Movies Like Dating 101

If you liked Dating 101 (2008), a comedy movie directed by François Clousot, 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
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
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…
3
Pretty Persuasion (2005)
★ 5.8/10Also comedy
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
4
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
5
Jeff Dunham: Arguing with Myself (2006)
★ 6.8/10Also comedy
A recorded live performance of ventriloquist Jeff Dunham portrays a comedian whose revival of an old-fashioned art has made ventriloquism more relevant to modern societal concerns. Starring his six main characters…
6
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10Also comedy
Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.
7
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
8
Louis C.K.: Oh My God (2013)
★ 7.6/10Also comedy
Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for…
9
Robin Williams: An Evening at the Met (1986)
★ 8.2/10Also comedy
In this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.
10
Accident Man: Hitman's Holiday (2022)
★ 6.8/10Also comedy
The Accident Man is back, and this time he must best the top assassins in the world to protect the ungrateful son of a mafia boss, save the life of his only friend and rekindle his relationship with his maniacal father…
11
Goltzius & the Pelican Company (2012)
★ 6.1/10Also comedy
Goltzius and the Pelican Company tells the story of Hendrik Goltzius, a late 16th century Dutch printer and engraver of erotic prints. A contemporary of Rembrandt and, indeed, more celebrated during his life, Goltzius…
12
Balls Up (2026)
★ 5.8/10Also comedy
Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals…
13
Jimmy Carr: Live (2004)
★ 7.4/10Also comedy
With his first ever DVD, Jimmy’s unique brand of humour demonstrates the observations he makes on life’s taboos using witty one-liners and offensive putdowns. Recorded during the acclaimed comedian’s sell out shows at…
14
Accident Man (2018)
★ 6.3/10Also comedy
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
15
Dave Chappelle: The Unstoppable... (2025)
★ 6.7/10Also comedy
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
16
Orgazmo (1998)
★ 6.1/10Also comedy
A devout Mormon living in L.A. becomes a pornographic actor after his martial arts moves impress a big-time director.
17
Ricky Gervais: Armageddon (2023)
★ 7.1/10Also comedy
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
18
Who Is Cletis Tout? (2001)
★ 5.9/10Also comedy
With a hitman’s gun aimed at him, Finch tells the story of how he broke out of jail, fell in love, and took the identity of a man wanted by the Mafia.
19
South Park (Not Suitable for Children) (2023)
★ 7.4/10Also comedy
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.
20
Jimmy Carr: Laughing and Joking (2013)
★ 7.5/10Also comedy
Touring to over 1.5 million people and hosting hit shows '8 Out of 10 Cats', '10 O'Clock Live' and 'The Big Fat Quiz of the Year' means that Jimmy knows a thing or two about making people laugh. The show is packed with…