Dynamic Watchlist Hub: Apr 13, 2026

10 Best Movies Like Looking for Trouble

If you loved Looking for Trouble, 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 Looking for Trouble.

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#1
Diggstown

Diggstown

1992★ 6.3

Why watch this? A perfect follow-up to Looking for Trouble for fans of Comedy. It captures a similar light-hearted atmosphere.

Gabriel Caine has just been released from prison when he sets up a bet with a business man who owns most of Diggstown, a boxing-mad town. The bet is that Gabe can find a boxer that...

#2
Let's Make Love

Let's Make Love

1960★ 6.4

Why watch this? A perfect follow-up to Looking for Trouble for fans of Comedy. It captures a similar light-hearted atmosphere.

When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful...

#3
American Dreamer

American Dreamer

2022★ 5.8

Why watch this? A perfect follow-up to Looking for Trouble 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
That Touch of Mink

That Touch of Mink

1962★ 6.4

Why watch this? A perfect follow-up to Looking for Trouble for fans of Comedy. It captures a similar light-hearted atmosphere.

Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting C...

#5
Good Neighbor Sam

Good Neighbor Sam

1964★ 6.5

Why watch this? A perfect follow-up to Looking for Trouble for fans of Comedy. It captures a similar light-hearted atmosphere.

To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion reli...

#6
Sex and the Single Girl

Sex and the Single Girl

1964★ 6.5

Why watch this? A perfect follow-up to Looking for Trouble for fans of Comedy. It captures a similar light-hearted atmosphere.

A womanizing reporter for a sleazy tabloid magazine impersonates his hen-pecked neighbor in order to get an expose on renowned psychologist Helen Gurley Brown....

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