Movies Like Picture This

If you liked Picture This (2008), a comedy and tv movie movie directed by Stephen Herek, 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
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy and tv movie
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.
2
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy and tv movie
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
3
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10Also comedy and tv movie
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
4
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy and tv movie
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
5
Clear History (2013)
★ 6.1/10Also comedy and tv movie
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.
6
#realityhigh (2017)
★ 6.2/10Also comedy
When nerdy high schooler Dani finally attracts the interest of her longtime crush, she lands in the cross hairs of his ex, a social media celebrity.
7
Fist Fight (2017)
★ 6/10Also comedy
When one school teacher gets the other fired, he is challenged to an after-school fight.
8
South Park (Not Suitable for Children) (2023)
★ 7.4/10Also comedy and tv movie
After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.
9
Dave Chappelle: Killin' Them Softly (2000)
★ 8.1/10Also comedy and tv movie
Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.
10
Demetri Martin: The Overthinker (2018)
★ 6.8/10Also comedy and tv movie
With his signature one-liners and drawings, Demetri Martin muses on doughnut holes, dogs, sports bars, the alphabet's most aggressive letters and more.
11
Driver's Ed (2026)
★ 6.9/10Also comedy
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
12
Dr. Strange (1978)
★ 6/10Also tv movie
A psychiatrist becomes the new Sorcerer Supreme of the Earth in order to battle an evil Sorceress from the past.
13
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…
14
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
15
Incoming (2024)
★ 6.4/10Also comedy
Their first week of high school. The biggest party of the year. Mistakes will be made as four teenage boys navigate a night of mayhem and debauchery.
16
The F**k-It List (2020)
★ 6/10Also comedy
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.
17
Dave Chappelle: The Closer (2021)
★ 7.2/10Also comedy and tv movie
As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.
18
72 HOURS (2026)
★ 6.8/10Also comedy
To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.
19
American Pie Presents: Girls' Rules (2020)
★ 6/10Also comedy
It's Senior year at East Great Falls. Annie, Kayla, Michelle, and Stephanie decide to harness their girl power and band together to get what they want their last year of high school.
20
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedy
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.