Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like The Gutter

If you loved The Gutter, 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 The Gutter.

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#1
Bill Burr: Walk Your Way Out

Bill Burr: Walk Your Way Out

2017★ 6.9

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

No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language....

#2
Me Time

Me Time

2022★ 5.9

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

With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure....

#3
Held Up

Held Up

1999★ 5.8

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

What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is...

#4
The Ladies Man

The Ladies Man

1961★ 6.3

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

After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women...

#5
Three O'Clock High

Three O'Clock High

1987★ 6.8

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

Nerdy high schooler Jerry Mitchell is assigned to write an article for the school paper about the infamous new delinquent transfer student, Buddy Revell. When Jerry accidentally in...

#6
The Best Man Holiday

The Best Man Holiday

2013★ 6.5

Why watch this? A perfect follow-up to The Gutter 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....

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