Dynamic Watchlist Hub: Apr 20, 2026

10 Best Movies Like How To Kill a Playboy

If you loved How To Kill a Playboy, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for How To Kill a Playboy.

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#1
El Sinvergüenza

El Sinvergüenza

1983★ 7.8

Why watch this? A perfect follow-up to How To Kill a Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.

Married man hires a surrogate to pose as the father of the four children he has had with his mistress....

#2
Chris Rock: Tamborine

Chris Rock: Tamborine

2018★ 6.4

Why watch this? A perfect follow-up to How To Kill a Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.

Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics....

#3
American Dreamer

American Dreamer

2022★ 5.8

Why watch this? A perfect follow-up to How To Kill a Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.

In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy...

#4
Lisbela and the Prisoner

Lisbela and the Prisoner

2003★ 7.8

Why watch this? A perfect follow-up to How To Kill a Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.

Lisbela is a young woman who loves going to the movies. Leléu is a con man, going from town to town selling all sort of things and performing as master of ceremonies for some chees...

#5
Dave Chappelle: The Unstoppable...

Dave Chappelle: The Unstoppable...

2025★ 6.7

Why watch this? A perfect follow-up to How To Kill a Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.

Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special....

#6
Why Worry?

Why Worry?

1923★ 6.5

Why watch this? A perfect follow-up to How To Kill a Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.

A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead....

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