The Best Romantic Comedies Rated R

Over 1.5K Ranker voters have come together to rank this list of The Best Romantic Comedies Rated R
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Vote up your favorite R-rated romantic comedy movies.
Latest additions: Red, White & Royal Blue, Beautiful Disaster, Rye Lane
Most divisive: The Lovebirds

This list of R-rated romantic comedies is far more than your run-of-the-mill chick flicks. This list takes the best R-rated romantic comedies and compares to each other to see which one is the greatest R-rated romantic comedy movie of all time. You can also see the best comedies that are currently streaming on both Amazon Prime and Netflix

This list of popular R-rated romantic comedies includes great films like Forgetting Sarah Marshall and Wedding Crashers. If you think a top R-rated romantic comedy movie isn't as high as it should be, then be sure to vote it up so it can take its rightful place among the other great R-rated romantic comedy films on this list.

If you're trying to find a specific R-rated romantic comedy film you can search this list and filter to find what you're looking for. If you're trying to find out "What are the best R-Rated romantic comedies?" and "What are the most famous R-Rated romantic comedies?" then this list is the perfect resource for you. Use this list if you're looking for some new romantic comedies that are rated R. Between Netflix, Amazon Prime, and other services, there are thousands of great romantic comedies rated R, so get out there and start watching.

What kind of directors have worked on Romantic comedy R movies in the past? Woody Allen and Steven Soderbergh both have, as have other great directors.

Ranked by
  • Forgetting Sarah Marshall
    1
    Jason Segel, Kristen Bell, Mila Kunis
    331 votes
    • Released: 2008
    • Directed by: Nicholas Stoller

    As a hilarious take on the perils of heartbreak, Forgetting Sarah Marshall follows Peter Bretter, a television composer, who takes a Hawaiian vacation to escape his ex-girlfriend Sarah, only to find her at the same resort with her new rock star boyfriend. This R-rated rom-com excellently blends raw emotion, raunchiness, and genuine humor as Peter learns to let go and embrace new love in the form of hotel receptionist, Rachel. With a heartfelt script and standout performances by Jason Segel, Kristen Bell, and Mila Kunis, this film is a must-watch for anyone going through a breakup and looking for a good laugh.

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  • Friends with Benefits
    2
    Justin Timberlake, Mila Kunis, Patricia Clarkson
    191 votes
    • Released: 2011
    • Directed by: Will Gluck

    This witty romantic comedy offers a modern take on relationships by exploring the dynamic between two friends who decide to engage in a no-strings-attached physical relationship, only to discover that feelings inevitably develop. Featuring charismatic performances by Justin Timberlake and Mila Kunis, Friends with Benefits provides both steamy chemistry and comedic banter, making it a thoroughly enjoyable R-rated ride. With its clever script and charming supporting cast, this film successfully navigates the complexities of modern love in a way that's both relatable and entertaining.

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  • American Pie
    3
    Jason Biggs, Shannon Elizabeth, Alyson Hannigan
    282 votes
    • Released: 1999
    • Directed by: Paul Weitz

    This raunchy teen comedy from the late '90s centers on a group of high school friends who make a pact to lose their virginity by prom night, leading to a series of wild escapades and memorable moments. With its unabashedly crude humor and surprisingly heartfelt storytelling, American Pie offers a nostalgic ride through the awkwardness and unpredictability of adolescence. As an R-rated romantic comedy, it also delves into the trials and tribulations of young love, showcasing each character's unique journey toward sexual and emotional self-discovery.

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  • No Strings Attached
    4
    Natalie Portman, Ashton Kutcher, Cary Elwes
    269 votes
    • Released: 2011
    • Directed by: Ivan Reitman

    Natalie Portman and Ashton Kutcher star in this R-rated romantic comedy that follows two friends who try to keep a casual sex arrangement without developing any romantic feelings. As they struggle to maintain their purely physical relationship, No Strings Attached explores the challenges and complexities of modern dating through clever writing and magnetic chemistry between the leads. With its engaging blend of humor, romance, and emotion, this film ultimately showcases the power of love in overcoming fear and vulnerability.

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  • When Harry Met Sally...
    5
    Billy Crystal, Meg Ryan, Carrie Fisher
    210 votes
    • Released: 1989
    • Directed by: Rob Reiner

    This iconic romantic comedy, starring Billy Crystal and Meg Ryan, examines the age-old question of whether men and women can truly be just friends. Through a series of charming encounters and witty conversations, the film traces the evolving relationship between Harry and Sally over the course of several years. As an R-rated exploration of love, friendship, and the complexities of human connection, When Harry Met Sally... remains a beloved classic in the genre.

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  • The 40-Year-Old Virgin
    6
    Steve Carell, Catherine Keener, Paul Rudd
    236 votes
    • Released: 2005
    • Directed by: Judd Apatow

    Steve Carell delivers a memorable performance as Andy Stitzer, a middle-aged man who's never experienced sexual intimacy, in this hilarious R-rated romantic comedy. The film chronicles Andy's journey as he navigates the awkward and often humiliating world of dating while receiving misguided advice from his well-meaning but clueless friends. With its perfect blend of heart and humor, The 40-Year-Old Virgin became an instant classic that showcases Carell's comedic chops and offers a touching commentary on the importance of forging genuine connections.

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