Imgflip Logo Icon
HotNew

"crossdressing" Memes & GIFs

Make a meme Make a gif Make a chart

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
Check the NSFW checkbox to enable not-safe-for-work images
NSFW
by jasonkt40
1,949 views, 6 upvotes

house cleaning

house cleaning | NEED CLEANING? I CAN'T UNDRESS UNTIL I CLEAN 3 HOUSES. | image tagged in crossdressing | made w/ Imgflip meme maker
by Laurenstaff
23,297 views, 1 upvote

Stealing Mom's Shorts

Stealing Mom's Shorts | WHEN YOU STEAL YOUR MOM'S SHORTS; AND SHE SPRAYS YOU WITH THE HOSE | image tagged in summer,crossdressing | made w/ Imgflip meme maker
by FrankBandera
27,660 views, 1 upvote
Check the NSFW checkbox to enable not-safe-for-work images
NSFW
by NowImLucy
1,259 views, 4 upvotes

Ash ketchum crossdress maid prof oak

Ash ketchum crossdress maid prof oak | image tagged in ash ketchum,crossdressing,professor oak,maid | made w/ Imgflip meme maker
by Arska1000
20,701 views, 2 upvotes

Hard Timz

by Zalix512
3,804 views

Cross-Dressing Fail

by fan21
7,163 views

Harry Styles "Rewriting the Rule"

by iRaCeOnDiRt
25,087 views, 5 upvotes, 1 comment
Check the NSFW checkbox to enable not-safe-for-work images
NSFW
by jasonkt40
335 views, 1 upvote

Emma Watson picks out your clothes

by unexpectednudeity
62,479 views, 10 upvotes

Emma Watson offers to dress you as a woman

by unexpectednudeity
74,592 views, 8 upvotes, 1 comment
by anonymous
32,008 views, 5 upvotes, 1 comment

Aniplay

by LuciferMogarCinderblaze
38,127 views, 6 upvotes, 1 comment

Jennifer Aniston wants to play dress up

by unexpectednudeity
86,208 views, 6 upvotes
Next ›