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crossdressing

Crossdressing and keeping it fresh and new. These jokes and puns jump barriers and stigmas so open your mind and embrace true creativity in fashion.

Bye-Bye Kitty

best of week crossdressing g rated Hall of Fame hello kitty poorly dressed public transportation Subway - 6498025728

That is a Tiny Backpack

camera crossdressing dress pigtails - 4246223872

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We're Going to Need More Than "Oral Care"

camo crossdressing oh god why Walmart weird - 6512888320

Created by Unknown

Untitled

booze crossdressing hair dye - 4194225920

Nope, That Won't Get You a Ride

crossdressing dress no thanks - 6347010816

Created by lorine

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You Scared Mrs. Sasquatch

beard crossdressing long hair skirt - 4289846272

Created by Mel

Combover Could Use a Little Work

crossdressing hair - 4556971264

Created by Unknown

You Getting Ready for a Bridge Game?

crossdressing dress - 4214796032

Created by bender0927

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This Knitting Disguises Nothing at All

bikini crossdressing dress sheer - 6153116672

Created by _AfterDarkness_

Something Seems Wrong Here...

corset crossdressing dude hair nose ring - 4190141440

Created by OLOLOLOL

Who Is He Trying To Seduce?

costume crossdressing hotel lame - 5977868032

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The Bunny Ranch is Getting Desperate

bikini crossdressing stockings - 4323135744

Created by Unknown

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‘Let’s save our time and end this interview': Job candidate walks out of interview after being grilled by interviewer who undermined their experience for the job and demanded they up their game 3

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'No one here has the password': Network employee gets laid off in downsizing move, company realizes he has all the master passwords 1

‘Let’s save our time and end this interview': Job candidate walks out of interview after being grilled by interviewer who undermined their experience for the job and demanded they up their game 2

‘Count me out…’: Man expects rent-free accommodation in brother's new home despite years of estrangement 3

'The guy wanted that go-kart': Go-kart employee stunned by oblivious customer's odd request 4

'I can mimic that sound perfectly': 20+ Crafty workplace pranks that totally fooled coworkers 5

‘Your company deserves to fail’: Overworked employee quits job without notice after years of carrying company on their back, boss claims he'll sue for losses 6

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