Romantic comedies have always been popular because they mix love stories with fun and laughter. These movies make people feel good and are easy to enjoy. Even though many years have passed and movies have changed, some rom-coms are still loved today. They have simple but strong stories and make people smile every time they watch.
These 10 romantic comedies never get old.
When Harry Met Sally (1989)
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Few romantic comedies have aged as gracefully as Rob Reiner’s When Harry Met Sally. With Nora Ephron’s sharp script and unforgettable performances by Billy Crystal and Meg Ryan, the film explores whether men and women can ever be just friends.
10 Things I Hate About You (1999)
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This modern retelling of Shakespeare’s The Taming of the Shrew became a defining rom-com for Gen X and Millennials alike. Set in a Seattle high school, it features a young Heath Ledger in a role that launched his international stardom, and made people fall in love with him. With its clever dialogue, feminist undertones, and an unforgettable musical number on the bleachers, the film strikes a smart balance between teenage angst and heartfelt romance.
What Happens in Vegas (2008)
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Set against the bright lights and impulsive energy of Las Vegas, this rom-com leans into chaos and chemistry. Cameron Diaz and Ashton Kutcher play two strangers who marry after a drunken night, only to win a jackpot they’re legally forced to share. What begins as a battle of wills turns into an unexpectedly sweet exploration of compromise, timing, and second chances.
How to Lose a Guy in 10 Days (2003)
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A playful war of intentions, How to Lose a Guy in 10 Days pairs Matthew McConaughey and Kate Hudson at their most charismatic. She’s writing a column on how to push a man away; he’s trying to prove he can make any woman fall for him. Her yellow dressed became the dream of many girls.
Love Actually (2003)
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More a tapestry than a single story, Love Actually intertwines multiple narratives to celebrate love in all its forms. From budding office romance to unrequited love and enduring marriage, the film captures the emotional highs and lows of the holiday season. Despite its ensemble structure, each storyline resonates, anchored by a stellar cast that includes Hugh Grant, Emma Thompson, and Alan Rickman. It remains a festive favorite, revisited year after year.
Bridget Jones’s Diary (2001)
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Bridget Jones is gloriously flawed, refreshingly relatable, and endlessly lovable. Renée Zellweger’s portrayal of a single woman navigating life, love, and London launched a franchise and sparked a wave of more grounded heroines in romantic comedy. Between her awkward run-ins with Mark Darcy and the charming chaos brought by Daniel Cleaver, this modern adaptation of Pride and Prejudice manages to balance honesty with humor in every scene.
You’ve Got Mail (1998)
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Email was still novel when this Tom Hanks–Meg Ryan reunion hit theaters, but the heart of You’ve Got Mail is timeless: two people connecting anonymously while clashing in real life. Nora Ephron once again brings her signature wit and warmth to a story that questions competition, connection, and what it really means to know someone.
Clueless (1995)
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Alicia Silverstone’s Cher is superficial yet sweet, clueless but kind-hearted, navigating high school with charm, confidence, and a penchant for matchmaking. Underneath its glossy exterior lies a surprisingly thoughtful message about growth.
Valentine’s Day (2010)
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Garry Marshall’s Valentine’s Day attempts to capture the chaos, excitement, and pressure of February 14 through a sprawling ensemble cast. While the stories vary in depth, the film mirrors real-life experiences: awkward dates, surprise breakups, new beginnings. With appearances from Julia Roberts, Taylor Swift, Ashton Kutcher, Anne Hathaway, and Bradley Cooper.
Notting Hill (1999)
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At its core, Notting Hill is a fantasy wrapped in understated charm. Hugh Grant plays the everyman with such endearing awkwardness that it’s easy to believe a famous actress, portrayed by Julia Roberts, could fall for him. The film’s setting in a quaint London neighborhood only adds to its timeless appeal, making it a favorite for romantics who believe love can truly cross worlds.
