Suggestions by @steveolilbrother

Cristin Milioti

as Angie Tucci in Jungle Fever

A24

as Director in A24’s Vanity

Ti West

as Director in A24’s Vanity

Giovanni Ribisi

as Miguel McPherson in Sofia Coppola's Lady Bird

Andy Samberg

as Kyle Scheible in Lady Bird (2007)

Uma Thurman

as Emma Watson in Quentin Tarantino’s This Is The End

Austin Butler

as Jay Baruchel in Quentin Tarantino’s This Is The End

Emile Hirsch

as Michael Cera in Quentin Tarantino’s This Is The End

Channing Tatum

as Channing Tatum in Quentin Tarantino’s This Is The End

Samuel L. Jackson

as Craig Robinson in Quentin Tarantino’s This Is The End

Chris Tucker

as Kevin Hart in Quentin Tarantino’s This Is The End

Leonardo DiCaprio

as Leonardo DiCaprio in Quentin Tarantino’s This Is The End

Brad Pitt

as Brad Pitt in Quentin Tarantino’s This Is The End

Bernie Mac

as Craig Robinson’s place in This is the End (2003)

*NSYNC

as Backstreet Boys in This Is The End (2003)

Bernie Mac

as Craig Robinson in This Is The End (2003)

Bernie Mac

as Graig Robinson in This Is The End 2003

Jamie Foxx

as Gator Purify in Jungle Fever

Simona Tabasco

as Angie Tucci in Jungle Fever

Kevin Hart

as Gator Purify in Jungle Fever