The Toy Mafia is an organized crime group whose members look like mafiosi wearing giant toy bear heads. Their holdings are known to include Ted E. Bear's Mafia Free Playland and Casino and the adjoining toy factory. The Toy Mafia makes its only appearance in The Mole, the Mob, and the Meatball, though Chuckles and Harry Moleman return in other roles in later episodes.
- Harry Moleman, as Don Ted E. Bear
- Lovey Bear- A bear that introduces members at the Playland & Casino
- Cuddly Bear- A bear that supervises indian poker games
- Guard Bear- A bear guarding the elevator to the HQ in the Playland & Casino
- Their song almost sounds like the theme of The Muppet Show.