Dynamic Watchlist Hub: May 18, 2026

10 Best Movies Like Don't Ask

If you loved Don't Ask, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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See our full critical analysis and audience score for Don't Ask.

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#1
How to Irritate People

How to Irritate People

1969★ 6.6

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

A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people....

#2
Bill Burr: Why Do I Do This?

Bill Burr: Why Do I Do This?

2008★ 7.7

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

One of America's fastest-rising comedians, Bill Burr wields his razor-sharp wit with rare skill. In this brand-new stand-up performance, Bill takes aim at the stuff that drives us ...

#3
Eddie Murphy Raw

Eddie Murphy Raw

1987★ 7.3

Why watch this? A perfect follow-up to Don't Ask 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....

#4
Dave Chappelle: The Unstoppable...

Dave Chappelle: The Unstoppable...

2025★ 6.7

Why watch this? A perfect follow-up to Don't Ask 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....

#5
Taylor Tomlinson: Have It All

Taylor Tomlinson: Have It All

2024★ 6.7

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

Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special....

#6
Louis C.K.: Hilarious

Louis C.K.: Hilarious

2010★ 7.8

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

In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but...

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