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Movies Like Maintaining With Tyrus: Donald Trump Interview

If you liked Maintaining With Tyrus: Donald Trump Interview (2024), a comedy movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Seriously Single

    Seriously Single (2020)

    ★ 6.8/10Also comedy

    While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.

  2. 2Bill Burr: Drop Dead Years

    Bill Burr: Drop Dead Years (2025)

    ★ 7.2/10Also comedy

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

  3. 3John Mulaney: Kid Gorgeous at Radio City

    John Mulaney: Kid Gorgeous at Radio City (2018)

    ★ 7.9/10Also comedy

    John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.

  4. 4The Onion Movie

    The Onion Movie (2008)

    ★ 6.1/10Also comedy

    Venerable newscaster Norm Archer reports the latest news in politics, health, culture and entertainment - such as an automotive recall of decapitation-inducing "Neckbelts" and a study finding that "depression hits…

  5. 5Louis C.K.: Ridiculous

    Louis C.K.: Ridiculous (2026)

    ★ 6.1/10Also comedy

    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.

  6. 6The F**k-It List

    The F**k-It List (2020)

    ★ 6/10Also comedy

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

  7. 7Jackass Presents: Bad Grandpa

    Jackass Presents: Bad Grandpa (2013)

    ★ 6.2/10Also comedy

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

  8. 8Pretty Persuasion

    Pretty Persuasion (2005)

    ★ 5.8/10Also comedy

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

  9. 9Dave Chappelle: The Dreamer

    Dave Chappelle: The Dreamer (2023)

    ★ 6.9/10Also comedy

    From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.

  10. 10The Roast of Tom Brady

    The Roast of Tom Brady (2024)

    ★ 6.7/10Also comedy

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

  11. 1129th Street

    29th Street (1991)

    ★ 6.9/10Also comedy

    After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.

  12. 12Jim Jefferies: This Is Me Now

    Jim Jefferies: This Is Me Now (2018)

    ★ 7/10Also comedy

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

  13. 13Jim Jefferies: High n' Dry

    Jim Jefferies: High n' Dry (2023)

    ★ 6.5/10Also comedy

    No topic is off limits for Jim Jefferies as he muses on stoned koalas, his dad’s vasectomy confusion and choosing between his hair and his sex drive.

  14. 14Shane Gillis: Beautiful Dogs

    Shane Gillis: Beautiful Dogs (2023)

    ★ 7/10Also comedy

    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.

  15. 15Criminal

    Criminal (2004)

    ★ 6.2/10Also comedy

    Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William…

  16. 16Anthony Jeselnik: Bones and All

    Anthony Jeselnik: Bones and All (2024)

    ★ 7.1/10Also comedy

    Anthony Jeselnik celebrates 20 years of delivering boundary-pushing comedy to the masses in this razor-sharp stand-up special.

  17. 1772 HOURS

    72 HOURS (2026)

    ★ 6.8/10Also comedy

    To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.

  18. 18Hard to Die

    Hard to Die (1990)

    ★ 6/10Also comedy

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…

  19. 19Dave Chappelle: The Unstoppable...

    Dave Chappelle: The Unstoppable... (2025)

    ★ 6.7/10Also comedy

    Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

  20. 20Adam Sandler: Love You

    Adam Sandler: Love You (2024)

    ★ 6.3/10Also comedy

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

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