Another Side to Crossdressing

A tumblr blog dedicated to subverting gender norms like a boss. Skirts, dresses, tights, lace, and more traditionally feminine clothing & clothing elements incorporated as part of masculine or androgynous outfits. (From the perspective of a pansexual genderqueer amab person who goes by he/him.)

[bossdressing]

Another work outfit. This dress has huge pockets!

[theywear]

Here is the last-minute witch costume that was already in my soul (and my closet); featuring @sharkalanche and ACTUAL WITCH LAIR by @commandercait <3

[bossdressing]

First time wearing a dress to work!

[endgenderclothes]

[endgenderclothes]

[mayflyofspace-deactivated201705]

bought a stupidly summery shirt to make me forget it’s october

[joeydivision27]

cute!

[bossdressing]

I went as Purple Rain for Halloween at work, but my rain drops kept falling off my clothes. So no costume, but here's me doing a curtsy.

[bossdressing]

Worn to work today: pinstripe belted skirt with pockets and a company t-shirt.

[bossdressing]

My outfit yesterday. Skort, sandals, racerback tank top, and a button up hiking shirt.

[bossdressing]

Today's work outfit!

[bossdressing]

First time wearing a skirt to work!

[mencanwearskirts]

And you look fantastic. How did it go?

[bossdressing]

Went great! Wore another one today. Thanks for asking!

[bossdressing]

Another day, another work outfit.

[bossdressing]

An outfit from last weekend. I think it needed a different shirt.

[bossdressing]

First time wearing a skirt to work!

[bossdressing]

New dress! Worn to a board gaming tonight.

[bossdressing]

Seattle, Gasworks Park.

[bossdressing]

A new dress! Very short, but it fits nicely on top and has two good pockets. (Ignore the Horizon Zero Dawn in the background.)