The Simpsons: Every Sideshow Bob Episode Ranked Worst To Best

2. Black Widower (Season 3, Episode 21)

The Simpsons Cape Feare
20th Century Fox

Black Widower has a different set-up to most Sideshow Bob episodes, following him as he marries Selma and attempts to murder her once their nuptials are complete.

A great display for Kelsey Grammer, who's equal parts menacing and aloof, the episode is also a stand-out for Bart, who takes centre stage as his mistrust of Bob causes him to wonder what his endgame is.

From Bob muttering his evil plans to a love-bombed Selma to Homer's inability to understand Selma's impending doom, Black Widower is a mile-a-minute barrage of laughs, each complimented by a genuinely smart and witty mystery.

Black Widower may only be Bob's second appearance on The Simpsons, but he'd already proved to be one of the show's most entertaining players. In fact, it would be number one on this list were it not for one other episode...

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