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Movies like Free Wheeling (2005)

The best movies like Free Wheeling (2005) are Clear History (2013), Ricky Gervais: Mortality (2025) and Jack Whitehall: I'm Only Joking (2020). If Free Wheeling hooked you with its comedy and tv movie, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Clear History (2013)

    Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. Ricky 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

    Worth the HypeMovies like this
  3. Jack Whitehall: I'm Only Joking (2020)

    Jack Whitehall hits the stage with hilarious tales about happy couples, life in hotels, human stupidity and his well-traveled father.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Parade (1974)

    The story of a big party during which Jacques Tati brings together audience members, performers, clowns, children, and himself.

    Why it matches: Recommended by TMDB viewers · both comedy

  5. Gabriel Iglesias: I'm Not Fat... I'm Fluffy (2009)

    Gabriel Iglesias entertains a packed house at El Paso's Theatre in this Comedy Central special. For I'm Not Fat, I'm Fluffy, the comedian reaches new heights of hilarity, providing eerily perfect imitations and tales too tall not to be true. He also adds a new step to his five levels of fatness, and the sixth level is sure to leave audiences rolling in the aisles.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Gabriel Iglesias: Aloha Fluffy (2013)

    ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in this complete special with his unique and animated show that has made him popular among fans of all ages. Aloha Fluffy is sure to be a comedy classic, making this extended and uncensored special a must-own.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. Trevor Noah: I Wish You Would (2022)

    Emmy-winning comedian Trevor Noah talks learning German, speaking ill of the dead, judging people in horror movies and ordering Indian food in Scotland.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Gabriel Iglesias: Hot and Fluffy (2007)

    Gabriel Iglesias is one of the fastest-rising comics today! With his unique brand of humor, lovable stage presence and wide range of voices and impressions, it's no wonder that he already has a huge fan following. Now you can see Comedy Central's "Comic of the Year" in his sold-out performance at the historic Fox Theatre in Bakersfield, California!

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Louis C.K.: Hilarious (2010)

    In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. 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 this
  11. Taylor 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 this
  12. Shane 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 this
  13. Dave Chappelle: Killin' Them Softly (2000)

    Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  14. John 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 this
  15. John Mulaney: Baby J (2023)

    A chaotic intervention. An action-packed stay in rehab. After a weird couple of years, John Mulaney comes out swinging in his return to the stage.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Demetri Martin: The Overthinker (2018)

    With his signature one-liners and drawings, Demetri Martin muses on doughnut holes, dogs, sports bars, the alphabet's most aggressive letters and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Nate Bargatze: The Greatest Average American (2021)

    Nate Bargatze touches on Zoom comedy shows, losing his phone, hotel breakfast fails, animal caddies, new math and much more in this special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. Taylor 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 this
  19. Superwho? (2022)

    A struggling actor seems doomed to live life as a loser. When he finally snatches a lead role as a superhero named “Badman,” he feels like everything is possible, but fate strikes again.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Don't Die Too Hard! (2001)

    Eric and Ramzy are working as window washers at the Montparnasse skyscraper in Paris. Thinking that he has a date set up with beautiful executive Marie-Joelle (who in reality hates his guts), Ramzy stays at work late while Eric hangs around with him. As a result, the pair witness a gang of terrorists seize the tower and take its late-night occupants (including Marie- Joelle) hostage. Knowing that only they can save the day, Eric and Ramzy swing into action.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this

Like Free Wheeling and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Free Wheeling?

The closest matches to Free Wheeling are Clear History (2013), Ricky Gervais: Mortality (2025) and Jack Whitehall: I'm Only Joking (2020). Below are 17 more, each with the reason it matches.

What should I watch after Free Wheeling?

Start with Clear History (2013), the closest match to Free Wheeling.

What is the highest-rated movie like Free Wheeling?

John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.

What is the newest movie like Free Wheeling?

Ricky Gervais: Mortality (2025) is the most recent release on this list.

Are there French movies like Free Wheeling?

Yes: Parade (1974), Superwho? (2022) and Don't Die Too Hard! (2001).

How are movies similar to Free Wheeling chosen?

First come films that Trakt’s viewers watch alongside Free Wheeling, 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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