I wish I've been a girlie, just like my dear mama/papa!
Monty Python's Flying Circus - The Lumberjack song

Look, it wasn't for the memes, OK? Just go watch Fate/Apocrypha and tell me that Astolfo isn't cute as fuck, alright? YES, I wanted Astolfo, OK? Cause you know what? Sometimes it takes a real man to become best girl.

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