1. Ariel X Eric

It's surprising to see that Ariel dresses up so nicely, considering her Dad's been naked her entire life.

ariel   



2. Belle x Beast

Gaston had the looks and the popularity, but Beast had... rage issues, low self confidence, and money?

belle beast


 

3. Megara X Hercules

Meg is still the least princess-y character in Disney history, and that's awesome.

crossdressing disney princesses hercules



4. Vanellope X Ralph

A little girl with big man-hands? She's like a reverse Donald Trump.

crossdressing disney princesses


 

5. Jane X Tarzan

My apologies to anyone who clicked this post looking for lioncloth pics.

crossdressing disney princesses


 

6. Tiana X Naveen

 Hotter than fresh beignets...

crossdressing disney princesses


 

7. Rapunzel X Flynn

Armed, and dangerous.

crossdressing disney princesses rapunzel


 

8. Madellaine X Quasimodo

That's right a Hunchback of Notre Dame II reference. DEAL WITH IT.

crossdressing disney princesses

 

9. Esmeralda X Phoebus

A beautiful female gypsy paladin? What is this, my high school D&D campaign?

crossdressing disney princesses


 

10. Kida X Milo

Speaking of changing the familiar formula, remember when Disney "experimented" with science fiction in the early 2000s?

crossdressing disney princesses


 

11. Aurora X Phillip

Sleeping Beauty is far and away the best Disney movie that ends with a dragon getting stabbed in the fucking heart.

crossdressing disney princesses

 

12. Mulan X Li Shang

Mulan? Dressed as a Chinese Soldier!? Now I've seen EVERYTHING.

crossdressing disney princesses mulan

 

13. Pocahontas X John Smith

Not to get all "tumblr-y" on you guys, but this image is LOADED AF.

crossdressing disney princesses pocahontas

 

14. Jasmine X Aladdin

Proof that only the select few can pull off parachute pants.

crossdressing disney princesses jasmine aladdin

 

15. Calhoun X Felix

Is this.. that new female Thor everybody was talking about?

crossdressing disney princesses

16. Snow White X The Prince

It took way too much googling to learn that the prince's name in Snow White is just "The Prince".

crossdressing disney princesses snow white

 

17. Alice X White Rabbit

I wish I could say Alice was the first teenager to trip on drugs and put on a rabbit costime, I really would.

crossdressing disney princesses



18. Rapunzel X Flynn (Alt)

Fan theory: short haired Rapunzel grows up to be the cute aunt in Big Hero 6.

crossdressing disney princesses

 

19. Jasmine X Aladdin (Alt)

Somebody make this a romhack for the old Genesis game, right now.

crossdressing disney princesses jasmine aladdin

 

20. Jane X Tarzan (Alt)

Now that all those loincloth weirdos clicked away earlier, enjoy this loincloth.

crossdressing disney princesses tarzan