Special Report

The 50 Best R-rated Rom-Coms of the Past 50 Years

Source: Courtesy of New Line Cinema

50. Wedding Crashers (2005)
> IMDb user rating: 6.9/10 (341,846 votes)
> Rotten Tomatoes audience score: 70% (32,961,772 votes)
> Rotten Tomatoes Tomatometer score: 76% (188 reviews)
> Starring: Owen Wilson, Vince Vaughn, Rachel McAdams

Vince Vaughn and Owen Wilson are two divorce mediators who in their spare time crash weddings. But they get more than they bargained for when they end up at the wedding of the daughter of a presidential hopeful (played by Christopher Walken). Rachel McAdams and Isla Fisher are the girls they meet at the wedding. Bradley Cooper makes an early-career appearance in the movie.

Source: Courtesy of IFC Films

49. Your Sister’s Sister (2011)
> IMDb user rating: 6.7/10 (27,014 votes)
> Rotten Tomatoes audience score: 66% (24,546 votes)
> Rotten Tomatoes Tomatometer score: 83% (145 reviews)
> Starring: Mark Duplass, Emily Blunt, Rosemarie DeWitt

Emily Blunt plays Iris, who invites her friend Jack (Mark Duplass) to stay at her family’s island getaway after his brother has passed away. Iris’s sister Hannah, getting over a long-term relationship, has a drunken affair with Jack, creating a complicated situation for Iris.

Source: Paul Archuleta / Contributor / Getty Images

48. The Tao of Steve (2000)
> IMDb user rating: 6.7/10 (7,567 votes)
> Rotten Tomatoes audience score: 69% (6,244 votes)
> Rotten Tomatoes Tomatometer score: 80% (49 reviews)
> Starring: Donal Logue, Ayelet Kaznelson, John Hines

Donal Logue plays Dex, once a real ladies’ man in college, who has become an overweight kindergarten teacher. He’s about to attend his college reunion and meet the women he once romanced.

Source: Courtesy of Twentieth Century Fox

47. There’s Something About Mary (1998)
> IMDb user rating: 7.1/10 (300,719 votes)
> Rotten Tomatoes audience score: 61% (33,121,539 votes)
> Rotten Tomatoes Tomatometer score: 83% (84 reviews)
> Starring: Cameron Diaz, Matt Dillon, Ben Stiller

The puerile humor in Robert and Peter Farrelly (who can forget the “gel” the title character puts in her hair) is leavened by the film’s inherent sweetness, attributable to the charms of the cast.

Source: Courtesy of StudioCanal

46. Chinese Puzzle (2013)
> IMDb user rating: 7.0/10 (14,050 votes)
> Rotten Tomatoes audience score: 67% (3,906 votes)
> Rotten Tomatoes Tomatometer score: 79% (66 reviews)
> Starring: Romain Duris, Audrey Tautou, Cécile de France

Cédric Klapisch directed and wrote this breezy rom-com, the third installment of his “Spanish Apartment” trilogy. It concerns a 40-year-old divorced man who can’t cope with the thought of his children moving to New York from France with their mother – so he decides to move there also.

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