Michelle Pfeiffer - Susie Diamond, The Fabulous Baker Boys (1989)
Rejected by Madonna for being “too mushy”, Steve Kloves’ tale of two ivorytinkling brothers and the sassy lounge singer who comes between them ended up with Pfeiffer landing a second Oscar nod.
Four months of intensive training enabled her to do justice to the music, while a slinky red gown ensured that her rendition of ‘Makin’ Whoopee’ on top of Jeff Bridges’ piano was iconic for all the right reasons (“The dress had to be open enough so I could move in it, but closed enough so I wouldn’t be flashing”).
Greatest Moment: That scene. That song. That red dress.
Also See: Sukie Ridgemont (The Witches Of Eastwick), Catwoman (Batman Returns), Ellen Olenska (The Age Of Innocence).