Poorly Dressed
Advertisement

skirt

Real Cheap, We Swear

crossdressing get a shirt skirt - 6097505792

He'll Bring You to Heel

cross dressing military skirt tutu - 5111614464
Created by Unknown
Advertisement

Not Much Wiggle Room With a Skirt That Short

motorcycle skirt too short - 5103461888
Created by Unknown

Untitled

skirt tube top - 4133107200

A Tiny Skirt to Match Your Tiny Purse!

dress purse short skirt whoops - 6261250304
Advertisement

Patch Work Problems

80s leggings quilt skirt sweater weird - 4320545536
Created by Rea W.

We've All Had Those Days

jeans skirt poorly dressed g rated - 7651665152

Orange Socks?! What Were You Thinking?

cross dresser skirt - 4410501632
Created by Alexsezhi
Advertisement

I'm Surprised TSA Let Him Through

airport cross dressing shirt skirt - 5806778368

The Devil Wears Nada

flip flops skirt wtf - 4438093056

Rock & Roll Will Never Die

guitar pink rock and roll skirt - 5868992512
Advertisement

Each Doll Belonged to One of Her Enemies

Barbie belt dolls skirt - 4886237440
Via laretrouvailles.tumblr.com

I Like to Feel the Wind Blowing Through My Hair...

windy motorcycle skirt sexy - 6951849984

Skirts are So Weird These Days

skirt tear whoops - 5986201600
Advertisement

And That's Only His Workwear...

cross dressing heels leggings skirt - 4780797696
Created by Snake73

Healthy Thugs 4 Life

gangsta Japan skirt - 4251119872
Advertisement

Hot Today

Advertisement