There actually seems to be a sort of naturist Pokémon community popping up on DeviantArt lately. Glitchy000, who is apparently the Nick behind this rom hack, is one of them, and in
his nude trainer artwork, he explains why it is mostly female classes: They generally have more revealing or form-fitting clothing, reducing the effort in adapting them.
Some of those DeviantArtists have lately produced some amazing stuff, such as the recent pictures by TarriPup (
Example).
They also have some fictional stories on the good side of Sturgeon's law. One is
Pokémon Flora by SuperSonicWinxKnux, which I would love to see turned into a game. There is also
A Cinnabar Nudist's Story by TheArcticDemon, which is more Anime-like. It is a great story, though I am not too fond of the risqué themes that pop up occasionally - especially around a certain gym leader.