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My Best Friend's Wedding (1997) Poster

Trivia

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Julia Roberts hand-picked both Dermot Mulroney and Cameron Diaz for this film.
The scene where everyone gathers in a large room to watch Kimmy throw the bouquet was filmed at Cuneo Museum and Gardens in Vernon Hills, Illinois. The movie crew removed the large carpet from the floor and stored it someplace - it took the museum staff several months to find it again.
Drew Barrymore read for the role of Kimberly, but lost out to Cameron Diaz when Julia Roberts suggested her for the part instead.
Sarah Jessica Parker was originally offered the role of Julianne Potter, but she was not able to take the role because she was committed to HBO in order to play Carrie Bradshaw on Sex and the City (1998).
In the movie Rupert Everett's characters name is George, but in the script he was originally called Digger.
Most of the songs in the movie are originally performed by Dionne Warwick.
Cameron Diaz and Rupert Everett starred together in the Shrek movies, playing Princess Fiona and Prince Charming.
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Calista Flockhart turned down the roles of Julianne and Kimberly.
Julia Roberts and Dermot Mulroney would collaborate again in August: Osage County (2013) 16 years later.
Laura Dern was also considered to play Kimberly.
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Dermot Mulroney was cast as Michael after Edward Burns turned down the role.
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A very rare instance in which the word "fuck" is used in a sexual context in a PG-13 film. Usually a sexualized use of the word automatically gets a film an R-rating.
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Michael (Dermot Mulroney) often calls Julianne (Julia Roberts) by her nickname Jules, which coincidentally is Julia Roberts' nickname in real life.
Both Cameron Diaz and Julia Roberts would go on to play Abigail Breslin's mom in separate movies: Diaz in My Sister's Keeper (2009) and Roberts in August: Osage County (2013).
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Spoilers 

The trivia item below may give away important plot points.

In the original ending, after watching Michael and Kimberly leave the wedding reception, Julianne meets a man (played by John Corbett). This ending did not test well and audiences wanted to see more of George, so a new ending was filmed.

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