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Movies like The 100 Funniest Moments of the 20th Century: The Unexpected (1995)

The best movies like The 100 Funniest Moments of the 20th Century: The Unexpected (1995) are Kevin Hart: Irresponsible (2019), Jerry Before Seinfeld (2017) and Kevin Hart: Seriously Funny (2010). If The 100 Funniest Moments of the 20th Century: The Unexpected hooked you with its comedy and documentary, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Kevin Hart: Irresponsible (2019)

    Stand-up comedian Kevin Hart talks about his family, travel and a year full of reckless behavior in front of a live sold-out crowd in London.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  2. Jerry Before Seinfeld (2017)

    Jerry Seinfeld returns to the club that gave him his start in the 1970s, mixing iconic jokes with stories from his childhood and early days in comedy.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  3. Kevin Hart: Seriously Funny (2010)

    Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in his second live stand-up performance in Cleveland, Ohio, where he makes fun of everything and everybody - especially himself.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  4. An Evening with Kevin Smith 2: Evening Harder (2006)

    In this second Q&A with Kevin Smith he now enters the homes of some of his fans in Toronto and London.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  5. Tropic Thunder: Rain of Madness (2008)

    A behind-the-scenes mockumentary of Tropic Thunder.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  6. An Evening with Kevin Smith (2002)

    Kevin Smith interacts in Q&A sessions throughout various college stops in the USA.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  7. American Pie: Revealed (2004)

    Documentary about the making of American Pie (1999), American Pie 2 (2001) and American Wedding (2003).

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  8. This Filthy World (2006)

    In this filmed version of cult film director John Waters' popular one-man show, the Pink Flamingos and A Dirty Shame director takes the stage to discuss everything from his early influences, fondest career memories, and notorious struggles against the MPAA rating system. Part endearing memoir and part hilarious lecture, This Filthy World touches on everything from the insanity of contemporary pop culture to the director's unforgettable early collaborations with inimitable Pink Flamingos star Divine.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  9. Animals Are Beautiful People (1974)

    Animals Are Beautiful People (also called Beautiful People) is a 1974 South African nature documentary written, produced, directed, filmed and edited by Jamie Uys, about the wildlife in Southern Africa, presented with comedic elements. It was filmed in the Namib Desert, the Kalahari Desert and at the Okavango River and Okavango Delta. It was the recipient of the 1974 Golden Globe Award for Best Documentary Film. The film, a critical and commercial success, was independently made by Uys, also known for his later African comedy The Gods Must Be Crazy (1980).

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  10. 6 Days to Air: The Making of South Park (2011)

    Viewers will get a look at Parker and Stone's thought process as they approach a new episode and the 24/7 grind they subject themselves to each time the show is in production. The documentary also includes in-depth interviews with Parker and Stone about their working partnership and reflections on highlights from their careers.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  11. Daniel Tosh: Happy Thoughts (2011)

    Daniel Tosh performs in front of a live San Francisco audience in this stand-up special for Comedy Central, and touches on topics ranging from sports and pop culture, to religion and politics.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  12. The Great Buster: A Celebration (2018)

    A celebration of the life and career of one of America's most influential and celebrated filmmakers and comedians—Buster Keaton—whose singular style and fertile output during the silent era created his legacy as a true cinematic visionary.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  13. American: The Bill Hicks Story (2010)

    American: The Bill Hicks Story is a biographical documentary film on the life of comedian Bill Hicks.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  14. David Byrne's American Utopia (2020)

    A filmed version of David Byrne's Broadway show, a unifying musical celebration that inspires audiences to connect to each other and to the global community.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  15. Who Are You, Charlie Brown? (2021)

    Lupita Nyong'o narrates a documentary about Peanuts and its creator, Charles M. Schulz. Famous fans—including Drew Barrymore, Kevin Smith, and Al Roker—share its influence on them, and a new animated story finds Charlie Brown on a quest.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  16. Roger Waters: The Wall - Live in Berlin (1990)

    A global television broadcast of the event in which former Pink Floyd leader singer and composer Roger Waters led an all-star cast in a mammoth benefit performance of his acclaimed concept album, The Wall. Set in Berlin, Germany less than a year after the destruction of the hated Berlin Wall, Waters was accompanied by disparate talents such as Cyndi Lauper, James Galway, Joni Mitchell and Albert Finney in the classic dark musical tale of a rock star's descent into madness and back.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  17. The Show Must Go On: The Queen + Adam Lambert Story (2019)

    A documentary chronicling Queen and Lambert's incredible journey since they first shared the stage together on "American Idol" in 2009.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  18. Too Funny to Fail: The Life & Death of The Dana Carvey Show (2017)

    It had all the makings of a huge television success: a white-hot comic at the helm, a coveted primetime slot, and a pantheon of future comedy legends in the cast and crew. So why did The Dana Carvey Show—with a writers room and cast including then unknowns Steve Carell, Stephen Colbert, Louis C.K., Robert Smigel, Charlie Kaufman, and more— crash and burn so spectacularly? TOO FUNNY TO FAIL tells the hilarious true story of a crew of genius misfits who set out to make comedy history… and succeeded in a way they never intended.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  19. Live Aid (1985)

    Live Aid was held on 13 July 1985, simultaneously in Wembley Stadium in London, England, and the John F. Kennedy Stadium in Philadelphia, United States. It was one of the largest scale satellite link-ups and television broadcasts of all time: watched live by an estimated global audience of 1.9 billion, across 150 nations. "It's twelve noon in London, seven AM in Philadelphia, and around the world it's time for Live Aid...!"

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  20. Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)

    Captured during Billie Eilish's sold-out world tour, a concert experience from one of the most celebrated and successful artists of her generation, presented in immersive 3D.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this

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Frequently asked questions

What are the best movies like The 100 Funniest Moments of the 20th Century: The Unexpected?

The closest matches to The 100 Funniest Moments of the 20th Century: The Unexpected are Kevin Hart: Irresponsible (2019), Jerry Before Seinfeld (2017) and Kevin Hart: Seriously Funny (2010). Below are 17 more, each with the reason it matches.

What should I watch after The 100 Funniest Moments of the 20th Century: The Unexpected?

Start with Kevin Hart: Irresponsible (2019), the closest match to The 100 Funniest Moments of the 20th Century: The Unexpected.

What is the newest movie like The 100 Funniest Moments of the 20th Century: The Unexpected?

Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026) is the most recent release on this list.

Are there English movies like The 100 Funniest Moments of the 20th Century: The Unexpected?

Yes: Kevin Hart: Irresponsible (2019), Jerry Before Seinfeld (2017) and Kevin Hart: Seriously Funny (2010).

How are movies similar to The 100 Funniest Moments of the 20th Century: The Unexpected chosen?

First come films that Trakt’s viewers watch alongside The 100 Funniest Moments of the 20th Century: The Unexpected, 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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