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Cross-dresser Cartoons and Comics

Cross-dresser cartoon 1 of 90


Cross-dresser cartoons, Cross-dresser cartoon, funny, Cross-dresser picture, Cross-dresser pictures, Cross-dresser image, Cross-dresser images, Cross-dresser illustration, Cross-dresser illustrations

"Last year it was backgammon."

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Cross-dresser cartoon 2 of 90


Cross-dresser cartoons, Cross-dresser cartoon, funny, Cross-dresser picture, Cross-dresser pictures, Cross-dresser image, Cross-dresser images, Cross-dresser illustration, Cross-dresser illustrations

I'm Proud of my Gay Son!....I'm Proud of my Cross-Dressing Dad.

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Cross-dresser cartoon 3 of 90


Cross-dresser cartoons, Cross-dresser cartoon, funny, Cross-dresser picture, Cross-dresser pictures, Cross-dresser image, Cross-dresser images, Cross-dresser illustration, Cross-dresser illustrations

"If it please the court, I'd like to act as my own plucky young female attorney."

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Cross-dresser cartoon 4 of 90


Cross-dresser cartoons, Cross-dresser cartoon, funny, Cross-dresser picture, Cross-dresser pictures, Cross-dresser image, Cross-dresser images, Cross-dresser illustration, Cross-dresser illustrations

A man on a desert island fashions a bikini for himself.

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Cross-dresser cartoon 5 of 90

Cross-dresser cartoons, Cross-dresser cartoon, funny, Cross-dresser picture, Cross-dresser pictures, Cross-dresser image, Cross-dresser images, Cross-dresser illustration, Cross-dresser illustrations

'How can people say that we aren't a diverse group, we might LOOK the same but I happen to know for instance that Gerald wears a basque under his suit,'

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Cross-dresser cartoon 6 of 90


Cross-dresser cartoons, Cross-dresser cartoon, funny, Cross-dresser picture, Cross-dresser pictures, Cross-dresser image, Cross-dresser images, Cross-dresser illustration, Cross-dresser illustrations

The Jaye Edgar Hoover Building

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Cross-dresser cartoon 7 of 90

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'Colin was at the very bottom of a steep learning curve where internet dating was concerned,'

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Cross-dresser cartoon 8 of 90


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Deer X-Dressing

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Cross-dresser cartoon 9 of 90

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Just a Wolf in Sheep's Clothing

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Cross-dresser cartoon 10 of 90

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'That's not what I meant when I said you need to show more backbone.'

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Cross-dresser cartoon 11 of 90

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'Darling, what's HAPPENED to us?'

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Cross-dresser cartoon 12 of 90

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'...I really wish you would of told me you wanted to be a ballerina before we got married.'

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Cross-dresser cartoon 13 of 90

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'He's our son, Roger. If he feels like a queen trapped inside a drone's thorax, then he feels like a queen trapped inside a drone's thorax.'

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Cross-dresser cartoon 14 of 90

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"Clark...is there something you'd like to tell me?"

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Cross-dresser cartoon 15 of 90

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A statue of Mercury is defaced with a purse, stockings, a bra and lipstick.

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Cross-dresser cartoon 16 of 90

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Cross-dresser cartoon 17 of 90

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'Darling, what's HAPPENED to us?'

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Cross-dresser cartoon 18 of 90

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Woman at party spots man wearing identical dress and wonders...'could this be Mr Right?'

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Cross-dresser cartoon 19 of 90

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"You said this was 'casual dress' day. Well, this is the only casual dress I own. All my other dresses are formal."

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Cross-dresser cartoon 20 of 90

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"Don't be fooled - that's Henrietta, cross-dressing again."

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Cross-dresser cartoon 21 of 90

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Dear Diary, today I'm feeling beautiful...

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Cross-dresser cartoon 22 of 90

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Cross-dresser cartoon 23 of 90

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'The problem goes back farther than my mother. My grandmother dressed my mother funny.'

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Cross-dresser cartoon 24 of 90

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Women's clothing - The safe alternative to a sex-change operation.

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Cross-dresser cartoon 25 of 90

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"Don't call me Big Bad Wolf anymore Red... from now on I want to be called Caitlyn Wolf."

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