Movies Like Sleeping Around
If you liked Sleeping Around (2006), a comedy and romance movie directed by Stormy Daniels, 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
Starting Over (1979)
★ 6.4/10Also comedy and romanceAfter divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
- 2
Accident Man (2018)
★ 6.3/10Also comedyMike 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.
- 3
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedyIn 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.
- 4
Hard to Die (1990)
★ 6/10Also comedyWhile 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…
- 5
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedyIn what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
- 6
Louis C.K.: Oh My God (2013)
★ 7.6/10Also comedyFilmed 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…
- 7
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10Also comedyJimmy 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.
- 8
Pretty Persuasion (2005)
★ 5.8/10Also comedyA 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
- 9
Ricky Gervais: Mortality (2025)
★ 7/10Also comedyRicky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
- 10
Accident Man: Hitman's Holiday (2022)
★ 6.8/10Also comedyThe 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
Ricky Gervais: Armageddon (2023)
★ 7.1/10Also comedyRicky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
- 12
68 Kill (2017)
★ 5.9/10Also comedyChip'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.
- 13
Heathers (1989)
★ 7.2/10Also comedyA girl who halfheartedly tries to be part of the "in crowd" of her school meets a rebel who teaches her a more devious way to play social politics: by killing the popular kids.
- 14
Money Train (1995)
★ 5.9/10Also comedyWhen a vengeful New York transit cop decides to steal a trainload of subway fares, his foster brother—a fellow cop—tries to protect him.
- 15
Robin Williams: An Evening at the Met (1986)
★ 8.2/10Also comedyIn this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.
- 16
Butterflies Are Free (1972)
★ 6.8/10Also comedy and romanceStriving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good…
- 17
Stretch (2014)
★ 6.2/10Also comedyA hard-luck limo driver struggling to go straight and pay off a debt to his bookie takes on a job with a crazed passenger whose sought-after ledger implicates some seriously dangerous criminals.
- 18
The Overnight (2015)
★ 5.9/10Also comedyAlex, 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.
- 19
10 (1979)
★ 5.8/10Also comedy and romanceA Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.
- 20
Who Is Cletis Tout? (2001)
★ 5.9/10Also comedyWith 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.