Movies Like Cougar 101

If you liked Cougar 101 (2009), a comedy movie directed by Jonathan Morgan, 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
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.
2
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.
3
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…
4
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…
5
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.
6
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.
7
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.
8
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.
9
Jimmy Carr: Comedian (2007)
★ 7.7/10Also comedy
Recorded live at London's Bloomsbury theatre, the posh-suited gagster unleashes his rapid-fire wit upon his audience, with jokes that are just too rude for TV.
10
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…
11
68 Kill (2017)
★ 5.9/10Also comedy
Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
12
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…
13
Desperate Living (1977)
★ 6.3/10Also comedy
After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.
14
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.
15
Cotton Comes to Harlem (1970)
★ 6.2/10Also comedy
Harlem's African-American population is being ripped off by the Rev. Deke O'Malley, who dishonestly claims that small donations will secure parcels of land in Africa. When New York City police officers Gravedigger…
16
The Overnight (2015)
★ 5.9/10Also comedy
Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.
17
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.
18
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.
19
Project X (2012)
★ 6.9/10Also comedy
Three high school seniors throw a party to make a name for themselves. As the night progresses, things spiral out of control as word of the party spreads.
20
The Sweet East (2023)
★ 6.5/10Also comedy
A picaresque journey through contemporary America, undertaken by a young woman granted access to the strange sects and cults that proliferate in this country by a series of gatekeepers eager to win her over.