Sideshow Bob

Sideshow Bob is a former sidekick of Krusty the Clown turned criminal and a secondary antagonist in The Simpsons.

Cartoon Villains War

Vs Joker

Still in the process of building his and the Green Goblin's criminal empire, the Joker began assembling a new gang to aid them in their criminal endeavors. To this end, Joker freed an old henchman of his, Sideshow Bob, from prison and rehired him. However, despite feigning cooperation, Bob was still bitter against his old boss for leaving him to rot in jail for so many years, and had been secretly paid by someone very powerful to eliminate the Clown Prince of Crime. A few days later, as Joker met with Bob to check on his progress, Bob decided to make his move, stabbing Joker in the stomach. Badly wounded, Joker attempted to flee, but found himself cornered by Sideshow Bob. However, as Bob prepared to kill the clown, Joker revealed his secret weapon: a rubber fish filled with laughing gas. The gas caused Bob to start laughing maniacally against his will, breaking his mind and leaving him unable to kill Joker. As a final humiliation, Joker had the now insane Sideshow Bob locked up in Arkham Asylum.

Disney vs Cartoon Villains War

Vs Ratigan and his henchmens

Ratigan was celebrating the fact that Sykes died until Sideshow Bob arrives to kill the gangster who almost killed his idol, The Joker. Ratigan was unfaced of Sideshow Bob arrival as he called his two newest secret allies:Roscoe and Desoto.Then Ratigan ordered the dogs to eat Sideshow Bob for him.As Sideshow Bob was trying to escape,the criminal saw a lever and pressed it,managing to trap Roscoe and Desoto in it.Sideshow Bob was asking Ratigan to tell his final words until Ratigan got angry as he kicked Sideshow Bob down to the floor.Roscoe and Desoto are freed by Ratigan and were tasked to eat Sideshow Bob remains.Sideshow Bob tried to run for the second but with no use as Roscoe jumped into the criminal head,eating half of the criminals head.