When Harry Met Sally...

When Harry Met Sally... is a 1989 American romantic comedy film directed by Rob Reiner and written by Nora Ephron. Starring Billy Crystal, Meg Ryan, Carrie Fisher, and Bruno Kirby, it follows the title characters from the time they meet in Chicago and share a drive to New York City through twelve years of chance encounters in New York, and addresses the question "Can men and women ever just be friends?"

Ideas for the film began when Reiner and Penny Marshall divorced. An interview Ephron conducted with Reiner provided the basis for Harry. Sally was based on Ephron and some of her friends. Crystal came on board and made his own contributions to the screenplay. Ephron supplied the structure of the film with much of the dialogue based on the real-life friendship between Reiner and Crystal. The soundtrack consists of standards from Harry Connick Jr., with a big band and orchestra arranged by Marc Shaiman. For his work on the soundtrack, Connick won his first Grammy Award for Best Jazz Male Vocal Performance.

Columbia Pictures released When Harry Met Sally in selected cities, letting word of mouth generate interest, before gradually expanding distribution. The film grossed $92.8 million in North America, and was released to critical acclaim. Ephron received a British Academy Film Award, an Oscar nomination, and a Writers Guild of America Award nomination for her screenplay. The film is ranked 23rd on AFI's 100 Years... 100 Laughs list of the top comedy films in American cinema and number 60 on Bravo's "100 Funniest Movies". In early 2004, the film was adapted for the stage in a production starring Luke Perry and Alyson Hannigan. In 2022, the film was selected for preservation in the United States National Film Registry by the Library of Congress as being "culturally, historically, or aesthetically significant".

In 1977, Harry Burns and Sally Albright graduate from the University of Chicago. Harry is dating Sally's friend Amanda Reese, leading to Harry and Sally ride-sharing to New York City. Sally is attending journalism school there and Harry has a job waiting.

During the drive, Harry and Sally discuss their differing ideas about relationships; Sally disagrees with Harry's assertion that men and women cannot be friends as "the sex part gets in the way". They stop at a diner, and when Harry tells Sally she is very attractive, she angrily accuses him of making a pass. They part company in New York, never intending to see each other again.

Five years later in 1982, Harry and Sally find themselves on the same flight. Sally is dating Harry's neighbor Joe, and Harry is engaged to Helen, which surprises Sally, as it seems uncharacteristically optimistic of him. Harry suggests they become friends, forcing him to qualify his previous position about the impossibility of male-female friendships. They separate, concluding that they will not be friends.

Five years later in 1987, Harry and Sally run into each other at a bookstore. They have coffee and talk about their previous relationships; Sally and Joe have broken up and Helen has left Harry for another man. They agree to pursue a friendship and have late-night phone conversations, go to dinner, and spend time together discussing their love lives.

During a New Year's Eve party, Harry and Sally find themselves growing attracted to each other and share an awkward midnight kiss. They remain friends and set each other up with their respective best friends, Marie and Jess. When the four go out, neither Marie nor Jess is attracted to Harry or Sally and instead immediately fall for each other. Soon after, the two are engaged.

One night, Sally tearfully calls Harry to say that her ex, Joe, is getting married. Harry goes to Sally's apartment to comfort her but they end up having sex. Harry leaves the next morning, feeling awkward and filled with regret. Their friendship cools until they have a heated argument at Jess and Marie's wedding reception. Harry attempts to mend their relationship, but Sally feels that they can no longer be friends.

At a 1988 New Year's Eve party with Jess and Marie, Sally misses Harry. He is spending New Year's Eve at home, watching Dick Clark's 16th annual New Year's Rockin' Eve. Before midnight, Harry walks around the city. As Sally is about to leave the party, Harry appears and declares his love for her. She claims he is only there because he is lonely, but he lists the many reasons he loves her. Harry and Sally marry three months later, exactly 12 years and three months after their first meeting.

The film contains several interspersed segments of older couples discussing how they met. The true stories, gathered by Nora Ephron, are reenacted by actors. The final couple interviewed, before the closing credits, is Harry and Sally.

In 1984, director Rob Reiner, producer Andrew Scheinman, and writer Nora Ephron met over lunch at the Russian Tea Room in New York City to develop a project. Reiner pitched an idea for a film that Ephron rejected. The second meeting transformed into a long discussion about Reiner and Scheinman's lives as single men. Reiner remembers, "I was in the middle of my single life. I'd been divorced for a while. I'd been out a number of times, all these disastrous, confusing relationships one after another." The next time they all met, Reiner said that he had always wanted to do a film about two people who become friends and do not have sex because they know it will ruin their relationship but have sex anyway. Ephron liked the idea, and Reiner acquired a deal at a studio.

For materials, Ephron interviewed Reiner and Scheinman about their lives, creating the basis for Harry. Reiner was constantly depressed and pessimistic yet funny. Ephron also got bits of dialogue from these interviews. Sally was based on Ephron and some of her friends. She worked on several drafts over the years while Reiner made Stand by Me (1986) and The Princess Bride (1987). Billy Crystal "experienced vicariously" Reiner's (his best friend at the time) return to single life after divorcing comedian/filmmaker Penny Marshall and in the process was unconsciously doing research for the role of Harry. Tom Hanks, Richard Dreyfuss, Michael Keaton and Albert Brooks were all offered the role of Harry Burns but all of them turned it down, with Brooks feeling the movie was too reminiscent of Woody Allen's work.

During the screenwriting process when Ephron did not feel like writing, she would interview people who worked for the production company. Some of the interviews appeared in the film as the interludes between certain scenes featuring couples talking about how they met, although the material was rewritten and reshot with actors. Ephron supplied the structure of the film with much of the dialogue based on the real-life friendship between Reiner and Crystal. For example, the scene depicting Sally and Harry in split-screen conversing with each other by telephone and simultaneously watching television and channel surfing was something that Crystal and Reiner did every night.

Originally, Ephron wanted to call the film How They Met and went through several different titles. Reiner even started a contest with the crew during principal photography: whoever came up with the title won a case of champagne. In order to get into the lonely mindset of Harry when he was divorced and single, Crystal stayed by himself in a separate room from the cast and crew while they were shooting in Manhattan. The script initially ended with Harry and Sally remaining friends and not pursuing a romantic relationship because she felt that was "the true ending", as did Reiner. Eventually, Ephron and Reiner realized that it would be a more appropriate ending for them to marry, though they admit that this was generally not a realistic outcome. Reiner related that the film originally had a sad ending before he met his second wife Michele, which inspired him to change the ending.

When posed the film's central question, can men and women just be friends, Ryan replied, "Yes, men and women can just be friends. I have a lot of platonic (male) friends, and sex doesn't get in the way." Crystal said, "I'm a little more optimistic than Harry. But I think it is difficult. Men basically act like stray dogs in front of a supermarket. I do have platonic (women) friends, but not best, best, best friends." Reiner's mother Estelle and daughter Tracy both played roles in the film.

In a scene featuring the two title characters having lunch at Katz's Delicatessen, a well-known Jewish deli in Manhattan, the couple are arguing about a man's ability to recognize when a woman is faking an orgasm. Sally claims that men cannot tell the difference, and to prove her point, she vividly (fully clothed) fakes one as other diners watch. The scene ends with Sally casually returning to her meal as a nearby patron (played by Reiner's mother) places her order, deadpan: "I'll have what she's having." When Estelle Reiner died at age 94 in 2008, The New York Times referred to her as the woman "who delivered one of the most memorably funny lines in movie history". This scene was shot "over and over again", and Ryan demonstrated her fake orgasms for hours. Katz's Deli still hangs a sign above the table that says, "Where Harry met Sally... hope you have what she had!"

The memorable scene was born when the film started to focus too much on Harry. Crystal remembers saying, "'We need something for Sally to talk about,' and Nora said, 'Well, faking orgasm is a great one,' and right away we said, 'Well, the subject is good,' and then Meg came on board and we talked with her about the nature of the idea and she said, 'Well, why don't I just fake one, just do one?'" Ryan suggested that the scene take place in a restaurant, and it was Crystal who came up with the scene's classic punchline – "I'll have what she's having." In 2005, the quote was listed 33rd on the AFI's 100 Years... 100 Movie Quotes list of memorable movie lines. Reiner recalls that at a test screening, all of the women in the audience were laughing while all of the men were silent.