Movies Like Gerry Dee: Funny You Should Say That

If you liked Gerry Dee: Funny You Should Say That (2025), a comedy movie, 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
Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
★ 7/10Also comedy
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
2
Iliza Shlesinger: War Paint (2013)
★ 6.5/10Also comedy
Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her…
3
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.
4
Aziz Ansari: Buried Alive (2013)
★ 6.9/10Also comedy
Standup comedian Aziz Ansari ("Parks and Recreation") headlines his third standup special, where he shares his uniquely hilarious perspective on fears of adulthood, babies, marriage, and more. Ansari's look at life on…
5
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.
6
Dave Chappelle: The Age of Spin (2017)
★ 7.6/10Also comedy
Comedy icon Dave Chappelle makes his triumphant return to the screen with a pair of blistering, fresh stand-up specials. Filmed at The Palladium in Los Angeles, California, in March 2016.
7
Iliza Shlesinger: Freezing Hot (2015)
★ 6.7/10Also comedy
Smart and brazen comedian Iliza Shlesinger shares her unflinchingly honest observations on the differences between men and women. Filled with hashtag-able catch phrases, this is a laugh-out-loud revelation exposing…
8
Chris Rock: Kill the Messenger (2008)
★ 7.6/10Also comedy
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…
9
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
10
Dave Chappelle: The Bird Revelation (2017)
★ 7.5/10Also comedy
Comedy juggernaut Dave Chappelle's fourth Netflix Special, taped on November 20th, 2017 at Los Angeles' Comedy Store.
11
How to Irritate People (1969)
★ 6.6/10Also comedy
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.
12
Thunderstruck (2012)
★ 6.2/10Also comedy
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
13
Spa Weekend (2026)
★ 6.5/10Also comedy
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…
14
Sextuplets (2019)
★ 6.2/10Also comedy
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
15
Jim Gaffigan: Beyond the Pale (2006)
★ 7/10Also comedy
The affable, towheaded comic demonstrates his hysterical brand of self-effacing comedy and deadpan delivery at two sold-out shows at Chicago's Vic Theater. It's OK to laugh at this pale white guy...'cause nobody's…
16
Chris Rock: Tamborine (2018)
★ 6.4/10Also comedy
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
17
The Ladies Man (1961)
★ 6.3/10Also comedy
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with…
18
The Outcasts (2017)
★ 6.1/10Also comedy
After falling victim to a humiliating prank by the high school Queen Bee, best friends and world-class geeks, Mindy and Jodi, decide to get their revenge by uniting the outcasts of the school against her and her circle…
19
Seth Meyers: Lobby Baby (2019)
★ 7/10Also comedy
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.
20
American Dreamer (2022)
★ 6/10Also comedy
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.