Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like 20 Dates

If you loved 20 Dates, 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 20 Dates.

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#1
Teacher's Pet

Teacher's Pet

1958★ 6.8

Why watch this? A perfect follow-up to 20 Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

A rugged city editor poses as a journalism student and flirts with the professor....

#2
Play It Again, Sam

Play It Again, Sam

1972★ 7.5

Why watch this? A perfect follow-up to 20 Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphre...

#3
A Nice Girl Like You

A Nice Girl Like You

2020★ 5.8

Why watch this? A perfect follow-up to 20 Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her...

#4
French Girl

French Girl

2024★ 6.2

Why watch this? A perfect follow-up to 20 Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown in...

#5
¿Quieres ser mi hijo?

¿Quieres ser mi hijo?

2023★ 8.4

Why watch this? A perfect follow-up to 20 Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship ...

#6
7 Days in Hell

7 Days in Hell

2015★ 6.5

Why watch this? A perfect follow-up to 20 Dates for fans of Comedy. It captures a similar light-hearted atmosphere.

A fictional documentary-style expose on the rivalry between two tennis stars who battled it out in a 1999 match that lasted seven days....

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