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35 Best Romantic Movies Streaming [January 2023]

We love romance movies so much that we're willing to run through the rain just for the chance to make a heartfelt confession of our feelings. After all, it's easier than writing a love song to perform on acoustic guitar. And do you know how hard it is these days to convince airport security to let you through just so you can declare your love to someone right before they get on a plane? We'll take the rain, thanks. So imagine us suitably drenched in the best, most satisfyingly cliché fashion as we admit that we love all this stuff. Our favorite romance movies range from silly high-concept farces to bittersweet weepies and include everything in between. Best of all, we have several decades' worth of charmers to draw on, giving us a selection of romance films that spans both the classics and the movies that are expanding the genre in new directions.

Updated on December 29, 2022: Some romances are married to their streaming services, but others just flirt with them occasionally. We'll keep track of which is which and update this list every month to make sure it always reflects the best love stories streaming right now.

10 Things I Hate About You - Disney+

Shakespeare comes to high school with "10 Things I Hate About You," a sweet-tart updating of "The Taming of the Shrew." Bad boy Patrick agrees to romance the acerbic, independent Kat so that her overprotective father will let her younger sister, Bianca, date the doe-eyed Cameron ... or the far less sincere Joey. While Patrick first takes Kat out just for the money, the two social outsiders soon start developing a real connection, but can it outlast the revelation about the dating scheme? This is one of the top teen romances, especially thanks to its unbeatable cast.

(500) Days of Summer - HBO Max

This arch, structurally playful, and bittersweet romantic comedy looks at the ups and downs of a love story that doesn't work out — but may still give the people involved what they need to move forward in life. When eternal romantic Tom Hansen meets Summer Finn, it's basically love at first sight ... for him. Summer, much to his dismay, wants to keep things casual and fun. She doesn't even believe in the kind of deep, lifelong love that Tom's sure they could build together. Despite that, Tom's convinced that she must be the one for him, but as he replays their failed romance in his head post-breakup, his understanding of their relationship begins to change.

The Age of Innocence - Hulu

This lush romantic drama focuses on the thrill and trouble of discovering inconvenient passion in a 19th-century society focused on rigorous, appearance-based decorum. Upper-class Newland Archer may wish to push back against the rules and hypocrisies of his elite world, but he also can't help giving into them, and the push and pull between what he wants and what he thinks he should do makes up the thorny heart of the film. He loves the soulful, unhappily married Ellen Olenska, who's abandoned her difficult husband, but he's already engaged to her younger cousin May — and that's the marriage everyone expects of him. The allure of the forbidden affair, the emotional complexity of the characters, and the overall beauty make "The Age of Innocence" unforgettable.

Always Be My Maybe - Netflix

The quirky, warm, and wildly funny "Always Be My Maybe" is a romance that doubles as a slow-burn coming-of-age story. Marcus and Sasha are inseparable as kids, and it's easy to see how perfectly they complement each other — but when their friendship escalates to sex and romance, it does so at the worst possible time. They don't reconnect again until they're adults, when Sasha is a high-powered chef and Marcus is an amiable slacker musician. She needs help reclaiming her sense of home, he needs help taking risks, and they both need each other. The movie's laid-back charm is enhanced by a hilarious meta performance from Keanu Reeves.

  • Starring: Ali Wong, Randall Park, Keanu Reeves

  • Director: Nahnatchka Khan

  • Year: 2019

  • Runtime: 102 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 90%

The American President - HBO Max

"The American President" is well-crafted wish-fulfillment, offering both romance and an idealistic take on politics, giving audiences a president who — despite being drawn into the usual compromises and power-plays — is ultimately committed to both his ideals and to the fiery, principled woman he loves. On the cusp of securing his reelection, Andrew Shepherd also realizes his own loneliness. He's drawn to Sydney Ellen Wade, a passionate environmental lawyer, but her controversial history and their different priorities threaten to make it impossible for him to keep both the presidency and his fledgling relationship.

The Big Sick - Amazon Prime

Severe, unexpected illness comes as both a tragedy and a strange blessing in the funny, bittersweet, and emotionally complex film "The Big Sick." Stand-up comedian Kumail quickly hits it off with Emily. When it's just the two of them, they click on every level ... but Kumail can't see a future where his traditionalist parents will be happy with their relationship. Their breakup leaves them both raw, and before they can really grapple with their feelings, Emily gets horribly sick and has to be put into a medically induced coma. Kumail winds up at her bedside after all, striking up an unexpected bond with her anxious parents.

Brief Encounter - HBO Max

"Brief Encounter" is one of the all-time best bittersweet romantic dramas. This intimate, well-characterized piece shows what happens when two people who might be made for each other — Laura Jesson and Alec Harvey — find each other too late. Their chance meeting at a train station turns into an easy, intimate friendship that soon starts shading into romance; it would be a wonderful start to a new life together if they both weren't already married to other people. In the 1940s, that was a hard obstacle to overcome, especially with children involved. They can't bring themselves to end good, solid marriages of grounded love and contentment for the sake of this passion, and that makes their fleeting connection all the more moving.

  • Starring: Celia Johnson, Trevor Howard, Stanley Holloway

  • Director: David Lean

  • Year: 1945

  • Runtime: 87 minutes

  • Rating: NR

  • Rotten Tomatoes Score: 91%

Brown Sugar - Amazon Prime

Sid and Dre have been close since they were kids. They share a defining interest in hip-hop, which fuels their careers: Sid's a music journalist, and Dre works for a prominent record label. Their lives seem great — but on the eve of Dre's wedding to the ambitious Reese, he and Sid unearth a not-so-buried passion. They run away from it and pursue separate relationships, which never bring quite the same satisfaction. Luckily, their professional lives and shared interests keep them intertwined. "Brown Sugar" is a great portrayal of falling in love through a common passion.

  • Starring: Taye Diggs, Sanaa Lathan, Mos Def

  • Director: Rick Famuyiwa

  • Year: 2002

  • Runtime: 109 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 66%

Casablanca - HBO Max

It's 1941, World War II is in full swing, and the weary and cynical Rick Blaine is determined to stay out of it. He's had his fill of heroism and politics, and now he just wants to keep his head down and run his club. Casablanca, however, is a major hub for a dangerous mix of Nazis, collaborators, and desperate refugees and fugitives ... and one of the people passing through is Ilsa, Rick's long-lost love. She isn't there to reconnect; she just needs his help getting her husband, a noble leader in the Resistance, to safety. "Casablanca" is an iconic romance that examines a case where doing the right thing may mean breaking your own heart.

  • Starring: Humphrey Bogart, Ingrid Bergman, Paul Henreid

  • Director: Michael Curtiz

  • Year: 1942

  • Runtime: 102 minutes

  • Rating: PG

  • Rotten Tomatoes Score: 99%

Christmas in Connecticut - HBO Max

Elizabeth Lane writes beautiful columns about her cozy domestic life in a Connecticut farmhouse, complete with husband, baby, and a well-stocked kitchen. Neither her readers nor the newspaper's publisher know her secret: It's all fiction. Elizabeth is single, cheerfully cosmopolitan, and childfree — and she's never flipped a pancake in her life. When she's forced to invite wounded soldier Jefferson Jones to her "home" for the holidays, she has to scramble to sell the act ... even if it means borrowing a couple of babies and marrying someone who's never been more than a friend. One more complication: She and Jefferson are falling for each other. "Christmas in Connecticut" offers plenty of laughs, and it's impossible to beat the live-wire chemistry between Jefferson and Elizabeth.

  • Starring: Barbara Stanwyck, Dennis Morgan, Sydney Greenstreet

  • Director: Peter Godfrey

  • Year: 1945

  • Runtime: 101 minutes

  • Rating: NR

  • Rotten Tomatoes Score: 89%

Desert Hearts - HBO Max

Lives are on hold in the funny, passionate, and insightful "Desert Hearts." Vivian needs a six-week stay in Reno if she wants to get her divorce, and that means hanging around a ranch that serves as a kind of waiting room for women going through the same thing. There she meets Cay, a vibrant young woman who makes her attraction to Vivian very clear. Vivian's never been with a woman before, and while she's drawn to Cay, she's unsure if she wants to commit to her ... especially when it means accepting that her life won't be exactly conventional for 1959.

  • Starring: Helen Shaver, Patricia Charbonneau, Audra Lindley

  • Director: Donna Deitch

  • Year: 1985

  • Runtime: 96 minutes

  • Rating: R

  • Rotten Tomatoes Score: 96%

Ever After - Hulu

"Ever After" is a smart, thoughtful, and deeply romantic reimagining of "Cinderella." An irresistible Drew Barrymore stars as Danielle de Barbarac, whose beloved father's death leaves her acting as servant for her two stepsisters (one spoiled and awful, one nicer but unable to stand up to her family) and her chilly, vindictive stepmother. Danielle isn't the downtrodden type, however. She's a passionate idealist who wants to make the world better. She's exactly what the listless Prince Henry needs, and an accidental meeting quickly makes them fall in love ... but the lie she tells him about her identity means their bubble could burst at any moment. Beautiful touches of comedy, a complex villainous turn from Anjelica Huston, and beautiful Renaissance scenery and costuming make the movie even more appealing.

  • Starring: Drew Barrymore, Anjelica Huston, Dougray Scott

  • Director: Andy Tennant

  • Year: 1998

  • Runtime: 120 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 91%

Four Weddings and a Funeral - HBO Max

In "Four Weddings and a Funeral," endearing but commitment-shy Brit Charles keeps running into Carrie, a playful and deceptively straightforward American. The film has a terrific and unusual structure, taking place solely over the course of the titular events, allowing for Charles, Carrie, and their friends to have intense, heightened encounters while also going through evolution off-screen. Charles and Carrie pursue other people, but they can't seem to stay away from each other. Will their timing ever work out? This sharp, nuanced romantic comedy is definitely one of the classics of the genre.

  • Starring: Hugh Grant, Andie MacDowell, Kristin Scott Thomas

  • Director: Mike Newell

  • Year: 1994

  • Runtime: 117 minutes

  • Rating: R

  • Rotten Tomatoes Score: 96%

The Half of It - Netflix

"The Half of It" features a tender and unusual love triangle that riffs on "Cyrano de Bergerac." Jock Paul is sweet and earnest, but he doesn't have a way with words, and his intellectual horizons are narrow. He knows it, so when he wants to woo the popular Astrid (who's already dating someone else), he hires geeky Ellie Chu to write his texts and love letters. Astrid starts falling for Ellie's words, Ellie starts falling for Astrid, and Paul increasingly finds himself falling for Ellie. Their youth and small town upbringing makes all this even more difficult, but it plays out with delicacy and realism.

  • Starring: Leah Lewis, Daniel Diemer, Alexxis Lemire

  • Director: Alice Wu

  • Year: 2020

  • Runtime: 104 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 97%

Happiest Season - Hulu

The holidays are a lonely time for Abby. When her girlfriend, Harper, impulsively invites her to come home with her for Christmas, Abby eagerly accepts, thinking this should be the perfect chance to propose. But Harper is still in the closet with her family, so Abby is forced back in alongside of her, with the two of them pretending to just be roommates. The strain of lying — all while Abby wonders if Harper will choose to trade their happiness for her parents' approval — takes a serious toll on their relationship. "Happiest Season" infuses holiday romance tropes with a lot of raw emotion, and its performances are alternately warm, funny, and heartbreaking.

His Girl Friday - Amazon Prime

Fast-talking, sharp-as-a-tack Hildy Johnson is about to leave the newspaper business behind for good. All she has to do is catch the train that will take her to her safe, staid fiancé and a stiflingly domestic future. Her ex-husband and editor, Walter Burns, can't stand to see her go down a path that's so wrong for her — especially since he's still in love with her. He needs her back, so he drags her into pursuing one last story he knows she won't be able to resist. While the two of them chase down leads on a possible wrongful conviction, their banter and chemistry prove they're perfect for each other.

  • Starring: Cary Grant, Rosalind Russell, Ralph Bellamy

  • Director: Howard Hawks

  • Year: 1940

  • Runtime: 92 minutes

  • Rating: NR

  • Rotten Tomatoes Score: 99%

In the Mood for Love - HBO Max

The gorgeously shot "In the Mood for Love" is suffused with a poignant sense of romantic longing. Su Li-shen and Chow Mo-wan live next door to each other. Both of them are quietly lonely in their marriages, a feeling that only deepens when they find out her husband is having an affair with his wife. The two of them are drawn to each other, and their combination of emotional intimacy and physical restraint has a palpable charge. The film is melancholy but beautiful, with an exquisite sense for the small moments of closeness and yearning between its characters.

Juliet, Naked - Amazon Prime

Annie Platt has had it up to here with her boyfriend's adoration of reclusive musician Tucker Crowe. She knows writing a takedown of one of Crowe's albums will upset him, but she can't resist. The last thing she expects is for the bad review to wind up introducing her to Tucker himself, who's grown sick of admirers and wants something honest and real. Annie and Tucker have an earthy, slightly world-weary chemistry that offers them both escape and stability. Rose Byrne, Ethan Hawke, and Chris O'Dowd all shine in this nuanced romantic comedy.

Love, Simon - Hulu

The sweet and charming "Love, Simon" is a coming-of-age story, a romance, and a coming-out narrative all in one. High schooler Simon Spier, still in the closet, begins an online correspondence with Blue, another gay student, both of them using pseudonyms. He's falling for someone he can't identify, but that's not his only problem. Another classmate has discovered Simon's emails, and now he's using them to blackmail Simon into setting him up with Simon's friend, Abby. In the midst of all this, Simon is trying to find out who Blue is and define who he is — to his friends, to his parents, and to himself.

  • Starring: Nick Robinson, Josh Duhamel, Jennifer Garner

  • Director: Greg Berlanti

  • Year: 2018

  • Runtime: 110 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 92%

Marry Me - Amazon Prime

"Marry Me" takes a classic high-concept rom-com hook and adds in likable characters, a fascinating behind-the-scenes look at fame, and plenty of heart. Pop icon Kat Valdez is about to marry the equally famous Bastian — on-stage at a packed concert, complete with their own hit song. Mere moments before the wedding starts, however, Kat finds out he's cheated on her. Heartbroken and humiliated, she decides to marry a random audience member instead: mild-mannered math teacher Charlie Gilbert. At first, they just need to make this impulsive marriage stick long enough to not follow Kat around as a lifelong joke, but then they genuinely fall in love. Charlie just doesn't know if their very different lives will spell inevitable heartbreak.

  • Starring: Jennifer Lopez, Owen Wilson, Maluma

  • Director: Kat Coiro

  • Year: 2022

  • Runtime: 112 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 60%

Much Ado About Nothing - HBO Max

A matchmaking prince sets a wave of comedy, drama, and — of course — romance into motion in this delightfully witty Shakespearean adaptation. After Don Pedro successfully arranges a match between his friend Claudio and the sweet Hero, he turns his attention to the constantly bickering Beatrice and Benedick. What if each of them could be convinced that the other was secretly in love with them? Would that be enough to overcome their prickly animosity? Of course it is, and the two immediately begin to fall in love. Unfortunately, Don Pedro's scheming half-brother is all set to make trouble that could ruin everything ....

  • Starring: Kenneth Branagh, Emma Thompson, Robert Sean Leonard

  • Director: Kenneth Branagh

  • Year: 1993

  • Runtime: 110 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 90%

My Beautiful Laundrette - HBO Max

Omar may have to deal with both family pressures and the ongoing anti-Pakistani racism he routinely faces in 1980s London, but he's a sweet, optimistic young man who's making the best of the laundrette he manages on his uncle's behalf. He's even willing to take a chance on reuniting with his old childhood boyfriend, Johnny, who fell in with a violent, fascistic gang after their initial romance. Johnny and Omar begin to build a new, hopeful life together, but can they overcome the shadows of the past and the complications of the present? This moving, funny, and fresh romance comes with both insight and passion.

My Big Fat Greek Wedding - HBO Max

Toula Portokalos has always felt awkwardly caught between her traditional and boisterous Greek family and generic American culture. As she becomes more independent and comfortable in her own skin, she dares to pursue a relationship with charming, easygoing Ian, even though she knows her family would hate the fact that he's not Greek. Secrets don't stay buried for long, however ... especially after Ian proposes. Toula and Ian's sweet, low-key love story supports this big-hearted family comedy about acceptance, affection, and the surprising healing properties of Windex.

  • Starring: Nia Vardalos, John Corbett, Lainie Kazan

  • Director: Joel Zwick

  • Year: 2002

  • Runtime: 94 minutes

  • Rating: PG

  • Rotten Tomatoes Score: 76%

Notting Hill - Netflix

This sparkling, whimsical romance classic stars two of the titans of the genre — Julia Roberts and Hugh Grant — as a Hollywood actress and a British bookstore owner. Anna and Will meet by happenstance and belong to two different worlds, but their likable chemistry makes it hard for them to just forget each other and move on. But every time the two are on the verge of beginning a full-blown romance, either Anna's fame or Will's insecurities get in the way ... but we keep rooting for them to get it right. On top of all its other charms, "Notting Hill" also features one of the most famous rom-com speeches of all time.

The Philadelphia Story - HBO Max

On the eve of her wedding, socialite Tracy Lord suddenly finds herself with a surplus of love interests — and her fiancé is the least promising of them all. Sparks fly when she's with Mike Connor, the bright and argumentative reporter assigned to cover the wedding, and C.K. Dexter Haven, her cunning and passionate ex-husband. As Tracy starts accepting life's little imperfections — and her own faults — she finds that she's far more drawn to the men who push her than the one who seems to superficially venerate her. Tracy, Dexter, and Mike make up one of the wittiest and most appealing love triangles in cinema, with exquisitely sharp dialogue and incredibly charismatic performances.

  • Starring: Cary Grant, Katharine Hepburn, James Stewart

  • Director: George Cukor

  • Year: 1940

  • Runtime: 112 minutes

  • Rating: NR

  • Rotten Tomatoes Score: 100%

Portrait of a Lady on Fire - Hulu

This bittersweet historical romance tells the story of a portrait — which is also the hidden love story of artist Marianne and her subject, the upper-class Héloïse. Héloïse's mother plans to send her daughter's portrait to an Italian nobleman who may propose, but Héloïse's lack of interest in marriage means Marianne is supposed to do her work in secret. She finds herself transfixed by Héloïse, however, and the painting process becomes both open and romantically and erotically charged. The two fall in love, but they're all too aware that it would be almost impossible for them to build a future together. "Portrait of a Lady on Fire" is a wistfully and sometimes agonizingly beautiful look at the lifelong importance of even cruelly short-lived romances.

  • Starring: Noémie Merlant, Adèle Haenel, Luàna Bajrami

  • Director: Céline Sciamma

  • Year: 2019

  • Runtime: 120 minutes

  • Rating: R

  • Rotten Tomatoes Score: 98%

Roman Holiday - Paramount+

"Roman Holiday" is one of the all-time great movie romances. It's funny, swoon-worthy, full of sparkling chemistry and megawatt star power, and features a plot that puts the "sweet" in "bittersweet." Princess Ann lives a sheltered but draining life, pushed from formal event to formal event. The standards are high, and the fun is nonexistent ... until one night in Rome. But as fresh and exciting as Ann's escape into relative anonymity and freedom is, there's one thing she doesn't know: Joe, the man gamely squiring her around the city, is actually a journalist looking for a royal scoop.

  • Starring: Gregory Peck, Audrey Hepburn, Eddie Albert

  • Director: William Wyler

  • Year: 1953

  • Runtime: 118 minutes

  • Rating: NR

  • Rotten Tomatoes Score: 97%

Romeo + Juliet - HBO Max

Shakespeare's classic romantic tragedy gets a passionate, modern, and outrageously energetic adaptation in "Romeo + Juliet," which keeps the poetry and drama of the original play but moves the action to a seamy, contemporary Verona Beach. The Montagues and the Capulets are now rival family owned corporations, swords are now guns, and Romeo takes ecstasy. While it's easy to get caught up in the colorful and innovative flair here, one of the core appeals of this adaptation is how sincerely and intensely it tells its central love story. The perfect cast is an excellent cherry on top.

  • Starring: Leonardo DiCaprio, Claire Danes, Brian Dennehy

  • Director: Baz Luhrmann

  • Year: 1996

  • Runtime: 120 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 73%

Set It Up - Netflix

Harper and Charlie are high-powered executive assistants at the ends of their ropes. Their demanding, hyper-critical bosses are workaholics in a perpetually bad mood, so Harper hits on a zany plan: Make the two of them fall in love. While she and Charlie are rigging schedules and providing romantic lines to puppeteer the intense Kirsten and the volatile Rick into falling for each other, they can't help getting closer. Their mutual snark and genuine affection for each other quickly starts spelling romance. Unfortunately, their plan's success might come with its own devastating failures. The office setting and "Parent Trap"-style shenanigans are both fun, but the characters (including the ensemble) are what really make "Set It Up" shine.

  • Starring: Zoey Deutch, Glen Powell, Lucy Liu

  • Director: Claire Scanlon

  • Year: 2018

  • Runtime: 105 minutes

  • Rating: TV-14

  • Rotten Tomatoes Score: 92%

Shakespeare in Love - Paramount+

"Shakespeare in Love" is a clever confection of a historical romance. Merchant's daughter Viola longs to act, but since women are barred from the theater, her only chance is to pretend to be a man. This brings her (and her alter-ego, Thomas Kent) face-to-face with passionate, tempestuous genius William Shakespeare. Viola and Shakespeare have an irresistible attraction and rapport, and can't bring themselves to stay apart. But their circumstances — including Viola's engagement and Shakespeare's own marriage — make it seemingly impossible for them to be together.

  • Starring: Gwyneth Paltrow, Joseph Fiennes, Geoffrey Rush

  • Director: John Madden

  • Year: 1998

  • Runtime: 123 minutes

  • Rating: R

  • Rotten Tomatoes Score: 92%

To All the Boys I've Loved Before - Netflix

Like many teenagers, Lara Jean has had her fair share of crushes. Since she knows she'll never work up the courage to tell any of them how she feels, she pours out all her feelings into letters they're never actually meant to read. It's just a way to grapple with all the ups and downs of unrequited love — until the letters get mailed. Oops. In a twist, this leads to her pretending to date one of the boys, Peter, so she can help him make his ex-girlfriend jealous. It works, but Lara Jean and Peter's fake closeness is rapidly turning real. "To All the Boys I've Loved Before" is cute, funny, and touching, and its heroine is a particular delight.

  • Starring: Lana Condor, Noah Centineo, Janel Parrish

  • Director: Susan Johnson

  • Year: 2018

  • Runtime: 99 minutes

  • Rating: TV-14

  • Rotten Tomatoes Score: 96%

The Umbrellas of Cherbourg - HBO Max

"The Umbrellas of Cherbourg" is a beautifully crafted romantic musical that looks at both the heightened romance of a first love and the kind of later, slower love that nonetheless endures. Geneviève and Guy adore each other, but when Guy is drafted, they have to part — and the long, difficult separation gets even harder when Geneviève realizes she's pregnant. If her love story with Guy hadn't been interrupted, they could have easily had a happy ending with each other — but under the circumstances, they both move on to new lovers who truly care for them, and they start building separate, contented lives. The film couples its heady romance with sensitivity and emotional maturity.

  • Starring: Catherine Deneuve, Nino Castelnuovo, Anne Vernon

  • Director: Jacques Demy

  • Year: 1964

  • Runtime: 91 minutes

  • Rating: NR

  • Rotten Tomatoes Score: 99%

West Side Story - Disney+

Steven Spielberg revisits the classic musical "West Side Story" in a heartfelt, impassioned, and colorful way. This story of 1950s star-crossed love shows the "Romeo and Juliet"-inspired tragedy of the sweet but doomed romance between a white member of a scrappy street gang and a young Puerto Rican department store cleaner whose brother heads up a rival gang. Tony and Maria fall in love at first sight, but they live in different — and constantly clashing — worlds. With a big intergang rumble on the horizon, the two of them do their best to craft the kind of peace that might allow them to be happy.

  • Starring: Rachel Zegler, Ansel Elgort, Ariana DeBose

  • Director: Steven Spielberg

  • Year: 2021

  • Runtime: 156 minutes

  • Rating: PG-13

  • Rotten Tomatoes Score: 91%

When Harry Met Sally... - HBO Max

"When Harry Met Sally" is one of the ultimate slow-burn romances, letting the chemistry and intimacy between its two leads build for a whole decade. When Harry and Sally first meet, they mostly can't stand each other: She's an uptight control freak, and he's deliberately and annoyingly provocative. Life keeps throwing them in each other's way, though, and gradually they start to like each other. The fondness, intimacy, and enjoyment of their friendship slowly makes it obvious they're meant to be ... if they can manage one more transition in their long relationship. The movie is down-to-earth and full of charm, and it's chock full of iconic comedic and romantic moments.

  • Starring: Billy Crystal, Meg Ryan, Carrie Fisher

  • Director: Rob Reiner

  • Year: 1989

  • Runtime: 96 minutes

  • Rating: R

  • Rotten Tomatoes Score: 91%

While You Were Sleeping - Disney+

Lucy works at a Chicago train station and fills some of the dull hours by daydreaming about regular fare Peter Callaghan, the crush she's never even truly met. Her dreams get mistaken for reality when a severe injury leaves Peter in a coma, and a nurse mistakes Lucy's romantic wistfulness for a full-on relationship. Suddenly, Peter's delightful, welcoming family are all convinced that Lucy and Peter are engaged, and Lucy doesn't have the heart to tell them otherwise. As an added complication, she starts to realize that the Callaghan man for her may actually be Peter's brother, Jack. The emotions and warmth of "While You Were Sleeping" have helped make it a Christmas romantic comedy classic.

  • Starring: Sandra Bullock, Bill Pullman, Peter Gallagher

  • Director: Jon Turteltaub

  • Year: 1995

  • Runtime: 103 minutes

  • Rating: PG

  • Rotten Tomatoes Score: 81%