Dynamic Watchlist Hub: May 18, 2026

10 Best Movies Like My Stupid Boyfriend

If you loved My Stupid Boyfriend, 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 My Stupid Boyfriend.

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#1
The Wedding Year

The Wedding Year

2019★ 6.0

Why watch this? A perfect follow-up to My Stupid Boyfriend 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....

#2
The Hangover Part III

The Hangover Part III

2013★ 6.2

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

This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off....

#3
Much Ado About Nothing

Much Ado About Nothing

2013★ 6.8

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

A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words....

#4
The Best Man Holiday

The Best Man Holiday

2013★ 6.5

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

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited....

#5
Eddie Murphy Raw

Eddie Murphy Raw

1987★ 7.3

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

Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more....

#6
Pretty Persuasion

Pretty Persuasion

2005★ 5.8

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

A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment....

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