Misty Ash

Ash Ketchum, best there ever was!
Not only at catching pokemons but also crossdressing apparently.

Ash Ketchum and Misty (or Satoshi and Kasumi as they are originally called in Japan) are (according to Wikipedia) created by Satoshi Tajiri and are part of Pokemon which belongs to Nintendo.

Edit 28/3: Changed the look of the Misty mask to look more stretched, like the masks do in the other drawings where Ash disguise himself as his female travelling buddies, because I think it looks better.

This is just silly fan art.