The Heartbreak Kid

The film marks the twentieth anniversary of Ben Stiller and Jerry Stiller working together in a movie. They first played father-and-son villains in the comedy-adventure Hot Pursuit (1987), starring John Cusack.

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When James Bobin took over directing the film from Barry Sonnenfeld, Jason Bateman and Amy Poehler were cast in the lead roles.

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It was a remake of the 1972 film of the same name, written by legendary playwright Neil Simon.

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The plot is a reversal of Ben Stiller's character Ruben in Along Came Polly (2004), who is cheated on by his newlywed wife during their honeymoon. Here, Stiller plays Eddie, who strays during his own honeymoon.

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For the notorious beach scene, a fake patch of hair was glued to Malin Akerman's private area.

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Roy Jenkins (Buzz) and Stephanie Courtney (Gayla) are famous spokespeople from car insurance commercials: Jenkins as "Jerry" for State Farm and Courtney as "Flo" for Progressive.

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The red T-shirt Mac wears reads "1940-1980." Those are the years of John Lennon's life.

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Although both claim to love each other at different points in the film, Eddie (Ben Stiller) and Miranda (Michelle Monaghan) never kiss and never even come close to kissing. When Eddie thinks Miranda knows about Lila (Malin Akerman), the closest they come to physical affection is a hug; in fact, Miranda is explaining how she heard a story about Lila's "wife" being killed.

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Some of the titles TitleDoctors suggested to the studio for the film were "Mrs. Right Now," "Unintentionally Yours," and "Damned If I Do."

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Eddie's father, Doc, is played by Ben Stiller's real-life father, Jerry Stiller.

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Ben Stiller's character in the film is named Eddie Cantrow. This is a nod to The Heartbreak Kid (1972), in which the lead character (Charles Grodin) was named Lenny Cantrow.

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On the drive to Mexico, Malin Akerman sings Blondie's "Rapture" in the car. Akerman later played Blondie's Debbie Harry in CBGB (2013).

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During the journey and the arrival, Eddie (Ben Stiller) wears a Jack Johnson shirt. Stiller appeared in the video for Johnson's song "Taylor."

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It is the second Farrelly Brothers film in which Ben Stiller shares a deep conversation with a female lead. The other is There's Something About Mary (1998).

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It is one of two Ben Stiller films in which he sings David Bowie's "Space Oddity." The other is The Secret Life of Walter Mitty (2013).

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Release prints were sent to some theaters under the fake title "Hansel." Hansel is a character in Zoolander (2001).

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Both Michelle Monaghan and Ben Stiller are left-handed.

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In some regions, the release prints were delivered to theaters under the fake title "Cork."

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Stephanie Courtney plays "Flo" in the Progressive Insurance commercials. Polly Holliday played "Florence Jean Casselberry" (Flo) on the long-running series Alice (1976).

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In the scene where Eddie and Lila drive to Mexico, Lila suggests they stop and find a hotel room. Eddie agrees and quickly pulls off the highway. Since there is no passenger in the vehicle, only the driver can be seen from an overhead shot.

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Ben Stiller's sporting goods store, "Bay City Sports," shares its name with Bay City, the setting of Stiller's film Starsky & Hutch (2004) from three years earlier.

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Dean Norris, who plays Jodi's father, is only 16 years older than actress Ali Hillis, but only 2 years older than Ben Stiller.

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This was Betsy Rue's film debut.

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