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At the very first screening of the film at the Sundance Film Festival, Quentin Tarantino stood up in the middle of the movie and told them to stop projecting, due to the fact that the entire film was shot in widescreen, and the projector only had a normal-sized lens (not meant for widescreen), so half of whatever was shot wasn't up on-screen.
The film's budget was so low that many of the actors were asked to simply bring their own clothing as wardrobe; most notably Chris Penn's track jacket. The signature black suits were provided for free by the designer, based on her love for the American crime film genre. Steve Buscemi wore his own black jeans instead of suit pants, and Michael Madsen wore a jacket and pants that came from two different suits.
Quentin Tarantino was originally going to play Mr. Pink, although he made a point of letting all the other actors audition for the part. When Steve Buscemi came in to read for it, Tarantino told him that he really wanted the part for himself, and that the only way Buscemi could possibly wrestle it from him was to do a killer audition. Buscemi duly complied.
Madonna, who is the main topic of the opening conversation, really liked the film, but refuted Quentin Tarantino's interpretation of her song "Like a Virgin". She gave him a copy of her "Erotica" album, signed, "To Quentin. It's not about dick, it's about love. Madonna."
Mr. Blonde's Cadillac Coupe de Ville belonged to Michael Madsen, because the budget wasn't big enough to rent a car for the character.This same car was also used in once upon a time in Hollywood by Rick Dalton.
The budget wouldn't cover police assistance for traffic control, so in the scene where Steve Buscemi forces a woman out of her car and drives off in it, he could only do so when the traffic lights were green.
Quentin Tarantino: [trunk] Before the audience sees the contents of Mr. Blonde's trunk, the camera looks up at Mr. White, Mr. Blonde, and Mr. Pink from inside the trunk.