Undertale/Charlie and the Chocolate Factory (2005)

Version 1
Frisk as Charlie Bucket

Asgore as Grandpa Joe

Toriel as Willy Wonka

Sans as Augustus Gloop (it was obvious XD)

Papyrus as Mrs Gloop (I know Papyrus is younger but I wanted him in the role)

Mettaton as Violet Beauregarde (Both are arrogant)

Napstablook as Mrs Beauregarde

Muffet as Veruca Salt (Muffet seems rather spoiled and is rather mean if she doesn't have money)

Grillby as Mr Salt

Undyne as Mike Teavee (Both are pretty violent)

Alphys as Mr Teavee