Suggestions by @meganwhalen

Darren Criss

as The Baker in Into The Woods

Ramin Karimloo

as The Baker in Into The Woods

Raúl Esparza

as The Baker in Into The Woods

Gabriel Byrne

as The Baker in Into The Woods

Neil Patrick Harris

as The Baker in Into The Woods

Ben Fankhauser

as Jack in Into The Woods

Neil Patrick Harris

as Jack in Into The Woods

Jonathan Groff

as Jack in Into The Woods

Chris Colfer

as Jack in Into The Woods

Jeremy Jordan

as Jack in Into The Woods

Matthew James Thomas

as Jack in Into The Woods

Lea Michele

as Cinderella in Into The Woods

Denée Benton

as Cinderella in Into The Woods

Phillipa Soo

as Cinderella in Into The Woods

Betsy Wolfe

as Cinderella in Into The Woods

Sara Bareilles

as Cinderella in Into The Woods

Amanda Seyfried

as Cinderella in Into The Woods

Laura Benanti

as Cinderella in Into The Woods

Kristen Bell

as Cinderella in Into The Woods

Emma Watson

as Cosette in Les Miserables (film remake)