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Movies Like Pete Holmes: Silly Silly Fun Boy

If you liked Pete Holmes: Silly Silly Fun Boy (2026), a comedy and tv movie movie directed by Ricky Cruz, 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. 1Gabriel Iglesias: Aloha Fluffy

    Gabriel Iglesias: Aloha Fluffy (2013)

    ★ 7.1/10Also comedy and tv movie

    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…

  2. 2Amy Schumer: Mostly Sex Stuff

    Amy Schumer: Mostly Sex Stuff (2012)

    ★ 5.9/10Also comedy

    A ratings hit! Amy Schumer debuts her one-hour special in front of a live audience at the Historic Fillmore Theatre in San Francisco. Nothing is off limits as Schumer airs every hilarious, messed up detail of her…

  3. 3Gabriel Iglesias: Hot and Fluffy

    Gabriel Iglesias: Hot and Fluffy (2007)

    ★ 7.6/10Also comedy and tv movie

    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…

  4. 4Chris Rock: Tamborine

    Chris Rock: Tamborine (2018)

    ★ 6.4/10Also comedy and tv movie

    Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.

  5. 5Louis C.K.: Hilarious

    Louis C.K.: Hilarious (2010)

    ★ 7.8/10Also comedy and tv movie

    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.

  6. 6Nate Bargatze: The Tennessee Kid

    Nate Bargatze: The Tennessee Kid (2019)

    ★ 7.4/10Also comedy and tv movie

    Comic Nate Bargatze touches on air travel, cheap weddings, college football, chocolate milk and the perils of ordering coffee in this stand-up special.

  7. 7Kevin Hart: Laugh at My Pain

    Kevin Hart: Laugh at My Pain (2011)

    ★ 7.1/10Also comedy

    Experience the show that quickly became a national phenomenon. Get an up-close and personal look at Kevin back in Philly where he began his journey to become one of the funniest comedians of all time.

  8. 8Jim Jefferies: Freedumb

    Jim Jefferies: Freedumb (2016)

    ★ 7.2/10Also comedy

    Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.

  9. 9Fun with Dick and Jane

    Fun with Dick and Jane (1977)

    ★ 6.6/10Also comedy

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

  10. 10Beverly Hills Chihuahua 2

    Beverly Hills Chihuahua 2 (2011)

    ★ 5.9/10Also comedy

    Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the…

  11. 11Louis C.K.: Live at The Comedy Store

    Louis C.K.: Live at The Comedy Store (2015)

    ★ 7.3/10Also comedy and tv movie

    This material was developed and prepared over the last year or so, mostly in comedy clubs. This special kind of goes back to when he used to just make noises and be funny for no particular reason. It felt right to him…

  12. 12Merry Christmas, Drake & Josh

    Merry Christmas, Drake & Josh (2008)

    ★ 7.3/10Also comedy and tv movie

    Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.

  13. 13A Flintstones Christmas Carol

    A Flintstones Christmas Carol (1994)

    ★ 6.8/10Also comedy and tv movie

    Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.

  14. 14The Adventure of Sherlock Holmes' Smarter Brother

    The Adventure of Sherlock Holmes' Smarter Brother (1975)

    ★ 6/10Also comedy

    After spending decades living in the shadow of his more famous and successful sibling, Consulting Detective Sigerson Holmes is called upon to help solve a crucial case that leads him on a hilarious trail of false…

  15. 15Jerry Seinfeld: I'm Telling You for the Last Time

    Jerry Seinfeld: I'm Telling You for the Last Time (1998)

    ★ 7.4/10Also comedy

    Taped for HBO in August 1998, on the final date of Jerry Seinfeld's tour appearances at New York City's Broadhurst Theater, I'm Telling You for the Last Time presents the standup comedian's so-called "final" standup…

  16. 16Jerry Seinfeld: 23 Hours to Kill

    Jerry Seinfeld: 23 Hours to Kill (2020)

    ★ 6.2/10Also comedy

    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.

  17. 17Robot Chicken: Star Wars

    Robot Chicken: Star Wars (2007)

    ★ 7.2/10Also comedy

    A series of 30 sketches, following the hilarious antics of various characters from a galaxy, far, far away.

  18. 18Ricky Gervais: Out of England 2

    Ricky Gervais: Out of England 2 (2010)

    ★ 7.3/10Also comedy

    The comic performs at the Chicago Theatre.

  19. 19Much Ado About Nothing

    Much Ado About Nothing (2013)

    ★ 6.8/10Also comedy

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

  20. 20Nate Bargatze: The Greatest Average American

    Nate Bargatze: The Greatest Average American (2021)

    ★ 7.2/10Also comedy and tv movie

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

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