Suggestions by @27f6j920
23,750 suggestions

Ray Nicholson
as Eric Carr in KISS Biopic

Anne Hathaway
as Tory Reding in Leprechaun
Timothy Olyphant
as Maj. Charles Emerson Winchester in M*A*S*H

Jack Nicholson
as Col. Samuel Flagg in M*A*S*H
Taegan Croft
as Maj. Margaret Houlihan in M*A*S*H

Rossif Sutherland
as Capt. Benjamin Franklin Pierce in M*A*S*H

Corey Feldman
as Col. Sherman T. Potter in M*A*S*H

Anthony Ingruber
as Capt. John McIntyre in M*A*S*H

Kristen Ritter
as Coreys Mom in Prom

Susan Radder
as Tess in Prom

Aubrey Plaza
as Simone Danielles in Prom
John Travolta
as Teacher in Prom
Townes Bunner
as Jesse Richter in Prom

Mila Kunis
as Nikita Mears in Nikita (Reboot)

Superman (Brandon Routh)
as Rapunzel's Prince in Into the Woods

Dakota Culkin
as Kevin McCallister in Home Alone

Talia Ryder
as Amber in Obsession

Sebastian Stan
as Jimmy Kinsella in Kin: The Movie

Ryan Slattery
as Eliot Spencer in Leverage Reboot
Holly Marie Combs
as Miss Jennifer Honey in Matilda