Dynamic Watchlist Hub: Apr 20, 2026

10 Best Movies Like I'm in Trouble!

If you loved I'm in 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 I'm in Trouble!.

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#1
How to Please a Woman

How to Please a Woman

2022★ 6.3

Why watch this? A perfect follow-up to I'm in Trouble! for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself....

#2
Chéri

Chéri

2009★ 6.1

Why watch this? A perfect follow-up to I'm in Trouble! for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love....

#3
I Met a Girl

I Met a Girl

2020★ 6.4

Why watch this? A perfect follow-up to I'm in Trouble! for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey acro...

#4
A California Christmas: City Lights

A California Christmas: City Lights

2021★ 6.6

Why watch this? A perfect follow-up to I'm in Trouble! for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph ba...

#5
Rosaline

Rosaline

2022★ 7.1

Why watch this? A perfect follow-up to I'm in Trouble! for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and J...

#6
The Good House

The Good House

2021★ 6.2

Why watch this? A perfect follow-up to I'm in Trouble! for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

Hildy Good, a wry New England realtor and descendant of the Salem witches who loves her wine and loves her secrets. Her compartmentalized life starts to unravel as she rekindles an...

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