Poorly Dressed
Advertisement

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.

One Was Bad Enough

beard costume crossdressing dress man - 5935688704

You Scared Mrs. Sasquatch

beard crossdressing long hair skirt - 4289846272
Created by Mel
Advertisement

Such a Cute Bunny!

bunny crossdressing dress goth hot topic kilt wtf - 4295880448

Combover Could Use a Little Work

crossdressing hair - 4556971264
Created by Unknown

Ms Luscious Leather

crossdressing leather underwear - 5002737408
Via Izismile
Advertisement

You Think Those Bricks Are Real?

bewbs crossdressing weird what - 6473196032
Created by AmiGreen

Real Cheap, We Swear

crossdressing get a shirt skirt - 6097505792

Who Is He Trying To Seduce?

costume crossdressing hotel lame - 5977868032
Advertisement

Something Seems Wrong Here...

corset crossdressing dude hair nose ring - 4190141440
Created by OLOLOLOL

He Called Himself Kotton Kandy

bra crossdressing eww fanny pack fishnets - 4250099200
Created by dpo1013

Beefcake is So Kind to Those Less Fortunate

beefcake crossdressing ripped weird what - 6469864704
Advertisement

Bye-Bye Kitty

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

Untitled

booze crossdressing hair dye - 4194225920

Nice Cans

beard boobies crossdressing package skirt wig - 4310453504
Created by cyanidemartini
Advertisement

You Getting Ready for a Bridge Game?

crossdressing dress - 4214796032
Created by bender0927

That is a Tiny Backpack

camera crossdressing dress pigtails - 4246223872
1 2
Advertisement

Hot Today

Advertisement