PUSA doesn't control what the writers do, and I'd like to see a source for the ratings of both Pokemon and Sailor Moon/CCS. Also, PokeSupe seems to be a bit more mature than the anime. As I said before, Pearlshipping isn't likely either since Dawn will eventually be replaced and there's usually no serious romance on the show anyways, so again, don't play that card.
Winona isn't for Wallace because she's too much like him. Steven is different. He's a bit more outgoing and not as polite, as refined as Wallace is. He has a somewhat boyish charm to him. He's definitely a gentleman but not completely all the way grown up. He will get Wallace to loosen up about some things because as confident as he appears he seems to be under a lot of pressure, from the way he takes things so light and aloof. Winona is somewhat the same, and she lacks a bit in confidence.