The 100 best romantic movies: stylish

Experts including Tom Hiddleston, Joan Collins and EL James vote for the best films about love and romance

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Now we know which are the 100 best romantic movies of all time. But which are funny and which are heartbreaking? Which depict a dignified romance and which are saucy tales of lust? Which are strictly arthouse and which are simply cheesy? We’ve applied 19 handy labels to the 100 films in our list. Here you’ll find all the films we think deserve the label ‘stylish’.

Got something to add? Tell us what you think in the comments below.

The 100 best romantic movies: stylish

2
Casablanca

Casablanca

Casablanca (1942)

Director: Michael Curtiz

Cast: Humphrey Bogart, Ingrid Bergman

Best quote: 'We’ll always have Paris.'

Defining moment: Bogey tells Ingrid Bergman to get on the plane with her husband, or she’ll regret it. Maybe not today…
 

The fundamental things
Of all the gin joints in all the towns in all the world, she walks into his. Humphrey Bogart’s choice between the woman he loves and doing the honourable thing is one of the most wrenching you’ll ever see on screen. Seventy years on, it gets the heart racing every time.

Bogey is Rick, a hard-drinking American in Casablanca, a city full of refugees fleeing the Nazis. Most of them wash up in Rick’s bar, including his great lost love Ilsa (Ingrid Bergman). With her is a Czech Resistance leader who’s escaped a concentration camp.

‘Casablanca’ is full of famous lines, but my favourite is Rick’s description of himself heartbroken and abandoned on a train platform – ‘a guy standing in the rain with a comical look on his face, because his insides are kicked out.’ CC

Read the Time Out review of 'Casablanca'

3

In the Mood for Love (2000)

Director: Wong Kar-Wai

Cast: Tony Leung Chiu Wai, Maggie Cheung

Best quote: 'Feelings can creep up just like that. I thought I was in control.'

Defining moment: Leung whispers his secret into the ruins of a wall.
 

The agony and the ecstasy
No one understands the ache of love like Wong Kar-Wai, and ‘In the Mood for Love’ is his masterpiece. In 1960s Hong Kong, two of the most glamorous leads ever to grace the screen – Leung and Cheung – move next door to each other. His wife is cheating on him with her husband, and out of this betrayal a friendship develops. Should they have an affair of their own?

Leung, impossibly handsome, is a study in reserved pain. Cheung is unutterably elegant. Honestly, they make the ‘Mad Men’ cast look like scruffy students. At the heart of this muggy, sensual story is the feeling that love is a matter of timing – that a moment missed can never be recaptured. And Leung whispering his secret into the ruins of a wall is an exquisite image of pain and yearning. CC

Read the Time Out review of 'In the Mood for Love'

4

Annie Hall (1977)

Director: Woody Allen

Cast: Diane Keaton, Woody Allen

Best quote: 'Don’t knock masturbation. It’s sex with someone I love.'

Defining moment: Call the lobster squad! Dinner has escaped.
 

Analyse this
Irrational, crazy and absurd. ‘Annie Hall’ gives us love in its all its messy glory. It’s the anatomy of break-up. ‘Where did it all go wrong?’ asks Woody Allen’s neurotic comedian Alvy Singer after his split from scatterbrain singer Annie (Diane Keaton, enjoying a killer fashion moment in boyish slacks and a fedora).

Allen has said that ‘Annie Hall’ was his first film to go ‘deeper’. And at its heart is the sad message that finding your soulmate doesn’t guarantee a happy ending. Or, as an old woman tells Alvy: ‘Love fades.’ But for all that, ‘Annie Hall’ is hands down the most hilarious film ever made about love, hysterically funny and packed with gags. CC

Read the Time Out review of 'Annie Hall'


7

The Apartment (1960)

Director: Billy Wilder

Cast: Jack Lemmon, Shirley MacLaine

Best quote: 'That's the way it crumbles... cookie-wise.'

Defining moment: C.C. Baxter decides to take the advice of his doctor and become a mensch.
 

When life gives you Lemmon...
Romance-wise, there’s never been anything quite like ‘The Apartment’. Reuniting director Billy Wilder, scriptwriter Iz Diamond and star Jack Lemmon just one year on from the seemingly unbeatable ‘Some Like It Hot’ (1959), Shirley MacLaine’s melancholic heroine Fran Kubelik was the perfect bittersweet counterpoint to Marilyn Monroe’s Sugar Kane, a strong black coffee after dizzying champagne.

Not many romances could get away with a suicide bid by the leading lady in the second act and succeed in turning it all around for a perfectly-pitched ending without feeling phoney, but Wilder pulls it off. It’s no surprise the film continues to influence advocates ranging from ‘Distant Voices, Still Lives’ director Terence Davies to ‘One Day’ author David Nicholls. CB

Read the Time Out review of 'The Apartment'


12

Gone with the Wind (1939)

Director: Victor Fleming

Cast: Vivien Leigh, Clark Gable

Best quote: 'Frankly, my dear, I don't give a damn.'

Defining moment: Rhett Butler’s scandalous proposal – Scarlett is in mourning, her husband not yet cold in his grave.

 

Whistlin’ Dixie
Why should we still give a damn? Because after more than 70 years, ‘Gone with the Wind’ still does it bigger and better. At nearly four hours long it’s the ultimate rainy-day-in-bed-with-the-flu movie and features maybe the greatest ever screen lovers. Every actress in Hollywood was screen-tested or considered for the role of spoiled Southern belle Scarlett O’Hara. In the end, it went to the hardly-known British actress Leigh, with Gable cast as infamous ladies’ man Rhett Butler.

Scarlett knows exactly what kind of man Rhett is the moment she meets him – the kind of who has a pretty good idea what a girl looks like in her petticoats. Years later, after toughing out the Civil War, Scarlett notches him up (or is it vice versa?) as husband number three. And their stormy marriage gives us one of cinema’s greatest unanswered questions. Can she win him back? Is tomorrow another day? CC

Read the Time Out review of 'Gone with the Wind'


14

Letter from an Unknown Woman (1948)

Director: Max Ophüls

Cast: Joan Fontaine, Louis Jourdan

Best quote: 'If only you could have shared those moments, if only you could have recognised what was always yours, could have found what was never lost. If only...'

Defining moment: The greatest first-date setting of all time – an old fairground ride where scenes from around the globe roll past the windows of a wooden train.

Lonely are the brave
‘Letter from an Unknown Woman’ is about the death of love, a yearning so intense that the heart breaks into pieces. From one point of view, the film has no place on this list: love turns to loss, hope to despair. But, in a way, isn’t unrequited love the purest kind, with none of that dirty reality and compromise getting in the way?

If that’s true, then this might be the most romantic film of all, a story of reckless, undimmed, lifelong passion, against all odds and common sense. It’s the peak of Ophüls’s career as a visual stylist. As the camera swoops and swoons, as the characters waltz and wander through high-ceilinged ballrooms and jangling cafes, it’s impossible not to be drawn, like the heroine, into this dream of impossible infatuation. TH

Read the Time Out review of 'Letter from an Unknown Woman'


16

Wild at Heart (1990)

Director: David Lynch

Cast: Nicolas Cage, Laura Dern

Best quote: 'The way your head works is God's own private mystery.'

Defining moment: After dancing like a maniac to speed-metal combo Powermad, Sailor Ripley busts into a swoonsome version of Elvis’s ‘Love Me’.

American dream
No one does romance quite like David Lynch: just think of Sandy and the robins in ‘Blue Velvet’, or Henry and the radiator lady in ‘Eraserhead’. There are those who write him off as an ironist, but this uniquely intense and unabashed worship of love as an otherworldly, all-consuming and dangerous state of higher consciousness is anything but detached.

Lynch loves love, and he loves lovers, none more so than Sailor and Lula, the star-crossed, whisky-fuelled, sex-crazed, emotionally scarred couple that are the wild heart of his madcap kaleidoscopic road movie. This is all-American love reimagined as a carnival show: brutal and beautiful and completely barmy. TH

Read the Time Out review of 'Wild at Heart'

17

La Belle et la Bête (1946)

Director: Jean Cocteau

Cast: Jean Marais, Josette Day

Best quote: 'Love can turn a man into a beast. But love can also make an ugly man handsome.'

Defining moment: As if in a dream, Belle bursts into Beast’s castle, walking on air.
 

Love is the beauty of the soul
The miracle of ‘La Belle et la Bête’ is how its tricks are still so magical – even in today’s age of CGI. Director Cocteau was a poet first and foremost and he brings to the traditional ‘Beauty and the Beast’ fairy tale pure movie poetry: Belle crying tears of diamonds; the castle lit by disembodied human arms holding up candelabras.

It’s unforgettable, although you might side with Greta Garbo on the ending. Legend has it that when she watched ‘La Belle’ with Cocteau she cried out at the end, as the curse is lifted and Beast is restored to his princely self: ‘Where is my beautiful Beast?’ Garbo, like Belle, had fallen for the matinee idol Beast – and the smarmy-looking prince left in his place doesn’t quite cut it. CC

Read the Time Out review of 'La Belle et la Bête'


19

Manhattan (1979)

Director: Woody Allen

Cast: Woody Allen, Diane Keaton, Mariel Hemingway, Meryl Streep

Best quote: 'You look so beautiful I can hardly keep my eyes on the meter.'

Defining moment: The stately black-and-white shots of the city cut to Gershwin’s ‘Rhapsody in Blue’.

A hell of a town
There’s so much in ‘Manhattan’ that’s familiar from Woody Allen’s other films, not least Woody himself playing a writer, Isaac, with endless hang-ups and a variety of women in his life. Here, those women are his 17-year-old girlfriend, Tracy (Hemingway); another love interest, Mary (Keaton); and his ex-wife, Jill (Streep).

For Woody, romance is fluid, complicated and alive. Yet by far the biggest romance in ‘Manhattan’ is Woody’s affair with the city itself. New York is often the backdrop for Woody’s films, but here a sense of place is more important than ever. There are those famous montages of the Manhattan skyline, lent a rare beauty by Gordon Willis’ loving black-and-white photography, and at the film’s climax we see Isaac running through the streets that have shaped him – and Woody Allen – and continue to do so. DC

Read the Time Out review of 'Manhattan'


26

The Umbrellas of Cherbourg (1964)

Director: Jacques Demy

Cast: Catherine Deneuve, Nino Castelnuovo

Best quote: 'People only die of love in the movies.'

Defining moment: A sad, bittersweet meeting in the snow, two lovers seeing each other for the first time in years.

 

All things bright and beautiful
You'd need to have a sliver of ice lodged in your heart not to be moved by ‘The Umbrellas of Cherbourg’ – a musical that has even hardened musical-haters melting into puddles. Not that it’s a musical in the belt-‘em-out tradition. Instead, every word is sung rather than spoken as 17-year-old Geneviève (Deneuve) falls sweetly and madly in love with car mechanic Guy (Castelnuovo).

‘Umbrellas’ is one of the most ravishing films ever made, wrapped in candyfloss colours to match the blush of first love. When Guy is drafted to fight in Algeria, Geneviève is certain she will die of grief. But time passes and Geneviève doesn’t die. Love fades. And that’s the bittersweet message inside this exquisitely sugar coated pill. CC

Read the Time Out review of 'The Umbrellas of Cherbourg'


28

William Shakespeare’s Romeo + Juliet (1996)

Director: Baz Luhrmann

Cast: Leonardo DiCaprio, Claire Danes

Best quote: 'A plague on both your houses! They have made worms’ meat of me.'

Defining moment: DiCaprio and Danes making loved-up eyes at each other through the glass and water of a fish tank.

From the Globe to the ghetto
Baz Luhrmann had some cast-iron source material to work with in the form of Shakespeare’s story – but the Australian writer-director took the playwright’s romantic tragedy to another place entirely with this ultra-modern reworking. At the same, he never lost sight of the essence of Shakespeare’s tale of two young lovers doomed from the first time they lay eyes on each other.

The moment that Romeo (DiCaprio, so young!) and Juliet (Danes, so young too!) meet at a wild fancy-dress party is pure bliss to watch, just as Luhrmann’s staging of the final death scene is almost impossible to bear. There are guns, hip-hop, open-topped cars and characters so larger-than-life that the whole thing now, in retrospect, feels like Tarantino directing a season-finale episode of ‘Dynasty’. It’s mad, musical and immensely moving. DC

Read the Time Out review of 'William Shakespeare’s Romeo + Juliet'


32

The English Patient (1996)

Director: Anthony Minghella

Cast: Ralph Fiennes, Juliette Binoche, Kristin Scott Thomas

Best quote: 'Swoon, I'll catch you.'

Defining moment: The last kiss in the firelit Saharan cave, just after the Count tells the doomed Katherine he’ll never leave her – a promise they both know he can’t keep.

Desert song
Thanks to ‘Seinfeld’, Anthony Minghella’s Oscar-guzzling, two-planed love story became the butt of many a joke with harder-hearted viewers. But the film’s lingering impression in the public imagination as a kind of saturated desert swoon does a disservice to its subdued yet shimmering sense of melancholy.

For all its sweeping sequences of radiantly lit passion, this adaptation of Michael Ondaatje’s Booker Prize-winning novel is more a story of love’s withered aftermath, as the disfigured Count de Almasy, dying in an Italian monastery at the end of WWII, is ironically sustained by memories of a lethal liaison with patrician married beauty Katherine. For a supposed romantic throwback, it’s impressively bleak, yet tinged with rapture – not least in the matchless beauty of its three leads. GL

Read the Time Out review of 'The English Patient'

33

Vertigo (1958)

Director: Alfred Hitchcock

Cast: Kim Novak, James Stewart

Best quote: 'Only one is a wanderer; two together are always going somewhere.'

Defining moment: Judy finally gets the hair right and ‘Madeleine’ lives once more.
 

My fair lady
It has pitched up at number 33 on our Top 100 Romantic Films list. And Hitchcock's noirish psychodrama about a former policeman's obsessive love for a dead woman also recently ousted the apparently unimpeachable ‘Citizen Kane’ from the number one spot in Sight & Sound magazine's critics' poll of the Best Films of all time.

Perhaps that means this tale of a lover moulding his girlfriend in the likeness of the memory that haunts him is too sinister to rate higher as pure romance? Surely not – for what could be more romantic than an extreme makeover with vague necrophiliac undertones? CB

Read the Time Out review of 'Vertigo'


36

All That Heaven Allows (1955)

Director: Douglas Sirk

Cast: Jane Wyman, Rock Hudson

Best quote: 'The only Kirby I know is the old gardener, and the last I heard, he was dead!'

Defining moment: The newly-entangled Cary and Ron turn up at a cocktail party full of nosy neighbourhood types.
 

Let them all talk
The swooning Technicolor palette, the pristine costumes and the fairly standard odd-couple romance between a rich widow, Cary (Wyman), and a Thoreau-reading gardener, Ron (Hudson), only serve to make the social commentary in Sirk’s film all the more powerful.

‘All That Heaven Allows’ is a blistering exposé of how society’s attitudes serve to throw cold water on passion and keep our purer romantic instincts in check. Scenes of folk gossiping behind the couple’s backs or predatory men leaping on Cary are shocking and only make us root even more for Cary and Ron’s relationship (even if the film lacks a genuine spark between the pair).

The film proved an inspiration for two later inquiring romances, Fassbinder’s ‘Fear Eats the Soul’ and Todd Haynes’s ‘Far From Heaven’, both of which took Sirk’s interest in sexual repression and love-across-the-divide in very different directions. DC

Read the Time Out review of 'All That Heaven Allows'

37

Breathless (1960)

Director: Jean-Luc Godard

Cast: Jean-Paul Belmondo, Jean Seberg

Best quote: 'Informers inform, burglars burgle, murderers murder, lovers love.'

Defining moment: The lovers’ ambiguous parting words in the final scene. What do they mean?
 

A girl and a gun
As love stories go, 'Breathless' ('À Bout de Souffle') is not one for the ages. Jean-Paul Belmondo, playing a Parisian wideboy on the run after shooting a cop, and Jean Seberg as the hipster American newspaper girl who unwittingly shelters him, look impossibly beautiful together, smoking Lucky Strikes and debating existentialist theory in bed. But they seem entirely too cool to be in love.

Yet Godard’s groundbreaking New Wave take on the Hollywood B-movie is romantic almost in spite of itself. Its still-youthful jazz rhythms, its fresh exploration of Paris at its most invitingly chic and its sexy bedroom talk are what so many of us want romance to look and feel like. So we’re more than happy to indulge it, like the cinematic equivalent of a dirty weekend. GL

Read the Time Out review of 'Breathless'

38

Breakfast at Tiffany's (1961)

Director: Blake Edwards

Cast: Audrey Hepburn, George Peppard

Best quote: 'Oh, golly gee damn!'

Defining moment: Holly Golightly sings ‘Moon River’ at the windows of her NYC apartment.

 

The original pretty woman
It’s the role that Audrey Hepburn will forever be remembered for: the beautiful, bolshy city girl with a brittle edge in this handsome, well-dressed adaptation of Truman Capote’s novella. Of course, Edwards’ film deftly sidestepped the sadder, seedier aspects of Holly Golightly’s life in the book – working as a high-society escort in early 1960s Manhattan. Instead, the film prefers to indulge the on-off, will-they-won’t-they aspect of her relationship with Paul (Peppard), her dapper neighbour.

To be frank, the spark between Hepburn and Peppard is lacking, and there’s little about ‘Breakfast at Tiffany’s’ that truly sets the heart ablaze. What’s fun, though, is the giddiness of Holly’s life and her dashes about town with Paul (to a strip club, a stuffy library and, of course, the famous jewellery store). What the film most bequeaths us is the romantic ideal of the witty, couture-clad, urbane, dark-haired beauty: the Hepburn that launched a thousand Audreys. DC

Read the Time Out review of 'Breakfast at Tiffany's'


44

Bringing Up Baby (1938)

Director: Howard Hawks

Cast: Cary Grant, Katharine Hepburn

Best quote: 'When a man is wrestling a leopard in the middle of a pond, he's in no position to run.'

Defining moment: The prison scene: enter Swingin’ Door Susie and Jerry the Nipper.
 

Romance, red in tooth and claw
Like its bumbling protagonist, Hawks’ archetypal screwball classic went from disaster to darling. The tale of a paleontologist (Grant), a society dame (Hepburn), a snappy terrier and a stray Brazilian leopard, ‘Bringing Up Baby’ ran seriously over budget and over schedule thanks to animal misbehaviour coupled with Grant and Hepburn’s inability to stop making each other laugh during takes.

It flopped disastrously on first release: Hawks’ contract with producers RKO was cut short and Hepburn was labeled ‘box office poison’ by a top exec. Two decades later, following a series of successful TV showings, the film was rightly recognised as the pinnacle of the screwball art: no film was ever so fast, so witty and so gorgeously irrational. TH

Read the Time Out review of 'Bringing Up Baby'


47

Lost in Translation (2003)

Director: Sofia Coppola

Cast: Bill Murray, Scarlett Johansson

Best quote: 'Can you keep a secret? I’m trying to organise a prison break. I’m looking for, like, an accomplice.'

Defining moment: Crooning Roxy’s ‘More Than This’ in a Tokyo karaoke bar.
 

Platonic bomb
Two different souls, years apart in age, meet in the same upscale Tokyo hotel in which they’re staying and spend a chaste but intimate few days together sharing feelings and experiences. She (Johansson) is a young New Yorker whose husband is on a photographic assignment; he (Murray) is an actor making a whisky advert in the city.

They know nothing about each other. But they spend a weekend talking, walking and exploring Tokyo together, and it’s all the more romantic because it feels so transient and unlikely. It helps that Johansson is beautiful and has a youthful world-weariness and that Murray gives one of his very best performances, offering an endearing mix of damage and charm. The whole thing feels like a snatched dream. DC

Read the Time Out review of 'Lost in Translation'


49

West Side Story (1961)

Directors: Jerome Robbins, Robert Wise

Cast: Natalie Wood, Richard Beymer, Russ Tamblyn

Best quote: 'There’s a place for us, somewhere…'

Defining moment: It’s as camp as Christmas, but Maria (Wood) singing ‘I Feel Pretty’ while anticipating her next date with Tony (Beymer) is a magical moment of romantic exuberance.

The song of the streets
Baz Luhrmann’s ‘Romeo + Juliet’ may have made all the tweeners’ hearts melt (and scored a higher place on this list), but the real hep chicks and finger-poppin’ daddies know which version of Shakespeare’s play is the real leader of the pack.

‘West Side Story’ is like no other musical: sure, it’s sappy (‘Mariaaaaaaaaaa’) and slightly ridiculous, but it’s also brazenly political (‘if you’re all white in A-me-ri-ca!’), sneakily self-mocking (‘Hey, I got a social disease!’) and ferociously, aggressively emotional: the operatic finale is a masterclass in three-hanky audience manipulation. Also, the film contains perhaps the single best song ever written for the musical theatre: ‘Somewhere’, the ultimate romantic ballad for trapped and dreaming lovers. TH

Read the Time Out review of 'West Side Story'

50

His Girl Friday (1940)

Director: Howard Hawks

Cast: Rosalind Russell, Cary Grant

Best quote: 'You’ve got an old-fashioned idea of divorce as something that lasts forever. Till death do us part.'

Defining moment: Hildy tries to tell Walter she’s getting married but can’t get a word in edgewise.
 

Takes two to tango
You’ll need to hover your finger over the pause button of your remote to catch the one-liners in the fastest-talking screwball comedy of them all. Hildy Johnson (Russell) has just quit her job as star reporter on the Morning Post to marry a nice-but-dim insurance salesman. Trouble is her boss, Walter (Grant), who just so happens to be her ex husband, won’t let her go.

Adapting the hit Broadway show ‘The Front Page’ into a movie, director Howard Hawks made a stroke-of-genius change: turning it from a story about two male reporters into the tale of a former husband and wife couple. Naturally, they’re still crazy about each other. And Russell’s shoulder pads are almost as sharp as her wit as she fires off insults at Grant: ‘You’re wonderful in a loathsome sort of way’. CC

Read the Time Out review of 'His Girl Friday'


52

Notorious (1946)

Director: Alfred Hitchcock

Cast: Ingrid Bergman, Cary Grant, Claude Rains

Best quote: 'There's nothing like a love song to give you a good laugh.'

Defining moment: The stars lock lips in the wine-cellar, but is it real or play-acting?
 

A spy in the house of love
Vertigo’ gets all the love from the critical fraternity, but Hitchcock’s earlier romantic thriller is equally potent in its passionate turmoil. Just after WWII, party girl Bergman has a chance to atone for her Nazi father’s sins by helping US secret service agent Grant uncover a nest of spies in Rio. They begin a torrid affair, yet her mission entails seducing her way into the house of sleek schemer Rains. Is Grant’s suddenly icy demeanour a reflection of professional responsibility? Or a spurned lover’s hauteur?

Churning emotions, deliciously complex and grown-up, run through an increasingly gripping suspense plot, and though it’s the star-powered glamour we remember, closer reacquaintance reveals an anguished undertow of guilty yearning and chastening self-denial that’s quintessentially Hitchcockian. TJ

Read the Time Out review of 'Notorious'


56

The Philadelphia Story (1940)

Director: George Cukor

Cast: Katharine Hepburn, Cary Grant, James Stewart

Best quote: 'The course of true love gathers no moss.'

Defining moment: Brittle ice-queen Tracy (Hepburn) has her eyes and her heart opened following a few choice words from her disappointed Dad.
 

A little taste of heaven
Look up ‘fizzy’ in a film dictionary and you’ll find a shot of Katharine Hepburn as Tracy Lord (no relation to the porn star), the snappy, snippy, self-regarding heroine of Cukor’s magnificent country house comedy.

Taking his cues from Shakespeare (it could comfortably have been retitled ‘Much Ado About a Midsummer Night’s Shrew-Taming’), playwright Philip Barry weaves a tangled web of delicious misunderstandings and deliberate misdemeanours as three mismatched men – sarky but self-improved ex-husband Grant, youthfully exuberant writer Stewart and dull, well-meaning fiancé John Howard – take it in turns to tilt at Hepburn’s hard-nosed heiress. And if there’s a sneaking suspicion at the end that she picked the wrong one – ‘Four Weddings’-style – that’s all part of the film’s restless, headspinning charm. TH

Read the Time Out review of 'The Philadelphia Story'

57

It Happened One Night (1934)

Director: Frank Capra

Cast: Claudette Colbert, Clark Gable

Best quote: 'I don't know very much about him, except that I love him.'

Defining moment: The pre-censor motel room scene, in which the two unmarried travelling companions use a sheet slung over a washing line to protect their dignity.

Greyhounds of love
Here it is, ground zero, the birth of the modern romantic comedy. Not that there hadn’t been romances before, some of them fairly amusing. But ‘It Happened One Night’ was the one that codified the rules of engagement: mismatched lovers thrown together by circumstance; snappy, off-the-cuff repartee; grand, irrational gestures of devotion; endings so deliriously happy that nothing could ever go wrong again.

It had a troubled production – both Gable and Colbert found the script tasteless – but when the movie picked up all five major Academy Awards, their criticism understandably abated. It’s been endlessly remade (twice in Bollywood alone) and can count both Stalin and Hitler among its celebrity fans. But ‘It Happened One Night’ remains the genius genesis moment for the romcom – and Hollywood has never looked back. TH

Read the Time Out review of 'It Happened One Night'


64

Jules et Jim (1962)

Director: François Truffaut

Cast: Jeanne Moreau, Oskar Werner, Henri Serre

Best quote: 'One is never completely in love for more than a moment.'

Defining moment: Catherine throws herself into the Seine.

 

Three’s a crowd
Truffaut’s freewheeling tale of a menage à trois burns as brightly today as it did in 1962, tripping along on playful New Wave energy. Moreau is unforgettable as force of nature Catherine, who steals the hearts of two young writers in 1910s Paris. Catherine is Jules’s girl. She’s not beautiful or intelligent, but she is a real woman, he says. The three skip around Paris together. Life’s a holiday.

One night, as the two men spout nonsense about a Strindberg play, Catherine hurls herself into the Seine. She’s unpredictable like that. Later, when she switches allegiances to Jim, Jules can’t bear to be apart from her. Let Jim have her, but let her stay in his life. The years can’t dim the warmth or humanity of Truffaut’s third (and best) film. CC

Read the Time Out review of 'Jules et Jim'

65

The Graduate (1967)

Director: Mike Nichols

Cast: Dustin Hoffman, Anne Bancroft, Katharine Ross

Best quote: 'Would you like me to seduce you?'

Defining moment: Dustin Hoffman, Paul Simon, Art Garfunkel, a red Alfa Romeo Spider and the Southern California highway system.
 

We’d like to help you learn to help yourself
How romantic is ‘The Graduate’, really? Are we talking about the affair between Benjamin Braddock (Hoffman) and Mrs Robinson (Bancroft), in which he’s driven by adolescent lust and gnawing boredom, and she by a desperate desire to revisit her youth, to feel something, anything for a change? Or do we mean the engagement between Benjamin and Mrs Robinson’s daughter Elaine (Ross), in which both characters appear to be marching through some sort of societally mandated courtship routine, without ever really meeting in the middle?

And yet, despite the cynicism and the ironic distance, despite that frankly terrifying closing shot of Ben and Elaine on the bus, miles distant, there’s still something bracing and heartfelt about ‘The Graduate’. Perhaps in showing us all this tragic emptiness, Nichols is encouraging us to confront it. TH

Read the Time Out review of 'The Graduate'

66

Betty Blue (1986)

Director: Jean-Jacques Beneix

Cast: Béatrice Dalle, Jean-Hugues Anglade, Gérard Darmon

Best quote: 'There comes a moment when the silence between two people can have the purity of a diamond.'

Defining moment: The single-take opening, a full-on naked shagfest, sets the tone of uninhibited passion.

Vive la difference!
Amour fou: the French invented the term and this shows you why. In her very first movie, the 21-year-old Béatrice Dalle delivered a career-defining performance which transcends mere pouting petulance to embody a wide-eyed, crockery-smashing, blade-wielding, bush-flashing rage to live. Struggling writer Anglade does his best to provide the unconditional affection she craves, but will anything be enough to quieten Betty’s inner torment?

Quintessentially French, quintessentially ’80s, as ‘Diva’ auteur Beneix revels in an eye-popping palette of electric blues, neon yellows and lipstick crimson. Tellingly, it’s best experienced in the deliriously grandiloquent 186-minute director’s cut rather than the more familiar but deeply compromised two-hour release version, which struggles to make sense of Betty’s extreme psychology. TJ

Read the Time Out review of 'Betty Blue'

67

Moulin Rouge! (2001)

Director: Baz Luhrmann

Cast: Nicole Kidman, Ewan McGregor

Best quote: 'Come what may, I will love you until my dying day.'

Defining moment: David Bowie, Elton John, The Beatles and more are pressed into service in one mega-mixed Elephant Love Medley.

Nothing left toulouse
Baz Luhrmann takes the lavish staging of Bollywood, mashes up elements of the Greek myth of Orpheus together with Giuseppe Verdi's opera La Traviata, and throws it all into a kaleidoscopic blender along with some of the catchiest Western pop songs of the 20th century.

As with Luhrmann's inspirations, events are entirely passion-powered, as Ewan McGregor's ‘oh-so-talented, charmingly bohemian, tragically impoverished’ writer Christian conceives an amour fou for Nicole Kidman's courtesan Satine, serenading her with lines like ‘the greatest thing you'll ever learn is just to love and be loved in return’. Of course, given the consumptive Satine is carrying more tuberculosis bacteria than your average badger colony, the greatest thing she's likely to have passed on to poor old Christian is a highly infectious lethal disease. CB

Read the Time Out review of 'Moulin Rouge!'

68

Wings of Desire (1987)

Director: Wim Wenders

Cast: Bruno Ganz, Solveig Dommartin

Best quote: 'That's what makes me clumsy. The absence of pleasure. Desire for love.'

Defining moment: She flies through the air with the greatest of ease, that lonely young woman on the flying trapeze.
 

From her to eternity
Long before his face became part of a thousand ‘Downfall’ memes on Youtube, Bruno Ganz played an angel in love with a mortal trapeze artist in West Berlin, in Wim Wenders’s romantic metaphysical fantasy. Employing a similar coded combination of colour and black and white to Powell and Pressburger's ‘A Matter of Life and Death’, the celestial perspective is purer but more remote, asking us to consider the appeal of everyday humanity from the outsiders' point of view.

Check out the loose Nicolas Cage remake ‘City of Angels’ if you'd like to see a Hollywood spin on the same big questions (‘Never date a man who knows more about your vagina than you do.’). CB

Read the Time Out review of 'Wings of Desire'


80

Amélie (2001)

Director: Jean-Pierre Jeunet

Cast: Audrey Tautou, Mathieu Kassovitz

Best quote: 'It’s better to help people than garden gnomes.'

Defining moment: Amélie’s heart pounds as she spots her true love or the first time.

 

Le femme excentrique
It’s the movie that launched a thousand mini-breaks to Paris. ‘Amélie’ charmed the world’s socks off in 2001, a surprise international hit. Audrey Tautou is irresistible as lonely waitress Amélie, who discovers her purpose in life: to make other people happy with anonymous acts of kindness.

A whimsical fairytale, it’s filled with playful, funny touches. The best is Amélie standing on a balcony overlooking Montmartre wondering how many people are having an orgasm at this second. The answer is 15 – director Jean-Pierre Jeunet shows them. He originally cast the British actress Emily Watson in the lead. When she quit, he’d all but given up hope of finding his Amélie, until he spotted Tautou on a film poster in the street. Now it’s impossible to imagine any other actress in the role. CC

Read the Time Out review of 'Amélie'


85

Chungking Express (1994)

Director: Wong Kar-Wai

Cast: Tony Leung, Faye Wong, Takeshi Kaneshiro, Brigitte Lin

Best quote: 'People change. A person may like pineapple today and something else tomorrow.'

Defining moment: Faye Wong’s idea of affection involves rearranging cop Tony Leung’s apartment while he’s on the beat.

The Wong goodbye
Wong Kar-Wai’s third feature remains a perennially fresh declaration of his unique aesthetic, where the accretion of voiceover, music cues, faces and places creates an immersive mood more significant than whatever passes for a plot.

In this instance, that involves two sets of would-be lovers – policeman Kaneshiro falls for shady lady Brigitte Lin, while his colleague Leung circles around winsome kebab-stall girl Faye Wong. Still, the idea of actually getting it together is much less headily intoxicating than the sweet ache of a broken heart, or the woozy rush of unconsummated possibility. Meanwhile, Wong’s stop-go camera captures the restless bustle of pre-handover Hong Kong, and the melancholy sway of the original ‘California Dreaming’ sets the seal on an off-hand masterpiece. TJ

Read the Time Out review of 'Chungking Express'

86

Pierrot Le Fou (1965)

Director: Jean-Luc Godard

Cast: Jean-Paul Belmondo, Anna Karina

Best quote: 'I think your legs and breasts are very moving.'

Defining moment: When Belmondo and Karina flee from a burning car.

 

Bonnie et Clyde
This anarchic romance was made by French New Wave filmmaker Godard at the height of his powers and starred his then-girlfriend Karina and Belmondo, the thick-lipped, brooding star of his earlier ‘Breathless’. It foreshadows ‘Bonnie and Clyde’ in its story of a beautiful, lawless couple leaving polite society behind and going on the run, from Paris to the Med, pursued by gangsters.

It’s a cluttered burst of colours, ideas and emotions – a frantic essay on real life and movie life that overflows with energy and heady thoughts. It looks and feels like an outlaw romance, with Karina and Belmondo bringing style and attitude to the table, but it’s also a strongly experimental work made by someone determined to shake up cinema and the world. That itself is pretty romantic, no? DC

Read the Time Out review of 'Pierrot Le Fou'

87

Tabu (2012)

Director: Miguel Gomes

Cast: Ana Moreira, Carloto Cotta

Best quote: 'It was from a dream...'

Defining moment: The heady strains of 'Be My Baby' filtered through colonial Africa.

 

Crocodile rock
Passionate exploration becomes possessive colonisation in both an African plantation and a series of romantic relationships in this playful two-act (plus prologue) tragicomedy from former film critic Gomes.

‘Tabu’ insures itself against the risk of coming across as insincere or twee via the cunning expedient of first showing us what will become of its gorgeous leads at the hands of that old inescapable: time. No amount of arch sound design, renegade crocodiles and fish-out-of-water doo-wop bands can offset the foreknowledge of the eventual destinies of steamy star-crossed couple Aurora and Ventura in contemporary Lisbon. CB

Read the Time Out review of 'Tabu'


90

Some Like It Hot (1959)

Director: Billy Wilder

Cast: Marilyn Monroe, Tony Curtis, Jack Lemmon

Best quote: 'Nobody’s perfect!'

Defining moment: Curtis, in disguise as a rich Brit, takes Monroe for a date on someone else’s yacht.

 

Love comes in spats
The romance in ‘Some Like It Hot’ is very much of the anything-goes, outsider sort. Wilder’s brilliant, high-energy transvestite comedy is a celebration of folk from the other side of the tracks dressed up as a madcap farce in which Curtis and Lemmon spend most of the film disguised as female musicians and on the run from the Chicago mob in 1929. It’s also, of course, a vehicle for Monroe’s beauty, charm and amply-platformed cleavage (seriously, check out her dresses in her two musical numbers).

Most of the fun lies in gender-bending games of mistaken identity that would make Shakespeare proud. But there’s also some real feeling here, both between Curtis and Monroe and, most bizarrely if fleetingly, between Lemmon and an ageing playboy. Delightful and giddy. DC

Read the Time Out review of 'Some Like It Hot'


92

Roman Holiday (1953)

Director: William Wyler

Cast: Audrey Hepburn, Gregory Peck

Best quote: 'I'm not two hundred years old. Why can't I sleep in pajamas?'

Defining moment: A swooningly sad, near-perfect love-story ending.
 

I wanna live like common people
It was the film that made Hepburn an overnight star at the age of 22. She fizzes as tomboyish Princess Ann, who is bored to tears of dreary ambassadors’ balls and hobnobbing with crusty old majors with walrus moustaches.

On a state visit to Rome, Anne slips away to see how the other half live. Peck is the American reporter who can’t believe his luck, picking up a real-life runaway princess. Sure, he tells her, he’ll show her the sights… On the sly he’s cooking up the scoop of the century. Of course they fall in love. Swoon at its near-perfect ending, with its tender message that a moment’s happiness can last you a lifetime. CC

Read the Time Out review of 'Roman Holiday'


94

Bonnie and Clyde (1967)

Director: Arthur Penn

Cast: Warren Beatty, Faye Dunaway

Best quote: 'When we started out, I thought we was really goin' somewhere. This is it. We're just goin', huh?'

Defining moment: That orgasmic ending, with the two outlaw-lovers going out in an hail of bullets.

When they met, it was murder
From the start you know this can only end badly. Bonnie Parker has been dreaming her whole life of getting out of Texas. Then along comes Clyde Barrow, a small-time thief – the kind of man momma warned against. Bonnie and Clyde commit their first robbery before they’ve even stopped to find out each other’s name.

Were the real-life Depression era outlaws (whose robbing spree left at least nine policemen and several civilians dead) really as glamorous as Beatty and Dunaway in gangster chic? No, of course not. But as veteran critic David Thomson once wrote, ‘Bonnie and Clyde’ was a film as much about the 1960s as it was about the 1930s: ‘The picture caught the mood of the late 1960s, with kids angry at society.’ CC

Read the Time Out review of 'Bonnie and Clyde'

95

Cyrano de Bergerac (1990)

Director: Jean-Paul Rappeneau

Cast: Gerard Depardieu, Anne Brochet

Best quote: 'You give me milk instead of cream. Say how you love me!'

Defining moment: Cyrano's 'Non, merci!' tirade against the world.
 

Where’s John Nettles?
Russia’s most celebrated film talent since Eisenstein – the inimitable Gérard Depardieu – achieved the unusual feat of securing an Academy Award nomination for Best Actor in a foreign language film for his portrayal of France’s answer to the Elephant Man.

Despite his unconventional looks, Cyrano is a spectacular lover – at least on paper, writing letters that cause sexy cousin Roxane (Anne Brochet) to fall deeply in love with the man from whom she erroneously believes she’s received the billets-doux – the dashing but inarticulate Christian (Vincent Perez). Unlike José Ferrer, who did win the Oscar for his 1950 portrayal of Cyrano, Depardieu didn’t take home the little gold statue in the end, but it’s probably his take on Cyrano that’s become the more iconic. CB

Read the Time Out review of 'Cyrano de Bergerac'


97

The Fabulous Baker Boys (1989)

Director: Steve Kloves

Cast: Jeff Bridges, Michelle Pfeiffer, Beau Bridges

Best quote: 'You're not going to start dreaming about me and waking up all sweaty and looking at me like I'm some sort of princess when I burp?'

Defining moment: Michelle drapes herself atop Jeff’s piano for a smoky rendition of ‘Makin’ Whoopee’.

Another season, another reason
He knows he shouldn’t. She knows she shouldn’t. But they can’t help themselves. For decades, talented but feckless Jeff Bridges has been working hotel lounges in an easy-listening piano duo with his steady-Eddie brother (and real-life sibling) Beau, but when the work dries up they take on a vocalist – Michelle Pfeiffer’s Susie Diamond, a world-weary former escort seeking the showbiz spotlight.

Suddenly, the trio’s a hit, but there’s something in the air between Jeff and Michelle, which could break the act apart if they choose to respond to it. First-time writer-director Steve Kloves matches awkward adult emotions to razor-sharp dialogue, so naturally Hollywood picked him to adapt the ‘Harry Potter’ saga (!). Still, we’ll always have the Airport Ramada… TJ

Read the Time Out review of 'The Fabulous Baker Boys'

98

Un Chant d'Amour (1950)

Director: Jean Genet

Cast: Java, André Reybaz, Lucien Sénémaud

Best quote: no dialogue

Defining moment: Phallic substitutes (flowers, cigarettes, a pistol) we expect in a film from 1950, but full-on tumescence we don’t.
 

Let yourself go
Jean Genet had already been discharged from the French Foreign Legion for indecency, bummed around Europe as a thief and rent-boy, and forged a strong literary reputation before he made this silent, clandestinely-shot 26-minute short in 1950. It’s a potent combination of the raw and the poetic, as male prisoners writhe under the lustful eye of a peeping guard, dreaming of encounters metaphorical and corporeal.

Its explicit gaze is still pretty eye-popping by conventional standards, and in 1966 a California court banned ‘Un Chant d’Amour’, pronouncing it ‘cheap pornography calculated to promote homosexuality, perversion and morbid sex practices’. Needless to say, it became an underground sensation (though nowadays it’s on Youtube), and a touchstone for future film-makers including Kenneth Anger, Rainer Werner Fassbinder and Todd Haynes. TJ

Read the Time Out review of 'Un Chant d'Amour'


100

Out of Sight (1998)

Director: Steven Soderbergh

Cast: George Clooney, Jennifer Lopez

Best quote: 'Jack, please don't make me do this.'

Defining moment: J-Lo and Clooney get up close and personal in the boot of a getaway car.
 
 

Junk in the trunk
It's got to be the sexiest meet-cute in the movies. Clooney is a bank robber who’s just bust out of prison. Lopez is the federal marshal who gets in his way. We already know she likes a bad boy, so when he bundles her into the boot of a getaway car, sparks fly.

The chemistry between Clooney and Lopez is smokin’ hot in Soderbergh’s down-and-dirty adaptation of Elmore Leonard's novel. Sandra Bullock was originally tested for the marshal role, but it’s impossible to believe she would have sizzled like J-Lo. ‘Out of Sight’ will also go down in history as the movie that finally made TV pin-up Clooney a bona fide Hollywood star. CC

Read the Time Out review of 'Out of Sight'


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