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The Most Greatest Romantic Movies of All Time

It’s the closest thing there is to a universal genre. That’s because, with rare exceptions, everyone falls in love, or at least wants to. And when you think about it, almost every movie is a love story.

Thrillers, comedies, sci-fi — no matter what the form, the spectacle of two people falling in love in the middle of it has always been what makes the world of movies go round. 

That’s why choosing the greatest movie love stories presents a special challenge. Because really, what isn’t a contender? In a way, though, we kept our criteria simple. 

We were looking for grand passion, for chemistry and heat and all that good stuff. Yet there’s an ineffable quality that elevates a truly great movie romance. 

Let’s call it the Swoon Factor. It’s about the swoon that happens onscreen; it’s about the swoon that happens between the audience and the screen.

The Most Greatest Romantic Movies of All Time

The Most Greatest Romantic Movies of All Time

5. A Star Is Born (2018)


It’s a seesawing Hollywood love story that’s been told on the big screen close to half a dozen times, yet never more powerfully or artfully than by Bradley Cooper in his astonishing directorial debut. 

From the bombastic kitsch of the 1976 Streisand/Kristofferson version, Cooper borrowed the idea of turning the central character into a rock ‘n’ roll star, and his performance as Jackson Maine — a half-deaf drunken burnout, running on fumes, even though he’s able to fool the world into thinking he’s still a rock god — grounds the soap-opera story in something disarmingly earthy and real. 

When Jackson meets Ally (Lady Gaga), a budding singer-songwriter, and invites her onstage to sing “Shallow,” you will get chills the way few romantic movies have given them to you — and the tremors don’t let up, as the two get on a serpentine roller-coaster of love vs. jealousy, arena rock vs. dance pop, and tragedy slipping into redemption. — OG

4. Moulin Rouge! (2001)


Baz Luhrmann’s visionary jukebox musical is in love with a lot of things: the look and feel of faux 1890s sound-stage Paris (that nightclub windmill etched in light), the epiphany of pop songs like Elton John’s “Your Song” when they pop up in what should be the wrong place (but then why does it feel so right?). 

Mostly, though, the film is in love with Christian and Satine, the romantic bohemians played by Ewan McGregor and Nicole Kidman, who summon gazes of such doomed longing that the film’s ultimate love affair seems to be with love itself — the unearthly kind, the kind that lives as an impossible dream. — OG

3. To Catch a Thief (1955)


From “The Awful Truth” to “An Affair to Remember,” Cary Grant enjoyed a two-decade run as Hollywood’s most dapper leading man, romancing everyone from Katharine Hepburn to Ingrid Bergman, sometimes multiple times over. 

But it was paired with impossibly elegant star (and future princess) Grace Kelly that Grant sparkled brightest, playing a notorious jewel thief who finds Kelly’s wealthy American tourist even more irresistible than her invaluable diamond necklace. 

Like a well-practiced cat burglar, this sprightly Hitchcock movie tiptoes so lightly it hardly touches the ground, sweeping audiences away to the chicest of locations on the French Riviera. 

Whether it’s the scene of Kelly’s gems outdazzling a fireworks show (she stands in the shadow while her diamonds glisten in full view of Grant) or the hilltop picnic overlooking Monaco, the vibrant full-color fling gave landlocked Americans a fizzy Mediterranean fantasy featuring the most distinguished couple imaginable. — PD

2. Titanic (1997)


The swooniest romantic movie of its time, and also the most sublime, James Cameron’s ocean disaster epic is the rare Hollywood blockbuster that achieves a larger-than-life quality. Yet its secret weapon as a love story is the too-often-unacknowledged deftness of its storytelling. 

As Jack and Rose, the sweethearts from opposite sides of the class divide, Leonardo DiCaprio and Kate Winslet have an effervescent chemistry, yet they’re playing starry-eyed youths caught in a puppy-love fling. 

The implication is that their union might last just about as long as the Titanic’s voyage — were it not for that fateful iceberg. In “Titanic,” it’s disaster itself that elevates love into something timeless. — OG

1. Casablanca (1942)


It was often said that in the 20th century, the movies taught people how to fall in love. You certainly know that watching “Casablanca.” In all of cinema, there is no love connection more pure, more impassioned, more haunted by the past, more alive in the present, more complicated by circumstance than the one between Rick (Humphrey Bogart), the expatriate owner of a shady Moroccan nightclub and gambling den, and Ilsa (Ingrid Bergman), the woman he fell in love with in Paris in 1940, only to be abandoned by her for mysterious reasons. 

Do they still love each other? The answer to that is as simple as listening to Sam (Dooley Wilson), the saloon pianist, play “As Time Goes By” and hearing that it’s really about how a kiss is just a kiss…for all time. Yet if Michael Curtiz’s ageless Hollywood classic celebrates what love is, it’s also about the deepest level of what love means: not just rapture but sacrifice, devotion to the other, a giving over of oneself to something larger. “Casablanca” remains the ultimate big-screen romance, in part because Bogart and Bergman show us that love is a force within us powerful enough to connect to — and save — the world. — OG

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