Romantic comedies are a delightful blend of humor and heart, much like the beloved film The Five-Year Engagement. If you’re a fan of this genre, you’ll love these 18 movies that capture the essence of romance and comedy. Check out The Five-Year Engagement for a refresher, and then dive into these other great picks.
1. Forgetting Sarah Marshall
This hilarious romantic comedy stars Jason Segel as a heartbroken man who goes on a Hawaiian vacation only to run into his ex-girlfriend and her new boyfriend. Kristen Bell and Mila Kunis round out the stellar cast.
2. Crazy, Stupid, Love
Steve Carell plays a man whose life unravels after his wife asks for a divorce, leading him to navigate the dating scene with the help of a smooth-talking bachelor played by Ryan Gosling. Julianne Moore and Emma Stone also star in this heartwarming film.
3. Friends with Benefits
Justin Timberlake and Mila Kunis star as two friends who decide to add physical intimacy to their relationship without any emotional complications, only to find that love has other plans. The chemistry between the leads makes this a must-watch.
4. The Proposal
Sandra Bullock and Ryan Reynolds star in this delightful rom-com about a high-powered executive who forces her assistant to marry her to avoid deportation. Their journey from mutual disdain to love is both hilarious and touching.
5. 27 Dresses
Katherine Heigl stars as a perpetual bridesmaid who has been in 27 weddings but has yet to find her own happy ending. James Marsden plays the cynical journalist who helps her find love.
6. Bridesmaids
Kristen Wiig leads a hilarious ensemble cast in this story about a woman whose life unravels as she competes with her best friend’s other bridesmaids. Melissa McCarthy and Maya Rudolph also deliver standout performances.
7. The Wedding Singer
Adam Sandler and Drew Barrymore star in this charming 80s-set romantic comedy about a wedding singer who falls for a waitress. Their undeniable chemistry makes this film a timeless classic.
8. 10 Things I Hate About You
This modern retelling of Shakespeare’s The Taming of the Shrew stars Heath Ledger and Julia Stiles as high school students with clashing personalities who find love in unexpected ways. The witty script and memorable performances make this a standout.
9. Notting Hill
Hugh Grant and Julia Roberts star in this charming film about a humble bookstore owner who falls in love with a famous actress. Their unlikely romance is both heartwarming and humorous.
10. Love Actually
This ensemble romantic comedy weaves together multiple love stories, featuring a star-studded cast including Hugh Grant, Emma Thompson, and Colin Firth. The film explores the complexities of love in all its forms.
11. The Holiday
Cameron Diaz and Kate Winslet star as two women who swap homes for the holidays to escape their respective romantic troubles. Jude Law and Jack Black play their love interests in this heartwarming film.
12. When Harry Met Sally
Billy Crystal and Meg Ryan star in this iconic romantic comedy about two friends who grapple with the question of whether men and women can ever just be friends. The film is known for its witty dialogue and memorable scenes.
13. How to Lose a Guy in 10 Days
Kate Hudson and Matthew McConaughey star in this fun film about a magazine writer who tries to drive away a man in ten days, only to find herself falling for him. The chemistry between the leads makes this a delightful watch.
14. Hitch
Will Smith stars as a professional “date doctor” who helps men woo the women of their dreams, only to find himself falling for a gossip columnist played by Eva Mendes. The film is both funny and heartwarming.
15. 13 Going on 30
Jennifer Garner stars as a 13-year-old girl who magically wakes up in her 30-year-old self’s body. Mark Ruffalo plays her childhood friend, and their sweet romance is at the heart of this charming film.
16. Definitely, Maybe
Ryan Reynolds stars as a father recounting his past romantic relationships to his daughter, played by Abigail Breslin, in an effort to explain his impending divorce. The film is both touching and humorous.
17. The Ugly Truth
Katherine Heigl and Gerard Butler star in this battle-of-the-sexes romantic comedy about a TV producer who is forced to work with a chauvinistic correspondent. Their fiery chemistry makes for a fun and engaging film.
18. No Strings Attached
Natalie Portman and Ashton Kutcher star as friends who decide to add physical intimacy to their relationship without any emotional complications, only to find that love has other plans. The film is a delightful exploration of modern relationships.
