Crazy, Stupid, Love (2011)
Leave it to seminal heartthrob Ryan Gosling to save the day on two separate occasions in this box office hit. As notorious womanizer Jacob Palmer, Gosling takes pity on Steve Carrell’s hapless, soon-to-be-divorced Cal Weaver and shows him the ways of seduction; then, he rescues law school grad Hannah (Emma Stone) from her career-obsessed boyfriend. Supporting players like Julianne Moore, Marisa Tomei and Kevin Bacon also get their time in the sun, but Crazy, Stupid, Love is first and foremost a comedic showcase for Gosling, Hollywood’s most unlikely funnyman.
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Trainwreck (2015)
With a cast that includes Tilda Swinton and LeBron James, Amy Schumer’s Trainwreck (which she also wrote) was a surprise summer hit in 2015 and also picked up two Golden Globe nominations. Schumer plays a love-averse magazine writer doing a piece on a Billy Joel-loving sports doctor (Bill Hader). Over the course of their relationship, she does everything she can to push him away, eventually succeeding. This being a rom-com, however, the story’s not over until Billy sings.
Two Weeks Notice (2002)
In this box office hit, billionaire real estate mogul George Wade (Hugh Grant) promises lawyer and preservationist Lucy Kelson (Sandra Bullock) that he will halt the demolition of an historic community centre in Coney Island. The catch? Kelson must become Wade’s personal assistant—and Wade is no easy boss. An endearing “will they or won’t they” plot inevitably unfolds, with Bullock and Grant proving exactly why they are two of Hollywood’s biggest stars from first frame to last.
Hello, My Name is Doris (2015)
After the death of her mother, introverted and eccentric sixty-something Doris Miller (Sally Field) suddenly finds herself living alone for the first time in her life. Enter John (Max Greenfield), an attractive young work colleague with whom Doris is immediately infatuated. Anchored by Field’s winning performance, Hello, My Name Is Doris is a quirky and hilarious character study—and one of the best rom-coms on Netflix Canada.
You’ve Got Mail (1998)
Debates about technology, small business and New York City abound in You’ve Got Mail, but this 1998 hit from writer-director Nora Ephron is first and foremost a celebration of everyday conversation. Meg Ryan stars as Kathleen Kelly, the owner of a beloved but ailing children’s bookstore, who falls for witty Joe Fox (Tom Hanks) in an AOL chatroom. Unbeknownst to Kathleen, however, Joe runs a chain of book superstores and is her ostensible sworn enemy, proving once and for all that it’s what you like, not what you do, that truly defines you.
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I Give It a Year (2013)
I Give It a Year often plays like a raunchier version of British rom-com classic Four Weddings and a Funeral—and that’s not exactly a bad thing. When marketing exec Nat (Rose Byrne) and struggling novelist Josh (Rafe Spall) put a ring on it after just seven months of dating, no one sees a future in their union. And their loved ones have a point, as Nat’s hunky new client (Simon Baker) and Josh’s ex (Anna Faris) make the newlyweds quickly rethink their happily-ever-after.
Something’s Gotta Give (2003)
Fifty-something playwright Erica Barry (Diane Keaton) doesn’t believe anyone would find her attractive anymore. Sixty-something record label exec Harry Sanborn (Jack Nicholson) doesn’t date anyone under 30. Thanks to a series of mishaps, the two strangers are forced to spend a few weeks together at Erica’s summer house, where sparks improbably fly. The sharp-witted, often moving Something’s Gotta Give achieves something special: a rom-com for grown-ups only.
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Friends with Benefits (2011)
“It’s a physical act, like playing tennis,” Dylan Harper (Justin Timberlake) tells gal-pal Jamie Rellis (Mila Kunis) late one night. And so begins the titular relationship, which—this being a rom-com, after all—hits some bumps along the way. Friends with Benefits, however, doesn’t let formula get in the way of a rewarding watch, thanks to some sharp dialogue, choice supporting players and breezy chemistry between Kunis and Timberlake.
Kicking and Screaming (1995)
The directorial debut of Noah Baumbach (Marriage Story) zeroes in on a group of quirky almost-adults unable to confront the fact that they’re about to be dragged into the real world. The film stars indie film stalwarts Eric Stoltz, Parker Posey, Chris Eigeman and Josh Hamilton, as well as Elliott Gould. Baumbach’s trademark—dark interpersonal and relationship humour—is already on full display, and perfect for movie lovers who don’t go for the “happily ever after” brand of rom-com.
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Let It Snow (2019)
For many grown-ups, the happiest time of the year is actually the most stressful—and yes, that aphorism extends to teenagers, too. Playing like one of Garry Marshall’s ensemble rom-coms, the Christmas Eve-themed Let It Snow follows a group of high schoolers in Illinois who’d rather be anywhere else. Julie (Isabela Merced) struggles to balance her home and school lives before a meet-cute with a pop star; Addie (Odeya Rush) is worried her boyfriend is cheating on her; and Dorrie (Liv Hewson) strikes up a relationship with a classmate who wishes to remain in the closet. Will the trio find happiness in time for Santa’s big day?
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Ibiza (2018)
The thirty-something crisis is very, very real—just ask Harper (the criminally underrated Gillian Jacobs), a malcontent PR associate in New York City. When her obnoxious boss sends her to Barcelona to secure a new account, her friends (Saturday Night Live alum Vanessa Bayer and Phoebe Robinson) tag along. There, Harper meets a famous DJ (Richard Madden of Game of Thrones fame) and impulsively follows him to the titular Spanish party island. With Ibiza’s leads firing on all cylinders, Millennial disillusionment has never been funnier.
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Crazy About Her (2021)
This endearing Spanish rom-com boasts one of the most unique premises in recent memory: after a spirited one-night stand with a woman named Carla (Susana Abaitua), hotshot journalist Adri (Álvaro Cervantes) tracks her down, only to learn that she’s a patient at a mental hospital. In an effort to reunite with her, Adri admits himself into the hospital…but when he tries to leave, the nurses believe he’s mentally ill too. Both a skewering of tired genre tropes and an earnest exploration of mental health, Crazy About Her breathes new life into the rom-com formula.
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More the Merrier (2021)
For something a little edgier, stream the sexy Spanish rom-com More the Merrier. Set in a sex club, the movie follows multiple story arcs as couples get frisky and find connections they weren’t necessarily looking for. (An especially funny plot line sees one character recruit her BFF to frantically search for the engagement ring she lost at the club.) This sex-positive romp is definitely for adults only, but even the shyest viewer will find themselves chuckling at lines like “All that matters is the size of this thing here…your heart.”
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Set It Up (2018)
What if Horrible Bosses was a romantic comedy? That’s the question posed by Claire Scanlon’s first feature, following directing stints on sitcoms like The Good Place and Brooklyn Nine-Nine. Overworked assistants (Zoey Deutsch and Glen Powell) conspire to set up their powerful but stressed-out bosses, hoping that a successful hook-up will buy them some much-needed down time. Set It Up also boasts supporting performances by Lucy Liu, Taye Diggs and SNL’s Pete Davidson.
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He’s Just Not That Into You (2009)
Based on the best-selling self-help book of the same name, He’s Just Not That Into You is another ensemble cast comedy with romance at its heart. Ben Affleck, Jennifer Aniston, Drew Barrymore, Jennifer Connelly, Bradley Cooper and Scarlett Johansson play just some of the characters trying to navigate dating, love, marriage and divorce in the modern world. Not all of them are successful at it, but they’ll all make you laugh!
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Dear Ex (2018)
Dear Ex features an unlikely love triangle: after Zhengyuan dies, his ex-wife and secret boyfriend battle it out for his life insurance money. To further complicate matters, the dead man’s teenage son can’t figure out whose side he will take in the conflict. A storyline that might otherwise sink into sadness is buoyed by a quirky script and note-perfect performances from the film’s charming cast.
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The Incredible Jessica James (2017)
Jessica Williams, a Daily Show alum and podcast host of 2 Dope Queens, stars in this refreshingly non-formulaic rom-com about two single people trying (and sometimes failing) to get over their exes. Social media has made it hard to avoid keeping tabs on the people you used to date—a fact the film’s two central characters bond over. Irish actor Chris O’Dowd plays Williams’ is-he-or-isn’t-he love interest, enchanting both viewers and her character.
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Alex Strangelove (2018)
At once a coming-of-age and coming-out story, Alex Strangelove sees its title character go out in search of himself in a sea of high school pressures and expectations. Things go awry when he and his girlfriend make plans to have sex for the first time—all while his attraction to another boy grows. If tragedy plus time equals comedy, then it’s safe to say that anyone who’s escaped the clutches of high school will find more than a few reasons to laugh with Alex.
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Always Be My Maybe (2019)
If there’s one Keanu Reeves cameo appearance you watch this year, let it be his epic walk-on in Ali Wong and Randall Park’s fresh twist on the When Harry Met Sally story. Reeves plays Wong’s short-lived love interest, chewing the scenery as a caricature of his Hollywood self while the two characters who are actually destined to be together remain divided by his comically massive ego. In classic rom-com style, however, it all works out in the end.
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The Breaker Upperers (2019)
It’s never easy to tell your significant other you want to see other people. It’s harder still to call off your wedding. Enter New Zealanders Mel (Madeleine Sami) and Jen (Jackie van Beek), two best friends who run an agency that’ll help you put an end to your romance for a reasonable price. When one of them begins to feel remorse for their line of work, however, their lifelong friendship begins to unravel. The Breaker Upperers is the perfect introduction to Kiwi comedy.
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