Best Anime Crossdressers

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!

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

it’s so un-obvious he’s a boy like fr ✨

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!

cross dresser of the decade ✨😌

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.

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! '

I recently got into Uta no prince sama and I know all the characters here accept Juliet, Nagisa and everyone below Aoi.

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...

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!? '

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

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!

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! )

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?

What I specifically love about him is that he had a completely valid reason as to why he cross dressed, instead of it being played off as a gag.