Imgflip Logo Icon
HotNew

Crossdressing › crossdressing Memes & GIFs

A stream for crossdressers, drag queens, drag kings, femboys, and transvestites (as a reclaimed term). Allies and appreciators are also welcome.
Crossdressing
To post images in this stream, please .
Moderators
InvaderBethany OWNER Execute_Order.66 AlaskaNativeManitou OWNER ordinary-memer
Create your own stream

Imgflip Pro

  • AI creation tools & better GIFs
  • No ads
  • Custom 6x6 profile icon and new colors
  • Your images are featured instantly in auto-approve-sfw streams
  • Your images jump to the top of approval queues
Go Pro

Episode title: "Battling at Full Volume."

Episode title: "Battling at Full Volume." | Remember the time Ash got sick so Serena took his clothes & pretended to be him? With Pikachu's help. | image tagged in pokemon x and y,crossdressing,anime,tv series | made w/ Imgflip meme maker
by AlaskaNativeManitou
369 views, 2 upvotes

The actors playing the Rangers' civilian identities in Japan do not perform the fighting scenes.

The actors playing the Rangers' civilian identities in Japan do not perform the fighting scenes. | In the original version of the Power Rangers, the Pink Ranger is always a male stuntman. | image tagged in pink power ranger,crossdressing,feminine,acting | made w/ Imgflip meme maker
by AlaskaNativeManitou
295 views, 3 upvotes, 1 comment

Krishna taught that gender is a social construct.

Krishna taught that gender is a social construct. | In Hindu legends, when lovers Krishna & Radha met, they often hung out in each other's clothes. | image tagged in radha and krishna wearing each other's clothes,happy couple,crossdressing | made w/ Imgflip meme maker
by AlaskaNativeManitou
224 views, 1 upvote

The ideal boyfriend.

The ideal boyfriend. | image tagged in femboy,unexpected,crossdressing,surprise,beautiful | made w/ Imgflip meme maker
by AlaskaNativeManitou
1,231 views, 1 upvote

Pokémon: Jessie and James dress up as nurses

Pokémon: Jessie and James dress up as nurses | 2, EPISODE 23 | image tagged in pokemon,team rocket,jessie and james,nurse joy,crossdresser,crossdressing | made w/ Imgflip meme maker
by InvaderBethany
800 views, 3 upvotes, 3 comments

Pokémon: Jessie, James and Meow perform Swanlake

by InvaderBethany
741 views, 2 upvotes, 1 comment

Pokémon: Jessie and James disguised as egg sellers

by InvaderBethany
317 views, 2 upvotes

Pokémon: Jessie and James crossdressed in a style similar to the manga The Rose Of Versailles

by InvaderBethany
442 views, 2 upvotes

American Dad: Roger crossdresses as an old woman

by InvaderBethany
261 views, 2 upvotes

Pokémon: Jessie and James disguised as hula girls

by InvaderBethany
381 views, 2 upvotes, 1 comment

American Dad: Roger disguised as Hayley Smith

by InvaderBethany
358 views, 1 upvote, 1 comment

Pokémon: Ash crossdressing as Ashley

Show More
by InvaderBethany
569 views, 2 upvotes, 2 comments

Pokémon: Jessie and James wearing a ganguro style disguise

by InvaderBethany
438 views, 2 upvotes, 2 comments

Rebelling against society's norms.

by AlaskaNativeManitou
298 views, 4 upvotes, 3 comments
Next ›