Movies like Bill Bailey: Bewilderness (2001)
The best movies like Bill Bailey: Bewilderness (2001) are Held Up (1999), Taking Care of Business (1990) and Thunderstruck (2012). If Bill Bailey: Bewilderness hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedEddie Murphy: Delirious (1983)7.6/10 from 379 votes
- NewestAmerican Dreamer (2022)Released 2022
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
SnoozefestMovies like thisTaking 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
Popcorn FlickMovies like thisThunderstruck (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
Popcorn FlickMovies like thisGabriel 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 thisChris 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
Worth the HypeMovies like thisChris 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
Popcorn FlickMovies like thisIliza 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
Popcorn FlickMovies like thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBrain Donors (1992)
Three manic idiots—a lawyer, a cab driver and a handyman—team up to run a ballet company to fulfil the will of a millionaire. Stooge-like antics result as the trio try to outwit the rich widow and her scheming big-shot lawyer, who also wants to run the ballet.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJim 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 thisSextuplets (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
Popcorn FlickMovies like thisThe 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
Popcorn FlickMovies like thisEddie Murphy: Delirious (1983)
Taped live and in concert at Constitution Hall in Washington, D.C. in August, 1983, Eddie Murphy: Delirious captures Eddie Murphy's wild and outrageous stand-up comedy act, which he performed in New York and eighteen other cities across the U.S. to standing-room-only audiences. Eddie's comedy was groundbreaking, completely new, razor sharp and definitely funny.Eddie Murphy pontificates in his own vulgarly hilarious fashion on everything from bizarre sexual fantasies to reliving the family barbecue, and is peppered with Eddie's one-of-a-kind wit. Laugh along as Eddie reminiscences of hot childhood days and the ice cream man intermixed with classic vocal parodies of top American entertainers.Experience Eddie Murphy at his best, live and red hot! Delirious! Uncensored and Uncut!
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisStewie Griffin: The Untold Story (2005)
The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBatman and Harley Quinn (2017)
Batman and Nightwing are forced to team with the Joker's sometimes-girlfriend Harley Quinn to stop a global threat brought about by Poison Ivy and Jason Woodrue, the Floronic Man.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBig Trouble (2002)
The story of how a mysterious suitcase brings together, and changes, the lives of a divorced dad, an unhappy housewife, two hitmen, a pair of street thugs, two love struck teens, two FBI men and a psychedelic toad. Based on Pulitzer Prize-winning humorist Dave Barry's best-selling first novel, "Big Trouble."
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOnce Upon a Deadpool (2018)
A kidnapped Fred Savage is forced to endure Deadpool's PG-13 rendition of Deadpool 2, as a Princess Bride-esque story full of magic, wonder, and zero Fs.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe 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
Popcorn FlickMovies like thisThe Million Pound Note (1954)
An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he tries to use the note to buy something, people treat him like a king and let him have whatever he likes for free. Ultimately, the money proves to be more troublesome than it is worth when it almost costs him his dignity and the woman he loves.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Cheap Detective (1978)
A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Bill Bailey: Bewilderness?
The closest matches to Bill Bailey: Bewilderness are Held Up (1999), Taking Care of Business (1990) and Thunderstruck (2012). Below are 17 more, each with the reason it matches.
What should I watch after Bill Bailey: Bewilderness?
Start with Held Up (1999), the closest match to Bill Bailey: Bewilderness.
What is the highest-rated movie like Bill Bailey: Bewilderness?
Eddie Murphy: Delirious (1983), rated 7.6/10 by 379 TMDB users.
What is the newest movie like Bill Bailey: Bewilderness?
American Dreamer (2022) is the most recent release on this list.
Are there English movies like Bill Bailey: Bewilderness?
Yes: Held Up (1999), Taking Care of Business (1990) and Thunderstruck (2012).
How are movies similar to Bill Bailey: Bewilderness chosen?
First come films that Trakt’s viewers watch alongside Bill Bailey: Bewilderness, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.



















