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Evan Rachel Wood as Madonna
Of all the pop stars Yankovic has parodied over the years, Madonna is the only one who suggested the concept herself. The story goes that she wondered aloud to a mutual friend when Yankovic would turn "Like a Virgin" into "Like a Surgeon." The rest is history...
...but Weird: The Al Yankovic Story is also playful in its approach to real life. In addition to showing Radcliffe in the hospital scrubs from the "Like a Surgeon" music video, the film also imagines a torrid love affair between him and Madonna (Evan Rachel Wood).
Rainn Wilson as Dr. Demento
What good is a music biopic without a shady older mentor to identify the star's talent at an early stage? As Dr. Demento, the radio host specializing in comedy and novelty songs who first introduced Yankovic to a wide audience, Rainn Wilson is to Weird as Tom Hanks is to Baz Luhrmann's Elvis — albeit hopefully with less fatal consequences.
Quinta Brunson as Oprah Winfrey
After making Emmys history as the first Black woman to receive three comedy nominations in the same year, Abbott Elementary star Quinta Brunson's next trick will be portraying Oprah Winfrey in Weird. Based on the first-look photo, it looks like Brunson's Winfrey will do an MTV Cribs-style interview with Yankovic, showing off his closet full of Hawaiian shirts.
"Let's get #weird," Brunson tweeted when her casting was announced.
Toby Huss and Julianne Nicholson as Yankovic's parents
Toby Huss (Dickinson) and Julianne Nicholson (Mare of Easttown) will play Nick and Mary Yankovic, the parents of the comedy music superstar. As seen in the latest trailer for Weird, their performances are an exaggerated parody of disapproving parents.
"Your dad and I agree it would be best if you just stop being who you are and doing the things you love," Nicholson's Mary tells her young son.
Will Forte and Scott Aukerman as supporting characters
Even beyond the lead roles, Weird is stacked with top-level comedic talent. Will Forte (MacGruber) plays a record executive, while Comedy Bang Bang host Scott Aukerman portrays a cop who catches young Yankovic at a "polka party."
Jack Black as Wolfman Jack
Dr. Demento wasn't the only infamous radio DJ at the time. Jack Black shows up as his gravelly-voiced rival, Wolfman Jack.
Nina West as Divine
RuPaul's Drag Race veteran Nina West plays foundational drag icon Divine — frequent collaborator of John Waters and supposed inspiration for Disney's Ursula — in a scene set at Dr. Demento's pool party.
West previously took on the role of Edna Turnblad in the national tour of Hairspray, a role originated by Divine in Waters' 1988 film.
Jorma Taccone as Pee-wee Herman
Daniel Radcliffe's personal favorite cameo in Weird is Lonely Island veteran Jorma Taccone's performance as Pee-wee Herman.
"I would see him walking around set, and would just get immediately distracted," Radcliffe said at New York Comic Con. "He's incredible."
Akiva Schaffer as Alice Cooper
Jorma Taccone isn't the only Lonely Island member in Weird. Akiva Schaffer also shows up as shock rock legend Alice Cooper.
Conan O'Brien as Andy Warhol
Conan O'Brien covers his trademark red hair with a white wig to portray Andy Warhol, who almost certainly never met "Weird" Al Yankovic in real life but takes quite an interest in him in the film.
Paul F. Tompkins as Gallagher
Just as modern drag queen Nina West is playing drag legend Divine, contemporary comedian Paul F. Tompkins takes on the role of the most famous prop comedian of all time. Don't blink during the pool party scene, or you might miss him smashing a watermelon in the background.
David Dastmalchian as John Deacon
David Dastmalchian has played many strange characters in recent years, from Piter De Vries in Dune to Polka-Dot Man in The Suicide Squad. He continues that trend in Weird by playing Queen's soft-spoken bassist, John Deacon.
Lin-Manuel Miranda as ER doctor
Being "Weird" Al Yankovic is dangerous business — at least as portrayed in the film. When Radcliffe's incarnation of the musician ends up in the ER, he finds himself treated by a doctor with a very familiar face.
In real life, Lin-Manuel Miranda revealed in a recent interview that when he met Yankovic for the first time, he "pooped the bed" and talked his lifelong idol out of working with him on an unrealized musical.
Patton Oswalt as heckler
Weird: The Al Yankovic Story originally started as a short film on Funny or Die starring Aaron Paul in the title role. After featuring it in his concerts for years, Yankovic called up director Eric Appel and suggested making the movie for real. Comedian Patton Oswalt is one of the only actors from the original short to appear in the full-length feature version.
Arturo Castro as Pablo Escobar
Arturo Castro had a role on Netflix's Narcos as David Rodríguez, but in Weird, he gets to play Pablo Escobar himself.
You may be wondering, "what does Pablo Escobar have to do with a 'Weird' Al biopic?" You'll just have to watch the film to find out.
"Weird" Al Yankovic as Tony Scotti
You didn't think the man himself would pass up a cameo, did you? "Weird" Al Yankovic pops up in his own fictionalized biopic as record executive Tony Scotti, who really did work with Yankovic in real life.
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