Knave said: I've seen tons of pokemon hentai and read tons of pokemon fanfics and not once have I ever seen or thought of something like that. The closest I've seen was battles where the pokemon have sex with each other.
That's going into my list of "Things I Never EVER Want To See", right next to "How Well Hung Pikachu Is"
An old Hentai site had something close to that. In a game like breakout you took clothes off girls from pokemon with pokeballs that apparently dissolved clothing. I think it was called poke-a-ball or something.