Suggestions by @ben_quigels
272 suggestions
Billie Holiday
as Lucinda in Into the Woods (Old Hollywood)
Jean Hagen
as Florinda in Into the Woods (Old Hollywood)
Gordon MacRae
as Rapunzel's Prince in Into the Woods (Old Hollywood)
May Robson
as Granny in Into the Woods (Old Hollywood)
Kathryn Grayson
as Rapunzel in Into the Woods (Old Hollywood)
Thelma Ritter
as Jack's Mother in Into the Woods (Old Hollywood)
Errol Flynn
as Cinderella's Prince in Into the Woods (Old Hollywood)
Judy Garland
as The Baker's Wife in Into the Woods (Old Hollywood)
Ethel Merman
as The Witch in Into the Woods (Old Hollywood)
Leslie Caron
as Cinderella in Into the Woods (Old Hollywood)
Fred Astaire
as The Narrator / Mysterious Man in Into the Woods (Old Hollywood)
Gene Kelly
as The Baker in Into the Woods (Old Hollywood)
Charlton Heston
as Agamemnon in The Trojan War in Classic Hollywood (1950s)
Bobby Driscoll
as Jack Marston (14 Years Old) in Red Dead Redemption 2 (1940s/50s)
Hank Worden
as David Geddes in Red Dead Redemption 2 (1940s/50s)
Eddie Little Sky
as Eagle Flies in Red Dead Redemption 2 (1940s/50s)
Stepin Fetchit
as Hercule Fontaine in Red Dead Redemption 2 (1940s/50s)
John Qualen
as Sheriff Gray in Red Dead Redemption 2 (1940s/50s)
Billy Halop
as Archie Downes in Red Dead Redemption 2 (1940s/50s)
Jackie Moran
as Beau Gray in Red Dead Redemption 2 (1940s/50s)