Suggestions by @pamiam

Wes Bentley

as Wolverine in X-Men MCU

Jeté Laurence

as Tessie in Annie: Live!

Noor Anna Maher

as Kate in Annie: Live!

Mia Talerico

as July in Annie: Live!

Claire Crosby

as Molly in Annie: Live!

Alyvia Alyn Lind

as Annie Bennett in Annie: Live!

Dafne Keen

as Pepper in Annie: Live!

Anne Hathaway

as Eleanor Roosevelt in Annie: Live!

Mira Sorvino

as Eleanor Roosevelt in Annie: Live!

Kevin Spacey

as Franklin D. Roosevelt in Annie: Live!

Anna Kendrick

as Lily St. Regis in Annie: Live!

Oscar Isaac

as Daniel Hannigan in Annie: Live!

Laura Osnes

as Grace Farrell in Annie: Live!

James McAvoy

as Oliver Warbucks in Annie: Live!

Kristin Chenoweth

as Agatha Hannigan in Annie: Live!

Queen Latifah

as Fairy Godmother in Cinderella

Kristin Chenoweth

as Fairy Godmother in Cinderella

Peter Dinklage

as Lionel in Cinderella

Lucy Liu

as Queen in Cinderella

Colin Firth

as King in Cinderella