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Harry and Sally meet when she gives him a ride to New York after they both graduate from the University of Chicago. The film jumps through their lives as they both search for love, but fail, bumping into each other time and time again. Finally a close friendship blooms between them, and they both like having a friend of the opposite sex. But then they are confronted with the problem: "Can a man and a woman be friends, without sex getting in the way?"

Forty-two year old Isaac Davis has a romanticized view of his hometown, New York City, most specifically Manhattan, as channeled through the lead character in the first book he is writing, despite his own Manhattan-based life being more of a tragicomedy. He has just quit his job as a hack writer for a bad television comedy, he, beyond the ten second rush of endorphins during the actual act of quitting, now regretting the decision, especially as he isn't sure he can live off his book writing career. He is paying two alimonies, his second ex-wife, Jill Davis, a lesbian, who is writing her own tell-all book of their acrimonious split. The one somewhat positive aspect of his life is that he is dating a young woman named Tracy, although she is only seventeen and still in high school. Largely because of their differences a big part of which is due to their ages, he does not see a long term future with her. His life has the potential to be even more tragicomical when he meets journalist Mary Wilkie, the mistress of his best friend, college professor Yale Pollack. Although Isaac's first impression of Mary is that she is a pretentious intellectual, he falls for her. They do become friends with the potential of becoming more than just friends as she knows that being the "other woman" in Yale's life is not a long term role that she wants. An Isaac/Mary coupling may complicate matters even more with Yale being mutually in their lives. Regardless, Isaac may be able to rationalize events after they happen, no matter what those events are.

As of November 1, 1959, mild mannered C.C. Baxter has been working at Consolidated Life, an insurance company, for close to four years, and is one of close to thirty-two thousand employees located in their Manhattan head office. To distinguish himself from all the other lowly cogs in the company in the hopes of moving up the corporate ladder, he often works late, but only because he can't get into his apartment, located off of Central Park West, since he has provided it to a handful of company executives - Mssrs. Dobisch, Kirkeby, Vanderhoff and Eichelberger - on a rotating basis for their extramarital liaisons in return for a good word to the personnel director, Jeff D. Sheldrake. When Baxter is called into Sheldrake's office for the first time, he learns that it isn't just to be promoted as he expects, but also to add married Sheldrake to the list to who he will lend his apartment. Dobisch, Kirkeby, Vanderhoff and Eichelberger are now feeling neglected as Baxter no longer needs their assistance in moving up.

Sophie is the survivor of Nazi concentration camps, who has found a reason to live with Nathan, a sparkling if unsteady American Jew obsessed with the Holocaust. They befriend Stingo, the movie's narrator, a young American writer new to New York City. But the happiness of Sophie and Nathan is endangered by her ghosts and his obsessions.

Smart-but-ineffectual journalist Dan "We use euphemisms!" cannot decide between his girlfriend, loving-but-clingy waitress Alice, or his lover cold-but-intellectual photographer Anna; herself indecisive between Dan and honest-but-thuggish "You're bloody gorgeous!" doctor Larry. The film puts the four leading characters in a box and strips them apart.

Middle-aged American movie star Bob Harris is in Tokyo to film a personal endorsement Suntory whiskey ad solely for the Japanese market. He is past his movie star prime, but his name and image still have enough cachet for him to have gotten this lucrative $2 million job. He has an unsatisfying home life where his wife Lydia follows him wherever he goes - in the form of messages and faxes - for him to deal with the minutiae of their everyday lives, while she stays at home to look after their kids. Staying at the same upscale hotel is fellow American, twenty-something recent Yale Philosophy graduate Charlotte, her husband John, an entertainment still photographer, who is on assignment in Japan. As such, she is largely left to her own devices in the city, especially when his job takes him out of Tokyo. Both Bob and Charlotte are feeling lost by their current situations, which are not helped by the cultural barriers they feel in Tokyo, those cultural barriers extending far beyond just not knowing the language. After a few chance encounters in the hotel, they end up spending much of their time hanging out together, each helping the other deal with their feelings of loss in their current lives. The friendship that develops between the two, which is not always a bumpy-free one, may be just for this specific place and time, but it may also have long lasting implications.

Hannah, Holly, and Lee are adult sisters from a show business family, their boozy actress mother who still believes she's an ingénue that can attract any man she wants, despite still being married to the girls' father, Evan. Hannah, on her second marriage to a man named Elliot, a financial advisor, is the success of the family, taking a break from her acting career to raise her children. Everyone turns to her for advice, while she never talks to others about what she needs or feels. Her first husband, Mickey, is a comedy show writer and hypochondriac, who is going through a crisis as he mistakenly believes he will die soon without a clear belief, as a non-practicing Jew, of what will happen to him in the afterlife. Single Holly is the insecure flaky sister, a struggling and thus continually unemployed actress, who has just started a catering business with her actress friend April, in order to do something constructive with her life. In her own security, Hannah even set up Holly and Mickey together following her own break-up with Mickey, Holly and Mickey's sole date which arguably was the worst night in both their lives. Holly turns to Hannah for everything in her life, including money, despite feeling Hannah overly judgmental about her failures. It's during a catering job that Holly and April meet David, an architect, who seems interested in both of them. Holly's insecurities may threaten her potential relationship with David and friendship with April. Lee, who collects unemployment, is metaphorically the family's piece of clay waiting for the right artist to mold her. She has long lived with artist Frederick, who has contempt for everyone except her, and as such relies on her for whatever his connection to the outside world. This already complex collective becomes even more complex when Elliot contemplates telling Lee that he has fallen in love with her. His attraction to her is as much feeling unneeded by Hannah, who he does not want to hurt regardless of what he decides to do with respect to Lee.

Alvy Singer, a forty year old twice divorced, neurotic, intellectual Jewish New York City stand-up comic, reflects on the demise of his latest relationship, to Annie Hall, an insecure, flighty, Midwestern WASP aspiring nightclub singer. Unlike his previous relationships, Alvy believed he may have worked out all the issues in his life through fifteen years of therapy to make this relationship with Annie last, among those issues being not wanting to date any woman that would want to date him, and thus subconsciously pushing those women away. Alvy not only reviews the many ups and many downs of their relationship, but also reviews the many facets of his makeup that led to him starting to date Annie. Those facets include growing up next to Coney Island in Brooklyn, being attracted to the opposite sex for as long as he can remember, and enduring years of Jewish guilt with his constantly arguing parents.

A boy who grew up in a native Sicilian Village returns home as a famous director after receiving news about the death of an old friend. Told in a flashback, Salvatore reminiscences about his childhood and his relationship with Alfredo, a projectionist at Cinema Paradiso. Under the fatherly influence of Alfredo, Salvatore fell in love with film making, with the duo spending many hours discussing about films and Alfredo painstakingly teaching Salvatore the skills that became a stepping stone for the young boy into the world of film making. The film brings the audience through the changes in cinema and the dying trade of traditional film making, editing and screening. It also explores a young boy's dream of leaving his little town to foray into the world outside.

New York City. Melvin Udall, a cranky, bigoted, obsessive-compulsive writer, finds his life turned upside down when neighboring gay artist Simon is hospitalized and his dog is entrusted to Melvin. In addition, Carol, the only waitress who will tolerate him, must leave work to care for her sick son, making it impossible for Melvin to eat breakfast.

Michael Dorsey is an unemployed actor with an impossible reputation. In order to find work and fund his friend's play he dresses as a woman, Dorothy Michaels, and lands the part in a daytime drama. Dorsey loses himself in this woman role and essentially becomes Dorothy Michaels, captivating women all around the city and inspiring them to break free from the control of men and become more like Dorsey's initial identity. This newfound role, however, lands Dorsey in a hot spot between a female friend/'lover,' a female co-star he falls in love with, that co-star's father who falls in love with him, and a male co-star who yearns for his affection.

After one of her frequent visits to Tiffany's--New York City's dazzling jewellery store--and the maximum security Sing-Sing prison for mobster Sally Tomato's weekly "weather report", Holly Golightly, Manhattan's elegant socialite, finds herself infatuated with her charming new neighbour, Paul Varjak. Stuck in a persistent creative rut, Paul, too, lets himself drawn into Holly's superficial world, of course, not because he likes the idea that he reminds her of her brother, but because, little by little, he succumbs to Holly's beguiling allure. Even though they don't openly admit it, the two reluctant lovers have a past that they struggle to keep at bay; nevertheless, are their well-hidden secrets powerful enough to keep them apart? After all, Paul and Holly are meant for each other. Will an early-morning breakfast at Tiffany's be the prelude to a breezy young love?

Early thirty-something American Jesse Wallace is in a Paris bookstore, the last stop on a tour to promote his best selling book, This Time. Although he is vague to reporters about the source material for the book, it is about his chance encounter nine years earlier on June 15-16, 1994 with a Parisienne named Celine, and the memorable and romantic day and evening they spent together in Vienna. At the end of their encounter at the Vienna train station, which is also how the book ends, they, not providing contact information to the other, vowed to meet each other again in exactly six months at that very spot. As the media scrum at the bookstore nears its conclusion, Jesse spots Celine in the crowd, she who only found out about the book when she earlier saw his photograph promoting this public appearance. Much like their previous encounter, Jesse and Celine, who is now an environmental activist, decide to spend time together until he is supposed to catch his flight back to New York, this time only being about an hour. Beyond the issue of the six month meeting, what has happened in their lives in the intervening nine years, and their current lives, they once again talk about their philosophies of life and love, this time with the knowledge of their day together and how it shaped what has happened to them.

Joe Bradley is a reporter for the American News Service in Rome, a job he doesn't much like as he would rather work for what he considers a real news agency back in the States. He is on the verge of getting fired when he, sleeping in and getting caught in a lie by his boss Hennessy, misses an interview with HRH Princess Ann, who is on a goodwill tour of Europe, Rome only her latest stop. However, he thinks he may have stumbled upon a huge scoop. Princess Ann has officially called off all her Rome engagements due to illness. In reality, he recognizes the photograph of her as being the young well but simply dressed drunk woman he rescued off the street last night (as he didn't want to turn her into the police for being a vagrant), and who is still in his small studio apartment sleeping off her hangover. What Joe doesn't know is that she is really sleeping off the effects of a sedative given to her by her doctor to calm her down after an anxiety attack, that anxiety because she hates her regimented life where she has no freedom and must always do and say the politically correct things, not what is truly on her mind or in her heart. In wanting just a little freedom, she seized upon a chance opportunity to escape from the royal palace where she was staying, albeit with no money in her pockets. Joe believes he can get an exclusive interview with her without she even knowing that he's a reporter or that he's interviewing her. As Joe accompanies "Anya Smith" - her name as she tells him in trying to hide her true identity - around Rome on her incognito day of freedom somewhat unaware that the secret service is searching for her, along for the ride is Joe's photographer friend, Irving Radovich, who Joe has tasked with clandestinely taking photographs of her, those photos to accompany the story. As the day progresses, Joe and Ann slowly start to fall for each other. Their feelings for each other affect what both decide to do, Ann with regard to her royal duties, Joe with regard to the story, and both with regard to if there is a future for them together.

It's 1955. Frank and April Wheeler, are in the 'seven year itch' of their marriage; they're not happy. April has forgone her dream of being an actress, and Frank hates his job. One day, April suggests they move to Paris as a means to rejuvenate their life.

Outside a movie premiere, enthusiastic fan Peppy Miller literally bumps into the swashbuckling hero of the silent film, George Valentin. The star reacts graciously and Peppy plants a kiss on his cheek as they are surrounded by photographers. The headlines demand: "Who's That Girl?" and Peppy is inspired to audition for a dancing bit-part at the studio. However as Peppy slowly rises through the industry, the introduction of talking-pictures turns Valentin's world upside-down.

In 1951, Laura Brown (Julianne Moore), a pregnant housewife, is planning a party for her husband, but she can't stop reading the novel "Mrs. Dalloway". Clarissa Vaughan (Meryl Streep), a modern woman living in present times is throwing a party for her friend Richard (Ed Harris), a famous author dying of A.I.D.S. These two stories are simultaneously linked to the work and life of Virginia Woolf (Nicole Kidman), who's writing the novel mentioned before.

Painfully shy Todd Anderson has been sent to the school where his popular older brother was valedictorian. His roommate, Neil Perry, although exceedingly bright and popular, is very much under the thumb of his overbearing father. The two, along with their other friends, meet Professor Keating, their new English teacher, who tells them of the Dead Poets Society, and encourages them to go against the status quo. Each does so in his own way, and is changed for life.