The Best Romantic Comedies Rated R

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.

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.

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.

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.

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.

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.