Best Anime Crossdressers

Elsa
Well, I was looking at my other list and just wanted to make another anime one. I'm not like overly fanatic about anime crossdressers, but sometimes they make me smile or be like ‘ (0o0)! that's a boy/girl! '. Shorter comment sections than before, though. Anyway, enjoy! (*,*)/

Spoilerish

The Top Ten

1 Grell Sutcliff (Kuroshitsuji) Grell Sutcliff (Kuroshitsuji)

I love Grell! I don't care what gender he/she is, we are secretly lovers. Okay, maybe I watched too much... Lol. - KianaLexi

I personally like Grell. He's batcrazy, weird, and loves the color red! At first I just thought he was a kinda weird looking anime dude, but then I learned he was a gender swapping reaper. Surprise, surprise! - Elsa

2 Haruhi Fujioka (Ouran High School Host Club) Haruhi Fujioka (Ouran High School Host Club)

OK, Haruhi is second because she's both pretty and handsome at the same time. I've always thought she looked alittle girly inner guy get-up, but I really like her none the less. I guess it's kinda similar to how you dress a younger brother up in a princess dress and crown! - Elsa

3 Kaoru Hitachiin (Ouran High School Host Club) Kaoru Hitachiin (Ouran High School Host Club)

Yeah, I know ‘ why so much Ouran High School Host Club? ' To be honest, I don't really know. I guess I just like their cross dressing (-w-)/ And why the twins? Well, you have to admit, they were adorable as little girls and you shared Haruhi's reaction when they were older. - Elsa

4 Hikaru Hitachiin - Ouran High School Host Club Hikaru Hitachiin - Ouran High School Host Club
5 Tsukimiya Ringo (Uta no Prince-sama) Tsukimiya Ringo (Uta no Prince-sama)

I really, really thought that he was a she. He's just so pretty! For some reason I really like his pink, wavy/curly hair and he can even rock a turtle- neck sweater. I don't know, he's just a nice cross dressing character.


( I really thought he was a girl. It was like ‘ Wha! O_o! ' - Elsa

6 Juliet (Romeo x Juliet) Juliet (Romeo x Juliet)

I honestly preferred her as the Red Whirlwind. Yes, she was nice as a girl, but she was a hero as the Red Whirlwind.


But the part where Romeo finds out her cross dressing is actually a girl, it's kinda...awkward... - Elsa

7 Ciel Phantomhive (Kuroshitsuji) Ciel Phantomhive (Kuroshitsuji)

That moment when Ciel makes a prettier girl than you do ;-; - KianaLexi

What? He makes a very pretty girl. Prettier than most I know. But he has the reaction to cross dressing that I'd have if I did it.


‘ Eh. This is sooo wrong/weird feeling! Do I have to!? ' - Elsa

8 Ryoji "Ranka" Fujioka (Ouran High School Host Club) Ryoji

Because it's not enough having a daughter dress like a boy, you need to have the dad dress like a lady, too! Maybe it's that irony that made me add him or because he's like a roll- up of both mother/father for Haruhi who needs that.


Go Ryoji! - Elsa

9 Emporio Ivankov (One Piece) Emporio Ivankov (One Piece)

I love One Piece. O course, I'm gunna add a character in! And who better than the ‘ Queen '!


(If you know someone better then add them! ) - Elsa

10 James (Pokémon) James (Pokémon)

James is my favorite character he is so cute

In all their disguises James has cross dressed several times. The bikini like outfit. Magician assistant. Ballerina Princess. Hula girl. You remember the school girl costume? ~I do! ~


Anyway, liking Pokémon for so long gets James on the list. He's also a funny character and one of my favorites. - Elsa

The Contenders

11 Nagisa Shiota (Ansatsu Kyoushitsu)
12 Aoi Hyoudou (Kaichou Wa Maid-Sama!) Aoi Hyoudou (Kaichou Wa Maid-Sama!)

Once again, thought he was a she. Why must I always do that!? But I guess that's the purpose of cross dressing. Anyway, he's a very cute girl and boy! Win, win, right?

Does he make anyone else think of Elizabeth when he's cross dressing and Ciel when he's not? - Elsa

13 Ritsu Sohma (Fruits Basket)
14 Hitoshi Sugoroku (Nanbaka)
15 Chihiro Fujisaki - Danganronpa: Trigger Happy Havoc
16 Nadeshiko Fujisaki (Shugo Chara!)
17 Natsuo Maki (Love Lab)
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List Stats

17 listings
1 year, 356 days old

Top Remixes

1. Grell Sutcliff (Kuroshitsuji)
2. Haruhi Fujioka (Ouran High School Host Club)
3. Kaoru Hitachiin (Ouran High School Host Club)
Elsa

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