A rom com gets called perfect way too easily, way too often, particularly because of the feel-good vibe, so here’s my rule. If the jokes work always, the romance feels earned on every rewatch, and the acting stays believable even in the big moments, it qualifies. These picks are the ones I was able to watch without cringing at the setup or skipping the meet-cute part, because the performers sell every beat.
Also, I’m not looking for the same flavor ten times. Some of these are soft and cozy, some are sharp, some are straight-up sad in places. But each one lands because the leads feel like people making choices, not characters being pushed around by the script.
10 'Notting Hill' (1999)
Image via Universal Pictures
There’s a reason people still put this on when they want comfort. Notting Hill plays like a warm hangout movie, but the acting is what’s doing a lot of heavy lifting. William Thacker (Hugh Grant) is awkward without turning into a cartoon, and you can see him constantly deciding whether to be brave or just let the moment pass. When Anna Scott (Julia Roberts) walks into the bookshop, the scene is funny, but you also feel that tiny jolt of “this is going to complicate everything.”
What I love is how the film lets the relationship breathe in small, believable beats. The dinner with Spike (Rhys Ifans) is a perfect example, because it’s messy and real in a way rom coms usually avoid. Roberts sells Anna’s fame fatigue without speeches, and Grant sells the insecurity without whining. When Notting Hill finally goes for the big romantic swing, it lands because you already watched them be human together.
9 'Crazy Rich Asians' (2018)
Image via WBCrazy Rich Asians starts as a fun trip, then the acting makes the pressure feel personal fast. This one is a flex because it works as a glossy fantasy and a very real relationship stress test. Rachel Chu (Constance Wu) doesn’t play outsider as clueless. Nick Young (Henry Golding) looks confident until he has to choose between love and family expectations. The secret weapon then is Eleanor (Michelle Yeoh).
Yeoh never plays Eleanor like a villain, and that’s what makes her dangerous. You can feel how convinced she is that she’s protecting her son, that every cold decision is actually an act of love. By the time we get to the mahjong scene, it doesn’t feel like a showdown so much as a chess match between two women who clock each other instantly. No yelling, no melodrama. Constance Wu meets Yeoh beat for beat. Crazy Rich Asians is glossy and funny, sure, but it’s the performances that give it teeth.
8 'Silver Linings Playbook' (2012)
Image via The Weinstein Company Some rom coms feel like they’re begging you to ship the couple. This one doesn’t. Silver Linings Playbook is a psychological rom-com. It lets the acting do the convincing, and it’s messy in a way that feels honest. Pat Solitano (Bradley Cooper) is charming and exhausting at the same time, and you understand why people keep him at arm’s length. Then Tiffany Maxwell (Jennifer Lawrence) comes in with that blunt energy that instantly changes the room. It’s a story of two ordinary broken people clicking.
The dance plot could’ve been cheesy, but it becomes this weirdly sweet agreement between two people who need structure. Robert De Niro as Pat Sr. plays the dad like a guy who loves hard but doesn’t know how to calm down, which makes the family scenes feel lived in. Lawrence never turns Tiffany into a manic pixie fix. She plays her raw. Like someone who’s grieving and mad about it. And the ending? It’s oddly, yet beautifully satisfying.
7 'Jerry Maguire' (1996)
Image via Sony Pictures ReleasingJerry Maguire opens with Jerry (Tom Cruise) doing the most Jerry Maguire thing possible: nuking his own career because, for one reckless night, he decides to mean what he says. And the movie doesn’t let him off the hook for it. Tom Cruise plays Jerry’s relentless positivity like a survival tactic — the smile is a shield, the speeches are him trying to convince himself as much as anyone else. What saves the movie from turning into pure Cruise charisma is Renée Zellweger. Dorothy could’ve been written as a Hallmark cutout, but Zellweger gives her nerves, longing, and a very real sense of risk. You can feel how much she’s betting on Jerry, and how scared she is that she’s wrong.
And then there’s Rod Tidwell (Cuba Gooding Jr.), who basically hijacks the movie in the best way. Gooding plays Rod like a man who’s funny, proud, terrified, and right to demand respect, sometimes all in the same scene. The romance works because you’re watching two adults try to build something while everything is unstable. Jerry Maguire is iconic for the lines, sure, but it’s the performances that make those lines matter.
6 'Roman Holiday' (1953)
Image via Paramount PicturesRoman Holiday is about a princess who slips out of her tightly controlled life for one day of freedom, and a reporter who meets her without knowing who she is. What makes it work as more than a cute setup is how seriously the movie treats that escape. Audrey Hepburn plays Princess Ann as genuinely worn down. Gregory Peck’s Joe starts out practical and opportunistic, but the shift in his performance is gradual and believable — he stops pushing, starts listening, and the movie trusts the acting to show that change. Their chemistry comes from how comfortable they become with each other.
It’s a great rom-com because it understands the limits of the fantasy. Both characters know the day can’t last, and the actors play that awareness. Hepburn carries the emotional weight, moving from open joy to quiet composure in the final scene, where she breaks your heart simply by standing still. Peck’s restraint makes Joe’s final choice feel decent rather than heroic. Roman Holiday knows exactly when to stop, and that restraint, in the writing, the performances, and the ending, is why it still feels perfect.
5 'It Happened One Night' (1934)
Image via Columbia PicturesIf you’ve ever wondered where the DNA of modern rom-com banter came from, it’s basically sitting right here. It Happened One Night throws Ellie Andrews (Claudette Colbert) and Peter Warne (Clark Gable) together and lets their timing do the work. Colbert plays Ellie like a spoiled rich girl who’s also smart enough to learn fast, so the character evolves without a makeover montage. Gable plays Peter like a guy who talks big but notices everything. Their bickering is to die for.
What makes it perfect is how the movie turns every travel problem into a relationship reveal. The Walls of Jericho gag being full of flirtation and boundaries at the same time. The hitchhiking bit landing because Colbert commits to the confidence, and you see Gable clocking it like, “Oh, she’s got something.” It Happened One Night is a classic because it’s funny, yes, but it’s also surprisingly tender once the masks drop.
4 'When Harry Met Sally' (1989)
Image via Columbia PicturesThis is one of those movies where you can quote it for fun and still get wrecked by it later. And no, it’s Bollywood remake doesn’t count. When Harry Met Sally works because Harry Burns (Billy Crystal) and Sally Albright (Meg Ryan) feel like real people who keep bumping into each other through different versions of adulthood. Crystal makes Harry’s cynicism sound like a defense, and Ryan makes Sally’s control-freak habits feel oddly lovable, not annoying.
The acting really shines in the quiet stretches, like the late-night calls and the awkward hangs after breakups. Plus, Carrie Fisher as Marie and Bruno Kirby as Jess are perfect support because they make the world feel lived in. And yes, the big restaurant scene is legendary, but the reason it’s funny is that Ryan commits like Sally is dead serious about that order. When Harry Met Sally sticks because it understands that love is often timing, plus stubbornness, plus comfort.
3 'His Girl Friday' (1940)
Image via Columbia PicturesThis movie moves like it drank ten coffees, and that speed is the point. His Girl Friday is basically two brilliant people arguing in a newsroom rhythm, and the acting makes the chaos feel controlled. Hildy Johnson (Rosalind Russell) talks like she’s thinking three steps ahead, and you can’t look away because Russell makes intelligence feel exciting. Walter Burns (Cary Grant) is charming and manipulative in the same breath, and Grant plays him like he knows exactly how irresistible he can be.
What makes it romantic is that neither of them is pretending to be soft. They’re competing, flirting, scheming, and still somehow telling the truth about how well they know each other. Russell never plays Hildy as “torn” in a sweet way, she plays her as someone trying to choose a calmer life while realizing she’s addicted to the job. His Girl Friday is a masterpiece because the comedy is relentless, but the relationship underneath is crystal clear.
2 'Eternal Sunshine of the Spotless Mind' (2004)
Image via Focus FeaturesThis isn’t an ordinary rom-com and most Sydney Sweeney and Glen Powell’s Anyone But You rom-com fans will probably never sit through with it till the end. Eternal Sunshine of the Spotless Mind doesn’t try to make love look easy. It’s the opposite, and that’s why it hits. The movie starts with Joel Barish (Jim Carrey) acting like a guy who’s tired of his own thoughts, then you realize he’s carrying a whole relationship like a bruise. Clementine Kruczynski (Kate Winslet) feels electric, but also unpredictable in a way that’s genuinely hard to live with. Their acting feels uncomfortably real.
The memory erasing idea is cool sci-fi, but the performances are what make it hurt. Carrey is playing against his usual energy, and that restraint makes Joel’s panic feel raw when he tries to hide Clementine inside childhood memories. Winslet makes Clementine more than a “quirky girl,” you see the sadness underneath the color and noise. Eternal Sunshine ends with two people choosing honesty, even if it’s messy.
1 'Annie Hall' (1977)
Image via MGMFinally, Annie Hall. It follows Alvy Singer (Woody Allen) as he replays his romance like a guy trying to solve it after it’s already over. But the reason the movie lives is Annie Hall (Diane Keaton). Keaton plays Annie as funny and a little scattered, but also deeply specific, like a real person with habits you’d recognize if you dated her. What makes it a masterpiece is how the film lets you laugh while it’s quietly showing why they don’t fit.
The conversations are the action, and the acting sells the constant tiny misreads, like they’re speaking the same language but hearing different meanings. Keaton’s shifts from shy to confident feel earned, and Allen plays Alvy’s insecurity like it’s both annoying and relatable, which is a hard balance. Annie Hall sticks because it understands that sometimes love is real and still not sustainable.
Annie Hall
Release Date April 19, 1977
Runtime 93 minutes
Director Woody Allen
Writers Woody Allen, Marshall Brickman
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