Poorly Dressed

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.

Something Seems Wrong Here...

corset crossdressing dude hair nose ring - 4190141440
By Unknown

You Scared Mrs. Sasquatch

beard crossdressing long hair skirt - 4289846272
By Unknown
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Untitled

attitude crossdressing hair yellow - 3922970368
By Unknown

Nice Cans

beard boobies crossdressing package skirt wig - 4310453504
By cyanidemartini

Such a Cute Bunny!

bunny crossdressing dress goth hot topic kilt wtf - 4295880448
By Unknown
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He Called Himself Kotton Kandy

bra crossdressing eww fanny pack fishnets - 4250099200
By dpo1013

Oh No, How Did You Find My Secret Lair?

corset crazy crossdressing eww wtf - 4230541056
By Unknown

Beefcake is So Kind to Those Less Fortunate

beefcake crossdressing ripped weird what - 6469864704
By Unknown
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Real Cheap, We Swear

crossdressing get a shirt skirt - 6097505792
By Unknown

You Think Those Bricks Are Real?

bewbs crossdressing weird what - 6473196032
By AmiGreen

Combover Could Use a Little Work

crossdressing hair - 4556971264
By Kandy
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Untitled

costume crossdressing troll - 4209078528
By SrtaMargarita

That is a Tiny Backpack

camera crossdressing dress pigtails - 4246223872
By Unknown

Rejected From the Mary Poppins Section of the Opening Ceremony

crossdressing dress mary poppins skirt what - 6475911680
By Unknown
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Untitled

bra crossdressing glasses nerd panties - 4018277376
By Unknown

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

camo crossdressing oh god why Walmart weird - 6512888320
By Dee
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