criss-cross dressing 

When two people of opposite genders cross-dress simultaneously.

I was Peaches, and my girlfriend was Mario for Halloween--we were criss-cross dressing!

criss-cross dressing by Whytedykes November 12, 2009

cross-dressing

The act of one dressing up as the gender that they do not normally find themselves living as. This is done usually as a hobby, in order to live out fantasies, for drag shows/parties, or for sexual excitement. Oh and just to make it clear; TRANSSEXUALS DO NOT CROSS-DRESS, AND CROSS-DRESSERS AREN'T NECESSARILY LGBT!!!!!!

Cory: Hey Ari, just curious; between you and me, have you ever found your brother Josh cross-dressing? I mean he's so effeminate like I would bet 100 hundred dollars that he cross-dresses. I mean let's shake on it now.

Ari: (Takes hand)...that was a stupid bet Cory, guess what, she doesn't cross-dress.

Cory: SHE!!!!!

Ari: Yes, I'll apologize to her later for telling you that but Jessica, not Josh, is a transsexual who isn't out yet, and yes she wears woman's clothes all the time, but it isn't cross-dressing. For the last 3 months she's refused to wear boxers, Vicky's Secret Panties only.

Cory: That's cross-dressing you cheapscape!!!!

Ari: According to Urbandictionary it's not.

Cory: Fack!!!!!

cross-dressing by גסיקה January 5, 2009

cross-dressing

The act of dressing and acting as the opposite gender; usually a hobby.

What I do in my spare time.

"I hope my mom doesn't find out about my cross-dressing. It would suck if she walked in and found me wearing my little brother's clothes."

cross-dressing by Pinnku November 22, 2009