Dynamic Watchlist Hub: May 14, 2026

10 Best Movies Like Once a Year Can't Hurt

If you loved Once a Year Can't Hurt, 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 Once a Year Can't Hurt.

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#1
Chris Rock: Kill the Messenger

Chris Rock: Kill the Messenger

2008★ 7.6

Why watch this? A perfect follow-up to Once a Year Can't Hurt for fans of Comedy. It captures a similar light-hearted atmosphere.

An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket)...

#2
Dave Chappelle: The Unstoppable...

Dave Chappelle: The Unstoppable...

2025★ 6.6

Why watch this? A perfect follow-up to Once a Year Can't Hurt for fans of Comedy. It captures a similar light-hearted atmosphere.

Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special....

#3
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer

Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer

2025★ 7.0

Why watch this? A perfect follow-up to Once a Year Can't Hurt for fans of Comedy. It captures a similar light-hearted atmosphere.

A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by n...

#4
The Wedding Year

The Wedding Year

2019★ 6.0

Why watch this? A perfect follow-up to Once a Year Can't Hurt 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....

#5
The Hangover Part III

The Hangover Part III

2013★ 6.2

Why watch this? A perfect follow-up to Once a Year Can't Hurt 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....

#6
Much Ado About Nothing

Much Ado About Nothing

2013★ 6.8

Why watch this? A perfect follow-up to Once a Year Can't Hurt 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....

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