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Watch the Celebrity-Filled Fan-Film Version of The Princess Bride - Vanity Fair

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“What’s nice about it is that I made a film that’s lasted so long. Now it’s over 33 years. And the biggest kick I get out of it is that kids who saw it when they were eight or nine years old have kids that age now, and they’re seeing it and liking it. It seems to have stood the test of time,” Reiner said.

“I wouldn’t think this is the best way to introduce someone to the film,” Reiner joked—but he isn’t worried about the handmade version overshadowing the original. “If you already know the movie, that’s what makes it fun. The audience already knows every line. I had no reservations. I was like, ‘Nah, let’s do it!’”

Reiner confessed that he said yes even though he wasn’t entirely sure what Reitman had in mind when he proposed the idea. “No!” Reiner said. “I had no idea what he was going to do!”

Reitman shot a proof of concept by performing the grandfather scene with his own daughter. He also had to get the blessing of three other stakeholders: producer Norman Lear, who controls the rights to The Princess Bride; the estate of William Goldman, who wrote the novel that inspired it along with the screenplay; and musician and composer Mark Knopfler, whose score is recreated in the new footage by other artists.

As the clip above transitions to the fantasy kingdom, we see Common playing the role of the heroic Westley (originated by Cary Elwes) while Tiffany Haddish portrays Princess Buttercup (first played by Robin Wright). Later we see Hugh Jackman as the villainous Humperdinck. (“He’s wearing a dim sum strainer as his crown,” Reitman noted.)

Jennifer Garner emerges as Buttercup when Humperdinck introduces her to the rabble, and she plays opposite herself as the old crone who boos the young princess mercilessly for turning her back on true love. “I asked if she was up for playing both characters, and she immediately loved it and started putting together the hair and makeup,” Reitman said. “That’s the most fun, when you get to go full tilt.”

Garner also assembled stuffed animals for the onlookers surrounding the old woman; at other points in the various clips, Reitman uses Lego figures to simulate crowds or stunts like dangerous climbing scenes.

Courtesy of Quibi.

While most of the actors shot their parts separately in quarantine, Reitman sought real-life couples living together for the romantic scenes, so they could appear in the same frame and provide some interaction and chemistry. “Sam Rockwell and Leslie Bibb did a scene, and when they do Westley and Buttercup rolling down the hill, they just filled trash bags, put their clothes on them, and threw them down a stairway,” Reitman said. “Neil Patrick Harris and David Burtka, his husband, went as Westley and Inigo Montoya for Halloween one year, so they have an incredible Man in Black costume that they looked for in storage.” When the time came to shoot, Burtka decided to play Buttercup opposite Harris’s Westley instead.

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Watch the Celebrity-Filled Fan-Film Version of The Princess Bride - Vanity Fair
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