Suggestions by @peterjudge04

Ariana Grande

as Maureen Johnson in Rent

Cynthia Erivo

as Joanne Jefferson in Rent

Bo Burnham

as Mark Cohen in Rent

Rami Malek

as Salvatore "Sal" Rapattoni in A ‘PC’ Christmas

Ashley Silverman

as Blair Rapattoni in A ‘PC’ Christmas

Steven Yeun

as Terry Yang in A ‘PC’ Christmas

Edie Falco

as Betty Rapattoni in A ‘PC’ Christmas

Nick Sandow

as Victor "Vic" Rapattoni in A ‘PC’ Christmas

Demi Lovato

as Sux Rapattoni in A ‘PC’ Christmas

Steven Spielberg

as Director in Calvin & Hobbes (1998)

Dan Hedaya

as Webb Duckworth in Calvin & Hobbes (1998)

Cole and Dylan Sprouse

as Calvin as a kid in Calvin & Hobbes (1998)

Sam Elliott

as Calvin's Mania Cause in Calvin & Hobbes (1998)

Martin Landau

as Dr. Irving Birnbaum in Calvin & Hobbes (1998)

Sarah Jessica Parker

as Tabitha Kirk in Calvin & Hobbes (1998)

Meg Ryan

as Holly Maxwell in Calvin & Hobbes (1998)

Robin Williams

as Calvin Carmichael in Calvin & Hobbes (1998)

Spoiler

as Calvin's Mania Cause in Calvin & Hobbes (1998)

Ariana Williams

as Jewel Collins in Pretty Fly For A White Guy (Sitcom)

Peterjudge04

as Writer in Pretty Fly For A White Guy (Sitcom)