Well, I do think that when Luffy's wear sneakers, it's lazy... XD; But I think wedges are adorable, and as long as they look like a girlified version of the original, it should be fine, like it gets the point across. I don't really like it when the genderbent version looks like the original, except with boobs.
With genderbent versions, there's always room to be creative, because people are less harsh about judging. :O IMO.
Riliane Lucifen d'Autriche - Vocaloid Evillious Chronicles
Raven - Teen Titans
Dynasty Ahri - League of Legends
Xiayu - Tekken