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The Best Romance Comedies of All Time

Movies & TV

By Patricia B.

- Jan 25, 2023

The romance. The speech tugged at our hearts-the kiss when the snow gently falls. The instant you believe they are at odds with one another. The rom-com template does not always receive the respect it merits whenever it comes to love films. And that's unfortunate, especially considering how many of our greatest famous cinematic scenes were presented in these films.

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Love, Simon (2018)

This is the ideal selection for sleepover fare because it is both a coming-of-age story and an identity trip with many adorable teen romantic scenes. In a story that so many people will find quite familiar, it centers on a gay youngster attempting to find out how he can come out & find love.

The Apartment (1960)

The Oscar-winning classic romance comedy by Billy Wilder. Young Jack Lemmon plays a man who discovers a novel way to progress in his career: He lets his superiors use his flat for their adulterous affairs. But when he sees Fran (Shirley MacLaine), being one of his boss's lovers, he gets more than he prepared for.

Love and Basketball (2000)

We adore romance tales about young lovers. Omar Epps and Sanaa Lathan play next-door neighbors who develop feelings for one another in this drama. But because they both want to play professional basketball, their aspirations stand in the way of their relationship.

Always be my Maybe (2019)

She also performs the role of Sasha Tran, a personality chef who relocates to San Francisco to start a restaurant, in comedian Ali Wong's feature film debut. Of course, she bumps into Marcus Kim (Randall Park), her childhood best friend whose life hasn't quite gone as planned. Sparks fly, banter follows, and lots of drama follows.

Kissing Jessica Stein (2002)

Queer characters have historically had difficulty navigating romantic comedies because, when they are allowed to participate, they frequently wind up playing simple, clichéd best friends. (We will never forget what Stanford and Anthony went through in the Intimacy and the City movies.) Imagine Kissing Jessica Stein, one of the few major, widely viewed romantic comedies that focus on queer women and same-sex attraction, no less, who are often harder to discover in these kinds of films than gay men-despite though it was released 16 years ago.

Straight Up (2020)

Todd is a highly intelligent twenty-something with OCD who's been gay for most of his life. He begins to doubt his sexuality when he sees Rory, a straight lady who has, for personal reasons, avoided Intimacy. They choose to try a relationship, but can it last without having sex? The witty banter involving Rory and Todd pays homage to the flexibility of sexual attraction and has all the fun of a classic rom-com.

Serendipity (2001)

Serendipity isn't exactly a smash, but it plays with a concept that most of us find incredibly alluring: the idea that the person you're meant to be with is out there, and fate will ensure that they come into your life. We find it exciting when it occurs in films since it rarely occurs in real life. Despite being irresistibly drawn to one another, John Cusack & Kate Beckinsale's characters portray strangers who, after a brief affair, return to their own lives. However, something is noticeably lacking in their respective lives.

How to Lose a Guy in 10 Days (2003)

They find themselves in an absurd situation that looks certain to fail when Andie (Kate Hudson) bets she will be able to rid of a person in 10 days & Ben (Matthew McConaughey) bets that he can get a woman in 10 days. This one is a blast to see, thanks to their amazing chemistry.