Most deserving of a Tony is pretty damn hard to figure out. There have been so many winners that it's really tough to even think about. Here are my ideas...
MUSICAL ACTRESS
Carol Channing in Hello, Dolly! - There's a reason she beat out Barbara Streisand
Angela Lansbury in Mame
Jennifer Holliday in Dreamgirls - When people are afraid to revive a show because everyone can still hear the actress' voice in their head, you've done a damn good job
MUSICAL ACTOR
Joel Gray in Cabaret
Zero Mostel in Fiddler on the Roof
Cid Caesar in Little Me
Len Cariu in Sweeney Todd
Nathan Lane in The Producers - while this is a very recent one, there's really been no replacement for him in the role, and it was one of the most lauded performances I can remember
There's plenty more, but I can't think right now. I would weigh in on straight plays, but I just don't know those well enough to make a strong opinion.
Eeeeeeyyyyyyyyaaaaaaaannnnnddddd aaaaaaaiiiiiiiiyyyyyyaaaaaammmmmmmm teeeeeeeelllllliiiiiinnngg yyyyooooooouuuuuuuwwwaaaahh...