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The Talented Mr. Ripley (1999) Poster

Trivia

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Matt Damon lost 30 pounds for his role in the movie.
Is based on the novel of the same name by Patricia Highsmith. There are an additional four novels which follow "The Talented Mr. Ripley", they are "Ripley Underground", "Ripley's Game", "The Boy Who Followed Ripley", and "Ripley Under Water".
Matt Damon actually sings the song "My Funny Valentine".
Fausto and Dickie (and Tom, later) sing "Tu Vuo' Fa' L'Americano," a humorous song about an Italian man in the 50s who wants to imitate the American lifestyle he sees in the movies. But American food doesn't do him any good and in the end, the money he spends comes from his mother's purse.
Leonardo DiCaprio was considered for the role of Tom Ripley.
Jude Law learned to play the saxophone and Matt Damon learned to play the piano for this film. Damon's training enabled him to recreate the proper keyboard fingering; however, the music heard in the film is played by Sally Heath (the Bach) and Gabriel Yared (the Vivaldi).
Anthony Minghella originally wanted Tom Cruise for the role of Ripley but after seeing Good Will Hunting (1997), he decided to cast Matt Damon.
The second film in as many years in which Jude Law plays an entitled young man impersonated throughout the movie by someone else. The other film is Gattaca (1997).
Christian Bale was considered for the role of Tom Ripley.
Dickie's favorite men's tailor in Rome, Battistoni, is a real tailoring shop founded in 1946. It is housed in the inner-court of 61a Via Condotti.
Tom Ripley presents Marge with a bottle of perfume from Santa Maria Novella, the same perfumer who concocted Hannibal's telltale fragrance in Hannibal (2001).
As noted, the opera excerpt is a scene from Eugene Onegin, by Tchaikovsky. The title character in the opera is, like Ripley, an attractive, charismatic, and clever young man, who aspires to be accepted by people of a higher social standing. This is best portrayed at the beginning of the third act when Onegen crashes a dinner party where he is clearly over his head and is quickly spotted as a poseur.
The store Ripley visits to have his wallet embossed with Dickie's initials is the Gucci boutique on Via Condotti.
Dickie's suicide note is dated 6 January 1959, director Anthony Minghella's fifth birthday.
The scenes set in New York City that open the film were originally shot in Rome but were deemed unsatisfactory and later reshot in New York City.
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John Malkovich remarked in an interview with the BBC that he came close to directing "The Talented Mr. Ripley," and that he was in negotiations to obtain the rights to direct a remake of the first "Talented Mr Ripley" adaptation, Purple Noon (1960). Malkovich later played Tom Ripley in Ripley's Game (2002).
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The opera shown on the film is the end of Act II from Tchaikovsky's "Yevgeny Onyegin." In this particular scene, Lenski challenged his friend Onyegin for a duel over Olga, who had been engaged to Lenski at that time. Lenski was mortally wounded, and Onyegin departed Russia for a self-imposed exile.
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Has been followed by other Ripley novel adaptations Ripley's Game (2002) and Ripley Under Ground (2005), in which the role of Tom Ripley was played by John Malkovich and Barry Pepper, respectively, although neither was made as a direct sequel to this film. Matt Damon appeared with Malkovich in Rounders (1998) and Pepper in Saving Private Ryan (1998). Pepper and Malkovich also appeared together in Knockaround Guys (2001).
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The San Remo jazz club is named after the town of Sanremo, Italy. The town is on the Italian Riviera, just a few miles from the border with France.
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Spoilers 

The trivia items below may give away important plot points.

Jude Law fell backwards and broke a rib while filming the murder scene on the boat.
Tom kills Freddie with a bust of the Roman emperor Hadrian who had a gay lover who was killed.

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