Suggestions by @ryancopeland

Schroeder

as Schroeder in Monsters Inc. (If fictional characters played them)

Linus van Pelt

as Linus Van Pelt in Monsters Inc. (If fictional characters played them)

Dingle (Secret Mountain Fort Awesome)

as Dingle in Monsters Inc. (If fictional characters played them)

Festro (Secret Mountain Fort Awesome)

as Festro in Monsters Inc. (If fictional characters played them)

Barbie (Character)

as Barbie (Cameo) in Toy Story 4 (If fictional characters played them)

Barbie (Character)

as Barbie in Toy Story 2 (If fictional characters played them)

Barbie (Character)

as Barbie in Toy Story 3 (If fictional characters played them)

Junior The Asparagus

as Junior The Asparagus in Toy Story 3 (If fictional characters played them)

Larry the Cucumber

as Larry The Cucumber in Toy Story 3 (If fictional characters played them)

Bob the Tomato

as Bob The Tomato in Toy Story 3 (If fictional characters played them)

Sid the Sloth

as Sid Ice Age in Toy Story 2 (If fictional characters played them)

Junior The Asparagus

as Junior The Asparagus in Toy Story 2 (If fictional characters played them)

Larry the Cucumber

as Larry The Cucumber in Toy Story 2 (If fictional characters played them)

Bob the Tomato

as Bob The Tomato in Toy Story 2 (If fictional characters played them)

Sid the Sloth

as Sid Ice Age in Toy Story (If fictional characters played them)

Charlie Brown

as Charlie Brown in Home On The Range (If fictional characters played them)

Larry the Cucumber

as Larry The Cucumber in Toy Story (If fictional characters played them)

Bob the Tomato

as Bob The Tomato in Toy Story (If fictional characters played them)

Bird Mom (Fish Hooks)

as Bird Mom (Fish Hooks) in Home On The Range (If fictional characters played them)

Milo (Fish Hooks)

as Milo Fishtooth in Home On The Range (If fictional characters played them)