Movies like Hip-Hop Headstrong (2010)
The best movies like Hip-Hop Headstrong (2010) are Bill Burr: Drop Dead Years (2025), Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016) and Taylor Tomlinson: Look at You (2022). If Hip-Hop Headstrong hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Hip-Hop Headstrong
Quick picks
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
Bill 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 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 thisTaylor Tomlinson: Look at You (2022)
Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisOur Wife (1931)
Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to a Justice of the Peace. After typical Laurel and Hardy blundering, they manage to sneak the girl away from her father's house.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisWhy Worry? (1923)
A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Humanity (2018)
In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
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 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
Absolute CinemaMovies 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 thisThicker Than Water (1935)
Oliver's in trouble with his wife after missing a payment on their furniture, having given the money to Stanley, who used it instead to pay Mrs. Hardy for his room and board. At Stan's suggestion Ollie then withdraws the couple's savings from the bank to pay for the furniture and inadvertently pays virtually the whole amount at an auction for a grandfather clock which is soon crushed under a passing truck. Mrs Hardy then unintentionally causes serious injuries to Ollie requiring him to be rushed to hospital for a blood transfusion. The doctor conscripts Stan to be the unwilling blood donor. Problems occur with the transfusion and when Stan and Ollie leave the hospital they appear to have morphed into each other.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisOliver the Eighth (1934)
Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and insists on tagging along. At the mansion, the widow's creepy butler informs them that the woman is crazy. She was once jilted by an Oliver and now her hobby is marrying Olivers and then slitting their throats. Now the boys must figure out how to escape.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTaylor Tomlinson: Have It All (2024)
Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPerfect Day (1929)
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and grouchy, gout-ridden Uncle Edgar.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 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 thisRicky Gervais: SuperNature (2022)
With his signature pitch-black sense of humor, Ricky Gervais takes the stage at the London Palladium in this provocative stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Wedding Year (2019)
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSarah Silverman: A Speck of Dust (2017)
In her first comedy special post-health scare, Sarah Silverman shares a mix of fun facts, sad truths and yeah-she-just-went-there moments.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGood Not Great (2026)
After a breakup sends him into a manic, drug-fueled spiral, a bipolar comedian from Queens lands in a psych ward for the eighth time, where therapy forces him to relive the delirious path that brought him there.
Why it matches: Similar story and style · both comedy
French Kiss (2005)
"Deep shit : listen in life chance only comes once, unless you’re lucky : then it can come twice. But for you it will only come once. So, you must chat to Kate the Amercain, where is she ?"
Why it matches: Similar story and style · both comedy
9 (2009)
A group of people talk about very different subjects, including a strange course that one of them has just completed. There is tension in the air, although it is not quite clear why. They give the impression that they are killing time while waiting for a job that everyone needs for different reasons. Are they actors looking for a role?
Why it matches: Similar story and style · both comedy
Night Express (2003)
An extremely patient man shares a sleeping car on a overnight express train with a complete hypochondriac. Anxious for his berth mate to reveal any habits which might disturb his delicate sleep, the neurotic man subjects the other to an absurd interrogation.
Why it matches: Similar story and style · both comedy
Pepper (2014)
The painful awakening of a couple after an evening of fantasies ...
Why it matches: Similar story and style · both comedy
A Grand Day Out (1990)
Wallace and Gromit have run out of cheese, and this provides an excellent excuse for the duo to take their holiday to the moon, where, as everyone knows, there is ample cheese.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThe Wrong Trousers (1993)
Wallace rents out Gromit's former bedroom to a penguin, who takes up an interest in the techno trousers created by Wallace. However, Gromit later learns that the penguin is a wanted criminal.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisA Close Shave (1996)
Wallace's whirlwind romance with the proprietor of the local wool shop puts his head in a spin, and Gromit is framed for sheep-rustling in a fiendish criminal plot.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisFire (2011)
“There must be a different solution than the one from hell’. Full unadulterated terror (and music). 'The best class always ends with a lesson'. Almost baroque in its ambition and detail, Akerman and Seabra Lopes’ mesmerising short film delves deeply into the hard-wired dread of music lessons. Sewn around Schubert’s steely Opus 1, which is itself based on the no less terrifying legend of Goethe's Erlkönig, their film is a revelation.” International Film Festival Rotterdam.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Hip-Hop Headstrong?
The closest matches to Hip-Hop Headstrong are Bill Burr: Drop Dead Years (2025), Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016) and Taylor Tomlinson: Look at You (2022). Below are 27 more, each with the reason it matches.
What should I watch after Hip-Hop Headstrong?
Start with Bill Burr: Drop Dead Years (2025), the closest match to Hip-Hop Headstrong.
What is the highest-rated movie like Hip-Hop Headstrong?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like Hip-Hop Headstrong?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
Are there English movies like Hip-Hop Headstrong?
Yes: Bill Burr: Drop Dead Years (2025), Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016) and Taylor Tomlinson: Look at You (2022).
How are movies similar to Hip-Hop Headstrong chosen?
First come films that Trakt’s viewers watch alongside Hip-Hop Headstrong, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.