Suggestions by @accaffrey

Will Rothhaar

as Cletus Spuckler in The Simpsons (Live-Action)

Tom Holland

as Squeaky-Voiced Teen in The Simpsons (Live-Action)

Jim Belushi

as Capital City Goofball in The Simpsons (Live-Action)

Jaeden Martell

as Jimbo Jones in The Simpsons (Live-Action)

Neil Patrick Harris

as Frank Grimes in The Simpsons (Live-Action)

Darrell Hammond

as Sea Captain in The Simpsons (Live-Action)

Neil Patrick Harris

as Capital City Goofball in The Simpsons (Live-Action)

Robert De Niro

as Fat Tony in The Simpsons (Live-Action)

Terry Crews

as Drederick Tatum in The Simpsons (Live-Action)

George Lopez

as Bumblebee Man in The Simpsons (Live-Action)

Dacre Montgomery

as Snake Jailbird in The Simpsons (Live-Action)

Kyle Mooney

as Frank Grimes in The Simpsons (Live-Action)

Cara Buono

as Luanne Van Houten in The Simpsons (Live-Action)

Taran Killam

as Kirk Van Houten in The Simpsons (Live-Action)

Dan Castellaneta

as Kang & Kodos in The Simpsons (Live-Action)

Carl Weathers

as Judge Roy Snyder in The Simpsons (Live-Action)

James McAvoy

as Groundskeeper Willie in The Simpsons (Live-Action)

Glenn Close

as Agnes Skinner in The Simpsons (Live-Action)

Jon Favreau

as Comic Book Guy in The Simpsons (Live-Action)

John Mulaney

as Lyle Lanley in The Simpsons (Live-Action)