I've decided to do this based on comments, but I won't be counting my own since I already published my thoughts on my favorite crossover couples.

I can sorta see it happening.

Either Philip or Eric, not really sure.

The Prince or Phillip. As Disnertobe said, they are more like Charming and The Prince. Eric is more goofy, and is more of a sailor.

^ I think she'd like his goofiness, though. She herself has a good sense of humor IMO

^Yeah. I do like Cindy's sense of humor. Eric's slight goofiness makes him approachable. Charming was a little goofy in the third animated Cinderella sequel. He jumped out a window. So, Eric might fit Cindy for that reason.

They'd be an adorable couple imo.

Or Eric for the reasons given.