Movies like The Gentleman Who Can Be Booked (1930)
The best movies like The Gentleman Who Can Be Booked (1930) are Jeff Dunham: Arguing with Myself (2006), Bill Burr: Why Do I Do This? (2008) and Adam Sandler: Love You (2024). If The Gentleman Who Can Be Booked hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestMy Best Friend, His Girlfriend and Me (2026)Released 2026
- In GermanMy Best Friend, His Girlfriend and Me (2026)Also in German
Jeff Dunham: Arguing with Myself (2006)
A recorded live performance of ventriloquist Jeff Dunham portrays a comedian whose revival of an old-fashioned art has made ventriloquism more relevant to modern societal concerns. Starring his six main characters, from Bubba Jay, a Nascar-obsessed hick, to Peanut, a flamboyant gay monkey, Dunham’s puppets have dirty but inoffensive senses of humor that mock the American Dream.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill Burr: Why Do I Do This? (2008)
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 crazy, political correctness gone haywire, and girlfriends, or as he calls them: relentless psycho robots. A keenly observant social commentator, Bill Burr is also one of the funniest voices in comedy today.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAdam Sandler: Love You (2024)
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMy Best Friend, His Girlfriend and Me (2026)
Olli and Matze are best friends living, working and planning to travel the world together — until Matze's romance with Rebecca turns it all upside down.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 thisShane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDave Chappelle: The Closer (2021)
As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill Burr: Drop Dead Years (2025)
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisBill Burr: You People Are All The Same (2012)
Taking the stage in Washington, D.C., funnyman Bill Burr brings his stinging brand of humor to the spotlight, uncorking a profanity-laced, incisive routine that pokes fun at plastic surgery, reality TV, gold diggers and more.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisHannibal Buress: Comedy Camisado (2016)
He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJeff Dunham: Spark of Insanity (2007)
Combining his amazing talent and his unorthodox sense of humor, Jeff Dunham returns, yet again, with a hilarious stand-up comedy and ventriloquist performance. Starting off with the infamously known Walter, scrutinizing every bit of today's American society. Followed by two new characters, Achmed the Dead Terrorist, who continuously threatens the crowd with Silence and Death, and Melvin the Superhero.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEddie Murphy Raw (1987)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisSincerely Louis C.K. (2020)
Louis C.K. muses on religion, terrorism, small towns, Florida, disabilities, dogs, Auschwitz, marriage, sex, vegans, and his personal sexual controversy, in a live performance from Washington, D.C.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisLouis C.K.: Ridiculous (2026)
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJerry Seinfeld: 23 Hours to Kill (2020)
Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJohn Mulaney: Kid Gorgeous at Radio City (2018)
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like The Gentleman Who Can Be Booked?
The closest matches to The Gentleman Who Can Be Booked are Jeff Dunham: Arguing with Myself (2006), Bill Burr: Why Do I Do This? (2008) and Adam Sandler: Love You (2024). Below are 17 more, each with the reason it matches.
What should I watch after The Gentleman Who Can Be Booked?
Start with Jeff Dunham: Arguing with Myself (2006), the closest match to The Gentleman Who Can Be Booked.
What is the highest-rated movie like The Gentleman Who Can Be Booked?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like The Gentleman Who Can Be Booked?
My Best Friend, His Girlfriend and Me (2026) is the most recent release on this list.
Are there German movies like The Gentleman Who Can Be Booked?
Yes: My Best Friend, His Girlfriend and Me (2026).
How are movies similar to The Gentleman Who Can Be Booked chosen?
First come films that Trakt’s viewers watch alongside The Gentleman Who Can Be Booked, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.