Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like Loose Shoes

If you loved Loose Shoes, 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 Loose Shoes.

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#1
John Mulaney: The Comeback Kid

John Mulaney: The Comeback Kid

2015★ 7.7

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

Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton....

#2
Held Up

Held Up

1999★ 5.8

Why watch this? A perfect follow-up to Loose Shoes 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...

#3
Puff, Puff, Pass

Puff, Puff, Pass

2006★ 5.8

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

Danny Masterson (TV's 'That '70s Show') leads a hilarious ensemble cast in a tale about two hapless stoners who get involved in a scheme to rip off a shady character named Mr. Big ...

#4
The Roast of Tom Brady

The Roast of Tom Brady

2024★ 6.8

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

Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady....

#5
Bill Burr: Drop Dead Years

Bill Burr: Drop Dead Years

2025★ 7.2

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

In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice....

#6
Jim Jefferies: This Is Me Now

Jim Jefferies: This Is Me Now

2018★ 6.9

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

The gleefully irreverent Jefferies skewers “grabby” celebrities, political hypocrisy and his own ill-advised career moves in a brash stand-up special....

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