Dynamic Watchlist Hub: Apr 12, 2026

10 Best Movies Like Trouble Date

If you loved Trouble Date, 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 Trouble Date.

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#1
Bye Bye Love

Bye Bye Love

1995★ 5.9

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

With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has ...

#2
Little Italy

Little Italy

2018★ 6.6

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

Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?...

#3
The Wedding Year

The Wedding Year

2019★ 6.0

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

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year....

#4
Hitch

Hitch

2005★ 6.6

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

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own rom...

#5
My Fake Boyfriend

My Fake Boyfriend

2022★ 5.9

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

A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. ...

#6
Desperados

Desperados

2020★ 6.0

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

A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caug...

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