On the day that Hurricane Katrina hits New Orleans, elderly Daisy Williams (nee Fuller) is on her deathbed in a New Orleans hospital. At her side is her adult daughter, Caroline. Daisy asks Caroline to read to her aloud the diary of Daisy's lifelong friend, Benjamin Button. Benjamin's diary recounts his entire extraordinary life, the primary unusual aspect of which was his aging backwards, being diagnosed with several aging diseases at birth and thus given little chance of survival, but who does survive and gets younger with time. Abandoned by his biological father, Thomas Button, after Benjamin's biological mother died in childbirth, Benjamin was raised by Queenie, a black woman and caregiver at a seniors home. Daisy's grandmother was a resident at that home, which is where she first met Benjamin. Although separated through the years, Daisy and Benjamin remain in contact throughout their lives, reconnecting in their forties when in age they finally match up. Some of the revelations in Benjamin's diary are difficult for Caroline to read, especially as it relates to the time past this reconnection between Benjamin and Daisy, when Daisy gets older and Benjamin grows younger into his childhood years.

Victor Navorski reaches JFK airport from a politically unstable country. Due to collapse of his government, his papers are no longer valid in the airport, and hence he is forced to stay in the airport until the war cools down. He makes the airport his home and develops a friendship with the people who work there until he can leave.

In Rome, the America tourist Hayley meets the local lawyer Michelangelo on the street and soon they fall in love with each other. Hayley's parents, the psychiatrist Phyllis and the retired music producer Jerry, travel to Rome to meet Michelangelo and his parents. When Jerry listens to Michelangelo's father Giancarlo singing opera in the shower, he is convinced that he is a talented opera singer. But there is a problem: Giancarlo can only sing in the shower. The couple Antonio and Milly travel to Rome to meet Antonio's relatives that belong to the high society. Milly goes to the hairdresser while Antonio waits for her in the room. Milly gets lost in Rome and the prostitute Anna mistakenly goes to Antonio's room. Out of the blue, his relatives arrive in the room and they believe Anna is Antonio's wife. Meanwhile the shy Milly meets her favorite actor Luca Salta (Antonio Albanese) and goes to his hotel room "to discuss about movies". One day, the middle-class clerk Leopoldo becomes a celebrity and is hunted by the paparazzo. A couple of days later, he is forgotten by the media. The American architect John travels to Rome with his wife and feels nostalgic since he lived in the city thirty years ago when he was a student. He meets the student of architecture Jack, who lives on the same street that John had lived, and he invited to drink a coffee at his house. Jack lives with his girlfriend Sally (Greta Gerwig) that invites her best friend Monica to stay with them in their house. But soon Jack has a crush on Monica.

From a humble background and with traditional values, Irish Chris Wilton (Jonathan Rhys Meyers) is still struggling financially despite being a recently retired high ranked tennis pro. He has taken a job as a tennis instructor at an upscale London tennis club, although he knows there is a better life for him somewhere down the road. He is befriended by one of his students, wealthy Tom Hewett (Matthew Goode). Chris starts to date Tom's sister, Chloe Hewett (Emily Mortimer), a girl-next-door type who is immediately attracted to Chris. Chloe quickly knows she wants to marry Chris, and through her businessman father, Alec Hewett (Brian Cox), tries to help Chris and their future by getting him an executive job in Alec's company. In his life with the Hewetts, Chris begins to enjoy the finer things in life. Through it all however, Chris cannot help thinking about Nola Rice (Scarlett Johansson), a struggling American actress who he meets at the Hewett estate and who is Tom's unofficial fiancée. Nola is vivacious, and she knows the effect she has on men, including Chris. Unlike Chris, Nola is not accepted by Tom and Chloe's mother, the outspoken Eleanor Hewett (Dame Penelope Wilton). Chris has to decide if he can give up what he has been able to achieve with Chloe and the Hewetts, or if the passion he feels for Nola is stronger than the finer things in life to which he is now accustomed. He may go to any length to have his cake and eat it too.

Sexually adventurous Cristina and her friend Vicky, who is bright but cautious, holiday in Barcelona where they meet the celebrated and wholly seductive painter, Juan Antonio. Vicky is not about to dive into a sexual adventure being committed to her forthcoming marriage. But Cristina is immediately captivated by Juan Antonio's free spirit and his romantic allure is enhanced when she hears the delicious details of his divorce from fellow artist, the tempestuous Maria Elena.

Ryan Bingham is a corporate downsizing expert whose cherished life on the road is threatened just as he is on the cusp of reaching ten million frequent flyer miles, and just after he's met the frequent-traveller woman of his dreams.

Gil and Inez travel to Paris as a tag-along vacation on her parents' business trip. Gil is a successful Hollywood writer but is struggling on his first novel. He falls in love with the city and thinks he and Inez should move there after they get married, but Inez does not share his romantic notions of the city or the idea that the 1920s were the golden age. When Inez goes off dancing with her friends, Gil takes a walk at midnight and discovers what could be the ultimate source of inspiration for writing. Gil's daily walks at midnight in Paris could take him closer to the heart of the city but further from the woman he's about to marry.

Lovely

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