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Riding in Cars with Boys (2001) Poster

Trivia

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Drew Barrymore, who plays Adam Garcia's mother, is two years younger than him in real life.
The wedding scene was shot over two days, which meant Brittany Murphy had to cry the entire time. The first take was used in the film.
Norman Reedus was considered for the role of Ray Hasek.
In her autobiography: My Mother Was Nuts, Penny Marshall explained she quit directing movies after this because her films were about heart, and after 9/11, studios did more action and violent movies and weren't interested in films 'with heart' anymore.
The real life Beverly D'Onofrio has a master's degree in creative writing. Drew Barrymore, who portrays D'Onofrio in the film, is a high school dropout.
Ironically, Steve Zahn (Ray) is a college graduate and Drew Barrymore (Bev) is a high school dropout, contrary to the characters they play in the film.
The film was somewhat mismarketed as a family comedy, but it was actually more of a serious drama.
Christina Ricci was considered for the role of Beverly D'Onofrio.
The song when Bev is attempting to throw herself down the stairs is the same song that Brittany Murphy plays when she kills herself in Girl Interrupted". "End of the World" by Skeeter Davis.
When James L. Brooks bought the rights in 1989, Debra Winger and Cher were considered for the lead.
Drew Barrymore and Sara Gilbert previously starred together in Poison Ivy (1992).
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Drew Barrymore and Maggie Gyllenhaal also appeared together in Donnie Darko the same year.
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Penny Marshall previously directed David Moscow (Lizard) in Big (1988), where he played young Josh.
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This is the 2nd time James Woods and Drew Barrymore have appeared together on screen... The first was Stephen Kings Cats Eye. James Woods appears in the first sequence, Quitters, Inc. His character is attempting to quit smoking, facing harsh punishment if he cheats and she is his daughter. She is the "ghostly" character that guides the cat through all 3 tales to get him to her to protect her in the last sequence.
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Samantha Reale also stars in Dora Saves The Snow Princess
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Brittany Murphy and David Moskow also star together in Just Married in 2003
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Cameo 

Beverly D'Onofrio: guests at Beverly's wedding, sitting directly behind Drew Barrymore. When Faye says, "I just wanted to say how beautiful Bev looks tonight," Barrymore turns to smile at the real D'Onofrio.

Spoilers 

The trivia item below may give away important plot points.

The scene where Beverly and Jason they visit Ray is filmed in City Island, Bronx. They drive over City Island bridge, and his home is actually where they launch a fishing boat, and sell bait.
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