Hm. . .off the top of my head, I can only think of a few of the characters from Superman/Batman: Generations.
 Let's see:
 Superboy/Superman (1920s through 30th century)
 Supergirl/Kara Kent (daughter of Clark and Lois)
 Nightwing (son of Joel Kent, adopted son of Batman II/Bruce Wayne Jr.)
 Don't forget Superman from the Red Son Elseworlds series, and there's also Speeding Bullets and Batman: In Darkest Knight to consider. Oh, and JLA: Age of Wonder is a great little series too. Superboy and the Legion, if for nothing else than the Superboy/Kal-El costumes. :p
 Does it show that I like Elseworlds? 

 -Def.