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
- Highest ratedLouis C.K.: Hilarious (2010)7.8/10 from 321 votes
- NewestAli Wong: Single Lady (2024)Released 2024
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 thisGabriel 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 thisChris 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 thisWanda 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 thisThe 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 thisEddie 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 thisAli 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 thisDemetri 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 thisIliza 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 thisLouis 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 thisHeld 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
SnoozefestMovies like thisThe 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 thisSeth 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 thisRicky 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 thisChris 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 thisMarc 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 thisFun 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 thisAdam 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 thisDylan 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 thisChris 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
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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.



















