Superman is more moral and is the light in the darkness, so Superman.
From what I’ve read of Superboy, since I wasn’t fond of the Death and Return of Superman storyline, I have no positive reaction towards Kon-El, the womanizer, so Tim Drake. Plus, it’s hard to beat these hardcore looks, mainly the first two:
Batgirl over Supergirl- Supergirl has some weird stories in her Silver Age debut (such as multiple boyfriends), plus to quote Arthur Curry, “Redheads, you got to love them.”
Cassandra over Linda because the ability to “read” people and predict their next behavior is astonishingly awesome.
Azrael over Steel because he was awesome in Gotham and in the Arkham games. Plus, he’s like a more faith-based Batman.
Terry over Power Girl because the only thing Power Girl is known for is her image.
Damian Wayne all day every day over Jon Kent. Anyone with that level of snippity is cool.
Batfamily over Superfamily.