Romantic Comedy The Best Romcoms About Casual Sex  

Ranker Film
401 votes 124 voters 9.5k views 19 items

One night stands, casual sex, and other NSA topics can lead to a complicated love life and entertaining films. The best casual sex romcoms feature characters setting out to just have a good time while resisting the urge to fall in love. This is a list of the top movies about sex, including everything from When Harry Met Sally... to What Happens in Vegas to No Strings Attached.

What films will you find on this list of the best romantic comedies about sex and casual relationships? Maybe you'll vote Trainwreck to the top. Amy Schumer wrote and starred in this 2015 R-rated comedy about a commitment-phobic woman who finally meets a nice guy. Bill Hader also acts in this hilarious film directed by Judd Apatow. About Last Night is another good movie about casual sex. In Sleeping with Other People, a pair of friends keep their relationship platonic despite their mutual attraction. Other good films featured on this list include Friends with Benefits, Two Night Stand, and The Back-Up Plan.

Which romcom about casual sex is your favorite? Vote the best casual sex movies up towards the number-one spot, and please add any great flicks that are missing.

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Emma Stone, Mila Kunis, Justin Timberlake Friends with Benefits is a 2011 American romantic comedy film directed by Will Gluck and starring Justin Timberlake and Mila Kunis. The film features a supporting cast that includes Patricia ...more

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Natalie Portman, Ashton Kutcher, Kevin Kline A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.

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Wedding Crashers is listed (or ranked) 3 on the list The Best Romcoms About Casual Sex
Rachel McAdams, Bradley Cooper, Isla Fisher Wedding Crashers is a 2005 American romantic comedy film directed by David Dobkin. It stars Owen Wilson, Vince Vaughn, and Christopher Walken. Will Ferrell also has a notable cameo appearance. ...more

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Crazy, Stupid, Love. is listed (or ranked) 4 on the list The Best Romcoms About Casual Sex
Emma Stone, Julianne Moore, Ryan Gosling Crazy, Stupid, Love is a 2011 American romantic comedy-drama film directed by Glenn Ficarra and John Requa, and written by Dan Fogelman. It stars Steve Carell, Ryan Gosling, Julianne Moore, Emma ...more

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Sleeping with Other People is listed (or ranked) 5 on the list The Best Romcoms About Casual Sex
Alison Brie, Jason Sudeikis, Jordan Carlos Sleeping with Other People is a 2015 American romantic comedy film directed and written by Leslye Headland. A good-natured womanizer (Jason Sudeikis) and a serial cheater (Alison Brie) form a ...more

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Two Night Stand is listed (or ranked) 6 on the list The Best Romcoms About Casual Sex
Jessica Szohr, Kid Cudi, Miles Teller Two Night Stand is a 2014 American romantic comedy film directed by Max Nichols and written by Mark Hammer. The film stars Miles Teller, Analeigh Tipton, Jessica Szohr, Leven Rambin, and Scott ...more

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When Harry Met Sally... is listed (or ranked) 7 on the list The Best Romcoms About Casual Sex
Meg Ryan, Billy Crystal, Carrie Fisher When Harry Met Sally… is a 1989 American romantic comedy film written by Nora Ephron and directed by Rob Reiner. It stars Billy Crystal as Harry and Meg Ryan as Sally. The story follows the ...more

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Elizabeth Banks, Kat Dennings, Steve Carell The 40-Year-Old Virgin is a 2005 American romantic comedy film written, produced and directed by Judd Apatow, about a middle-aged man's journey to finally lose their virginity. It was co-written ...more

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A Lot like Love is listed (or ranked) 9 on the list The Best Romcoms About Casual Sex
Ashton Kutcher, Sarah Shahi, Ali Larter A Lot like Love is a 2005 romantic comedy-drama film directed by Nigel Cole and starring Ashton Kutcher and Amanda Peet. The screenplay by Colin Patrick Lynch focuses on two individuals whose ...more

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Trainwreck is listed (or ranked) 10 on the list The Best Romcoms About Casual Sex
Amy Schumer, Bill Hader, Brie Larson Trainwreck is a 2015 American romantic comedy film directed by Judd Apatow. A hard-drinking, free-spirited young magazine writer (Amy Schumer) has her first serious relationship with a prominent ...more

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Up in the Air is listed (or ranked) 11 on the list The Best Romcoms About Casual Sex
George Clooney, Anna Kendrick, Zach Galifianakis Up in the Air is a 2009 American comedy-drama film directed by Jason Reitman and co-written by Reitman and Sheldon Turner. It is a film adaptation of the 2001 novel of the same name, written by ...more

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Rosario Dawson, Chloë Sevigny, Harmony Korine Kids is a 1995 American drama film written by Harmony Korine and directed by Larry Clark. It features Chloë Sevigny, Leo Fitzpatrick, Justin Pierce, and Rosario Dawson, all in their film ...more

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Jennifer Lopez, Melissa McCarthy, Danneel Ackles The Back-up Plan is a 2010 romantic comedy film, starring Jennifer Lopez and Alex O'Loughlin. It was released theatrically in the U.S. on April 23, 2010, and later in other regions. This was Tom ...more

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About Last Night is listed (or ranked) 14 on the list The Best Romcoms About Casual Sex
Paula Patton, Kevin Hart, Joy Bryant About Last Night is a 2014 American romantic comedy-drama film starring Kevin Hart, Michael Ealy, Regina Hall, and Joy Bryant. Directed by Steve Pink, the film is based on the 1974 David Mamet ...more

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Cameron Diaz, Ashton Kutcher, Queen Latifah What Happens in Vegas is a 2008 American romantic comedy film from 20th Century Fox starring Cameron Diaz and Ashton Kutcher. The title is based on the Las Vegas marketing catchphrase "What ...more

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The Rules of Attraction is listed (or ranked) 16 on the list The Best Romcoms About Casual Sex
Jessica Biel, Kate Bosworth, Ian Somerhalder The Rules of Attraction is a 2002 black comedy film written and directed by Roger Avary, based on the novel of the same name by Bret Easton Ellis. It stars James van der Beek, Shannyn Sossamon, ...more

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Anne Hathaway, Patricia Clarkson, Jim Sturgess One Day is a 2011 romance drama film directed by Lone Scherfig. It was adapted by David Nicholls from his 2009 novel of the same name. It stars Anne Hathaway and Jim Sturgess. Focus Features ...more

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Thanks for Sharing is listed (or ranked) 18 on the list The Best Romcoms About Casual Sex
Gwyneth Paltrow, P!nk, Mark Ruffalo Thanks for Sharing is a 2012 drama film written by Stuart Blumberg, Matt Winston and directed by Stuart Blumberg.

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Demi Moore, Rob Lowe, Megan Mullally About Last Night is a 1986 American romantic dramedy film. The film was directed by Edward Zwick, and stars Rob Lowe and Demi Moore as Chicago yuppies who enter a committed relationship for the ...more