10 Funniest 'Two and a Half Men' Characters, Ranked

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10 Funniest 'Two and a Half Men' Characters, Ranked
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From Judith Harper-Melnick to Charlie Harper, these are the funniest characters on Two and a Half Men.

Two and a Half Men was among the most popular sitcoms of the 2000s. The show initially starred Charlie Sheen as Charlie Harper, a wealthy and womanizing jungle writer living in Malibu. However, his carefree bachelor lifestyle was disrupted by the arrival of his younger brother, Alan, and his nephew, Jake.

9 Walden Schmidt Following Charlie Sheen's much-publicized exit, the show brought rom-com star Ashton Kutcher to replace him as the lead. Kutcher plays Walden Schmidt, a young, handsome, and wealthy entrepreneur who buys Charlie's house on a whim and allows Alan, Jake, and Berta to stay. 7 Kandi Before she starred in the delightfully weird Doom Patrol, April Bowlby played Kandi in Two and a Half Men. Kandi is a 22-year-old aspiring actress with a dimwitted but kind-hearted personality. After a brief fling with Charlie, she becomes Alan's second wife, although the two divorce once she receives a job at the TV show Stiffs.

As the seasons progress, Jake's childlike dim-wittedness becomes outright stupidity, and the joke stops being funny. Much of the humor surrounding Jake's teenage self is focused on his lack of hygiene and intelligence, making for a rather narrow brand of comedy. 4 Rose Rose was one of Two and Half Men's best characters. Introduced as Charlie's one-night-stand turned stalker, Rose is a sweet but scary young woman, highly intelligent but mentally unbalanced. She spends most of the show's early seasons striving for Charlie's attention, eventually marrying him before seemingly killing him after he cheats.

2 Berta The late Conchata Ferrell plays Berta, Charlie and later Walden's housekeeper. Although initially a recurring character in season 1, Berta becomes integral to the show's plot, offering highly acidic and often outright insulting quips at pretty much every other character. Berta is famously one of the few people who can put Evelyn in her place.

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