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Movies like Walking with Herb (2021)

The best movies like Walking with Herb (2021) are Chris Rock: Kill the Messenger (2008), Thunderstruck (2012) and Jim Jefferies: Freedumb (2016). If Walking with Herb hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Chris Rock: Kill the Messenger (2008)

    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). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Jim Jefferies: Freedumb (2016)

    Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  4. The Ladies Man (1961)

    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. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. The Three Stooges (2012)

    Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the only home they've ever known to close, the trio sets out to raise $830,000 in one month. Out in the world for the very first time, the three innocent bumblers become embroiled in a murder plot and find stardom on a TV reality show.

    Why it matches: Recommended by TMDB viewers · both comedy

  6. Easy Money (1983)

    To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Taking Care of Business (1990)

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. Iliza Shlesinger: War Paint (2013)

    Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Chris Rock: Tamborine (2018)

    Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Held Up (1999)

    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 taken hostage in a stickup at the local Sip and Zip.

    Why it matches: Recommended by TMDB viewers · both comedy

  12. Oscar (1991)

    Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets about to keep his promise.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. The Mouse That Roared (1959)

    The Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows and arrows) to New York and they arrive during a nuclear drill that has cleared the streets.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Sextuplets (2019)

    Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Class Rank (2017)

    Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

    Why it matches: Recommended by TMDB viewers · both comedy

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  16. The Distinguished Gentleman (1992)

    A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Impractical Jokers: The Movie (2020)

    The story of a humiliating high school mishap from 1992 that sends the Impractical Jokers on the road competing in hidden-camera challenges for the chance to turn back the clock and redeem three of the four Jokers.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Wake Up, Ron Burgundy: The Lost Movie (2004)

    While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. Iliza Shlesinger: Freezing Hot (2015)

    Smart and brazen comedian Iliza Shlesinger shares her unflinchingly honest observations on the differences between men and women. Filled with hashtag-able catch phrases, this is a laugh-out-loud revelation exposing some of women’s best kept - and ugliest - secrets, including truths about first date attire, fantasy break-ups and the tireless pursuit of not being cold while still looking hot.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Shadow of the Thin Man (1941)

    While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  21. Yet Another Affair to Remember! (2024)

    To reconcile her sins, Mrs. Garbo invites her friend, Bovete-Berta to a tea party and engages in gossip. But her husband, Jean-Jacques, unexpectedly gets a visit ...

    Why it matches: Similar story and style · both comedy

  22. Still Breathing (1997)

    Two lost souls: she a con-artist in L.A.; he a puppeteer in San Antonio have the same dream linking each with the other. He travels to L.A. to find this woman he has become obsessed with. She resists, afraid of his kooky ideas until she travels with him to San Antonio and meets his wise grandmother. Story of two disparate people linked by "fate" gets increasingly interesting as it rolls along.

    Why it matches: Similar story and style · both comedy

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  23. Uncle Buck (1989)

    Buck Russell, a lovable but slovenly bachelor, suddenly becomes the temporary caretaker of his nephew and nieces after a family emergency. His freewheeling attitude soon causes tension with his older niece Tia, loyal girlfriend Chanice, and just about everyone else who crosses his path.

    Why it matches: Similar story and style · both comedy

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  24. Another Affair to Remember! (2023)

    Jean-Jacques Garbo is deeply dismayed by his wife's infidelity when he suddenly has inklings of another love affair.

    Why it matches: Similar story and style · both comedy

  25. Affairs to Remember! - Episode IV: Stray Roads (2024)

    Jean-Jacques asks Gustav Martinsson to shadow his cheating wife.

    Why it matches: Similar story and style · both comedy

  26. Bring It On (2000)

    The Toro cheerleading squad from Rancho Carne High School in San Diego has got spirit, spunk, sass and a killer routine that's sure to land them the national championship trophy for the sixth year in a row. But for newly-elected team captain Torrance, the Toros' road to total cheer glory takes a shady turn when she discovers that their perfectly-choreographed routines were in fact stolen.

    Why it matches: Similar story and style · both comedy

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  27. Spice World (1997)

    World-famous pop group the Spice Girls zip around London in their luxurious double-decker tour bus having various adventures and performing for their fans.

    Why it matches: Similar story and style · both comedy

  28. The Best Man (1999)

    After writing a soon-to-be bestselling novel, writer and committed bachelor Harper attempts to hide the fact that his saucy new book is loosely based on the lives and loves of his tight-knit group of friends. Harper is set to be best man at his friend Lance's wedding, and all his friends will be in attendance. When an advance copy of the book makes its way into the hands of his ex-flame, Jordan, Harper attempts to keep it under wraps.

    Why it matches: Similar story and style · both comedy

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  29. Made in Italy (2020)

    A bohemian artist travels from London to Italy with his estranged son to sell the house they inherited from his late wife.

    Why it matches: Similar story and style · both comedy

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  30. Why Did I Get Married? (2007)

    Eight married college friends plus one other non-friend (all of whom have achieved middle to upper class economic status) go to Colorado for their annual week-long reunion, but the mood shifts when one couple's infidelity comes to light. As secrets are revealed, each couple begins to question their own relationship.

    Why it matches: Similar story and style · both comedy

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Like Walking with Herb and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Walking with Herb?

The closest matches to Walking with Herb are Chris Rock: Kill the Messenger (2008), Thunderstruck (2012) and Jim Jefferies: Freedumb (2016). Below are 27 more, each with the reason it matches.

What should I watch after Walking with Herb?

Start with Chris Rock: Kill the Messenger (2008), the closest match to Walking with Herb.

What is the highest-rated movie like Walking with Herb?

Uncle Buck (1989), rated 6.8/10 by 1,445 TMDB users.

What is the newest movie like Walking with Herb?

Affairs to Remember! - Episode IV: Stray Roads (2024) is the most recent release on this list.

Are there English movies like Walking with Herb?

Yes: Chris Rock: Kill the Messenger (2008), Thunderstruck (2012) and Jim Jefferies: Freedumb (2016).

How are movies similar to Walking with Herb chosen?

First come films that Trakt’s viewers watch alongside Walking with Herb, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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