By Neia Balao
5:03pm PDT, May 7, 2022
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It's hard to believe it's already been 20 years since we first paid witness to *that* iconic upside-down kiss! Tobey Maguire paved the way for more movies to come with his nerdy but ever-endearing portrayal of Peter Parker in "Spider-Man," the first installment in Sam Raimi's Spidey trilogy. To celebrate the film's 20th anniversary on May 3, 2022, Wonderwall.com is checking in on the actors and actresses who starred in the live-action take on the Marvel comic book superhero!
Keep reading for more…
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What's Tobey Maguire been up to since his tenure as the web-slinging superhero? He landed starring roles in notable films including "Brothers," Baz Luhrmann's Academy Award-winning romantic drama "The Great Gatsby" and "Labor Day." In 2021, fans received a healthy, long-awaited dose of nostalgia when Tobey reprised his dual role of Spider-Man and Peter Parker (alongside later Spideys Andrew Garfield and Tom Holland) in 2021's "Spider-Man: No Way Home." Tobey shares two children with ex Jennifer Meyer, whom he married in 2007 and split from in 2016.
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James Franco took on the role of Harry Osborn, Peter's affluent best friend who's also the boyfriend of the girl Peter's secretly in love with, MJ Watson.
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Following Sam Raimi's "Spider-Man" trilogy, James Franco starred in notable films including "Pineapple Express" with then-frequent collaborator Seth Rogan, "127 Hours" — for which he received a best actor nod at the 2011 Oscars — "Spring Breakers," "Palo Alto," "The Disaster Artist" — for which he earned a best actor Golden Globe — and many more. He wasn't a stranger to the small screen either, having landed recurring and starring roles on "General Hospital," "11.22.63" and "The Deuce." He's also faced controversy: Some of the students at James's now-defunct film and acting school in 2018 accused him of inappropriate and sexually exploitative behavior and in 2019, two former students filed lawsuits. He stepped back from the spotlight and in 2021 reached a settlement for $2.2 million. He's been in a relationship with Isabel Pakzad since 2017.
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Kirsten Dunst played Mary Jane "MJ" Watson, Harry's girlfriend and Peter's longtime crush who's saved by Spider-Man on more than one occasion!
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Kirsten Dunst, who was already a bona fide star when the first installment of the "Spider-Man" series hit theaters, has since appeared in a slew of films including "Eternal Sunshine of the Spotless Mind," "Marie Antoinette," "Hidden Figures" and "The Beguiled." She also landed starring roles on the critically acclaimed series "Fargo" and "On Becoming a God in Central Florida" — both of which earned her best actress nods at the Golden Globes. In 2022, she earned her first Academy Award nomination for her performance in "The Power of the Dog." The former child star dated a few famous men after her SPidey days — Jake Gyllenhaal from 2002 to 2004, Razorlight frontman Johnny Borrell in 2007 and her "On the Road" co-star Garrett Hedlund from 2012 to 2016 before falling for "Fargo" co-star Jesse Plemons. They got engaged in 2017 and have since welcomed two sons.
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Willem Dafoe portrayed Oscorp CEO Norman Osborn, the father of Peter's best friend, Harry. After being exposed to a dangerous serum, Norman develops an alternate, villainous personality: the Green Goblin.
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Following his terrifying portrayal as the maniacal Green Goblin — a role he excitingly reprised in 2021's "Spider-Man: No Way Home" — Willem Dafoe delivered performances that garnered critical praise in films like "John Wick," "The Grand Budapest Hotel," "The Florida Project" (for which he received his third Oscar nod for best supporting actor), "The Lighthouse," "The French Dispatch" and "Nightmare Alley." More recently, he starred in Robert Eggers' epic 2022 historical drama "The Northman." Willem, who shares son Jack with director Elizabeth LeCompte, has been married to Italian actress, director and screenwriter Giada Colagrande since 2005.
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J.K. Simmons took on the role of J. Jonah Jameson, the ill-tempered publisher of the Daily Bugle — the newspaper that villainizes Spider-Man.
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In 2007, the same year "Spider-Man 3" hit theaters, J.K. Simmons landed a supporting role as the reliable and well-intentioned father in the Oscar-winning coming-of-age flick "Juno." Since then, J.K. has appeared in several acclaimed films including "Whiplash" — for which he won a best supporting actor Oscar — "La La Land," "Spider-Man: Far From Home" and "Spider-Man: No Way Home" (in which he reprised his role as J. Jonah Jameson), and "Being the Ricardos," which led to his second Oscar nomination. J.K. has been married to Michelle Schumacher since 1996; they share daughter Olivia and son Joe.
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Cliff Robertson portrayed Peter's late uncle Ben Parker, a humble electrician who's laid off, while Rosemary Harris played May Parker, Ben's wife and Peter's aunt.
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"Spider-Man 3" was Cliff Robertson's final on-screen acting credit. The San Diego native — who won an Academy Award for best actor for his performance in 1968's "Charly" — passed away in 2011 at 88.
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American Theater Hall of Fame inductee Rosemary Harris, who celebrates her 95th birthday in 2022, went on to appear in the films "Is Anybody There?" and "This Means War" as well as episodes of "Law & Order: Special Victims Unit," "The Undoing" and "Search Party." She shares a daughter, actress Jennifer Ehle, with her late husband, author John Ehle.
