Suggestions by @joel

Michael Angelis

as Troublesome Trucks in The WORST Thomas Season

PewDiePie

as Toby in The WORST Thomas Season

ThatVeganTeacher

as Emily in The WORST Thomas Season

Jada Pinkett Smith

as Emily in The WORST Thomas Season

Roseanne Barr

as Emily in The WORST Thomas Season

Lizzo

as Emily in The WORST Thomas Season

Bob Chapek

as James in The WORST Thomas Season

MatPat

as Edward in The WORST Thomas Season

Tom Green

as Henry in The WORST Thomas Season

Bill Cobbs

as Henry in The WORST Thomas Season

James Woods

as Henry in The WORST Thomas Season

R. Kelly

as Henry in The WORST Thomas Season

Gilbert Gottfried

as Henry in The WORST Thomas Season

Adam Sandler

as Henry in The WORST Thomas Season

Colleen Ballinger

as Rosie in The WORST Thomas Season

Gina Carano

as Rosie in The WORST Thomas Season

Carolyn Minnott

as Elizabeth in The WORST Thomas Season

Greg Sestero

as James in The WORST Thomas Season

Greg Sestero

as Thomas in The WORST Thomas Season

Juliette Danielle

as Isobella in The WORST Thomas Season