Skip to content

Movies like Sydney Castillo: My Cup Is Full (The Highlights) (2025)

The best movies like Sydney Castillo: My Cup Is Full (The Highlights) (2025) are Shane Gillis: Beautiful Dogs (2023), Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016) and Chris Rock: Kill the Messenger (2008). If Sydney Castillo: My Cup Is Full (The Highlights) hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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
  2. Gabriel 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 this
  3. Chris Rock: Kill the Messenger (2008)

    An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  4. Wanda Sykes: Not Normal (2019)

    Wanda Sykes tackles politics, reality TV, racism and the secret she'd take to the grave in this rollicking, no-holds-barred stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. The Roast of Tom Brady (2024)

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

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Eddie 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 this
  7. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. 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
  9. Iliza Shlesinger: Confirmed Kills (2016)

    The standup sensation tackle's TV's "Shark Tank," what it means to be a woman and how to deal with the lawless party goblin that lives in us all.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. 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
  11. Held Up (1999)

    What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.

    Why it matches: Recommended by TMDB viewers · both comedy

  12. The F**k-It List (2020)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Seth Meyers: Lobby Baby (2019)

    SNL alumnus and subversive master of late-night Seth Meyers comes out from behind the desk to share some lighthearted stories from his own life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. Ricky Gervais: Out of England 2 (2010)

    The comic performs at the Chicago Theatre.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. Chris Rock: Bring the Pain (1996)

    A true equal-opportunity offender, Chris Rock's brand of humor will make you think after you're done laughing.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Marc Maron: Too Real (2017)

    Battle-scarred stand-up comedian Marc Maron unleashes a storm of ideas about meditation, mortality, documentary films and our weird modern world.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Fun with Dick and Jane (1977)

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

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Adam 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 this
  19. Dylan Moran: Like, Totally (2006)

    Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Chris Rock: Never Scared (2004)

    Chris Rock, the three-time Emmy Award-winner, comedian, actor, and host of HBO's acclaimed The Chris Show, stars in his fourth solo stand-up special for HBO, Chris Rock: Never Scared. Featuring his unique, insightful, and hilarious views on a host of social, political and, celebrity issues, Rock confirms his stature as the leading comic of our time.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this

Like Sydney Castillo: My Cup Is Full (The Highlights) and something else?

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

Frequently asked questions

What are the best movies like Sydney Castillo: My Cup Is Full (The Highlights)?

The closest matches to Sydney Castillo: My Cup Is Full (The Highlights) are Shane Gillis: Beautiful Dogs (2023), Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016) and Chris Rock: Kill the Messenger (2008). Below are 17 more, each with the reason it matches.

What should I watch after Sydney Castillo: My Cup Is Full (The Highlights)?

Start with Shane Gillis: Beautiful Dogs (2023), the closest match to Sydney Castillo: My Cup Is Full (The Highlights).

What is the highest-rated movie like Sydney Castillo: My Cup Is Full (The Highlights)?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.

What is the newest movie like Sydney Castillo: My Cup Is Full (The Highlights)?

Ali Wong: Single Lady (2024) is the most recent release on this list.

Are there English movies like Sydney Castillo: My Cup Is Full (The Highlights)?

Yes: Shane Gillis: Beautiful Dogs (2023), Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016) and Chris Rock: Kill the Messenger (2008).

How are movies similar to Sydney Castillo: My Cup Is Full (The Highlights) chosen?

First come films that Trakt’s viewers watch alongside Sydney Castillo: My Cup Is Full (The Highlights), then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page