04:17 PM EDT 09/29/2014

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Tobey Maguire

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Friends Since Childhood: Justin Timberlake, Ryan Gosling and More | Justin Timberlake, Ryan Gosling

Justin Timberlake, Ryan Gosling and More Celebs Who Have Been Friends Since They Were Kids

Originally posted 08/03/2014 07:00AM

If you're a Hollywood star, your childhood friends usually have a limited number of roles available to play. They can be a loyal sidekick, your crew's comical mascot, or maybe the personal assistant who will eventually take you down in a bloodless celebrity coup.

But for a lucky few stars, the people they grew up with became celebrities themselves, with their own fans, their own love interests and their own trending topics.

It must be a welcome surprise. After all, it's lonely at the top, but it's a little less lonely when your childhood friends are there, too.

In honor of International Friendship Day – commonly celebrated on the first Sunday in August – we're rounding up the celeb pairs who have known each other since before they were famous.

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Credit: Yolanda Perez Photography
Hollywood's Poker Princess Recounts High-Stakes Games with Affleck, Damon

Molly Bloom Recalls the Ups and Downs of Being Hollywood's Poker Princess

Originally posted 06/24/2014 12:15PM

Ben Affleck, well known for being a big poker player, knew when to fold 'em when he played in poker princess Molly Bloom's high-stakes, A-list games.

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Credit: Katrina Marcinowski/IFC
The Spoils of Babylon Review: Epic Nonsense Starring Tobey Maguire & Kristen Wiig 

UpdatePosted 01/09/2014 09:30PM

The Spoils of Babylon Review: Epic Nonsense Starring Tobey Maguire & Kristen Wiig 

Originally posted 01/09/2014 02:40PM

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The Spoils of Babylon, premiering Thursday on IFC (10 p.m. ET/PT) and produced by Funny or Die, is more correctly titled – with a significant loss of magnificent pretentiousness – Eric Jonrosh's The Spoils of Babylon.

It also bills itself as an “epic television event,” but in truth boils down to a mere six half-hour episodes.

And although Babylon boasts a cast that starts somewhere in the A-list (Tobey Maguire, Kristen Wiig, Will Ferrell), it stoops a little to accommodate a few highly respectable character actors (Tim Robbins, Michael Sheen). Then it improbably winds down to Haley Joel Osment, the former child star of The Sixth Sense, and Val Kilmer.

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Credit: Larry Busacca/Getty
Leonardo DiCaprio Throws Star-Studded Birthday Bash | Leonardo DiCaprio

Leonardo DiCaprio Turns 39 with Star-Studded Bash

Originally posted 11/11/2013 02:00PM

Happy Birthday, Leo!

Leonardo DiCaprio knows how to throw a party. The actor shut down TAO Downtown in New York on Sunday to ring in his 39th year.

DiCaprio enjoyed a private dinner with 100 of his closest friends and family, including Martin Scorsese and Orlando Bloom, who recently separated from wife Miranda Kerr. Kanye West and 2 Chainz performed a full concert for the birthday boy after the feast.

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Credit: Getty; Startraks; Getty; WireImage; INF; REX USA
Find the Right Mr. Rogers for the Big Screen

Mr. Rogers Headed for the Big Screen: Who Could Play Him?

Originally posted 05/05/2013 09:05PM

It won't be an easy sweater to fill.

"There's only one person in this whole world like you," Fred Rogers liked to say on his long-running children's TV show. But now the difficult task begins of finding someone just like Mr. Rogers – or who can at least capture his essence – for an upcoming biopic.

A film about Rogers, who died in 2003 at age 74, is in the works at Treehouse Pictures based on a script by Alexis Jolly, a staff writer on The Ellen DeGeneres Show, Deadline.com reports.

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Tobey Maguire and Leonardo DiCaprio, 25-Year BFFs, Reunite

Tobey Maguire and Leonardo DiCaprio, 25-Year BFFs, Reunite

Originally posted 05/03/2013 11:30AM

Two longtime, famous-name pals are back together.

After a two-year professional break to spend more time with his family, Tobey Maguire returns to the big screen by teaming up with his longtime pal Leonardo DiCaprio for director Baz Luhrmann's new 3D adaptation of novelist F. Scott Fitzgerald's 1925 classic, The Great Gatsby, opening May 10.

"We are like any other buddies. There's a lot of laughing and chatting between us," Maguire told PEOPLE at the film's New York City premiere on Wednesday. "We enjoy doing a lot of things we have in common, like basketball. We like to play and talk about basketball."

Best friends for nearly 25 years, Maguire, 37, and DiCaprio, 38, first met in 1990 during the casting for Parenthood, a one-season TV spin-off series based on director Ron Howard's movie starring Steve Martin (before it was revived for TV – successfully – in 2010). At the time, DiCaprio landed the lead teen role, while Maguire was handed only a couple of lines.

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Credit: Warner Bros. Pictures
See All the Stars on the Gatsby Red Carpet

See All the Stars on the Gatsby Red Carpet

Originally posted 05/02/2013 10:00AM

Leonardo DiCaprio, Jay-Z, Carey Mulligan and more hit the premiere of the roaring '20s extravaganza 

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Credit: Warner Bros.
Watch the Gatsby Premiere Live! | Carey Mulligan, Leonardo DiCaprio

UpdatePosted 05/01/2013 05:50PM

A Few Reasons to Get Excited About The Great Gatsby Movie

Originally posted 05/01/2013 02:45PM

From the Jazz-Age fashions to the Prohibition-Era cocktails to the one-of-a-kind cars, viewers will be able to relive the Roaring '20s vicariously through the film adaptation of novelist F. Scott Fitzgerald's classic The Great Gatsby, scheduled to hit theaters on May 10.

True, the Baz Luhrmann-directed film also boasts an all-star cast – Leonardo DiCaprio, Carey Mulligan and Tobey Maguire, for starters – but here are a few other reasons why the 3D film already ranks as a must-see.

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Credit: Vivien Killilea/Getty
Tobey Maguire Skips the Meat During Steakhouse Dinner with Leo DiCaprio | Leonardo DiCaprio, Tobey Maguire

Tobey Maguire Skips the Meat During Steakhouse Dinner with Leo DiCaprio

Originally posted 07/17/2012 06:00AM

Joined by five pals, Leonardo DiCaprio and Tobey Maguire managed to build in some bonding time on Saturday night in Las Vegas.

The actors stopped by Cut inside the Palazzo hotel for dinner.

Maguire, who requested vegan items, was brought corn salad, tomato salad and butter lettuce. He was also given fingerling potatoes, squash, romano beans and sautéed spinach.

DiCaprio, on the other hand, joined in with the rest of the party and ate steak with a few sides.

Maguire "only drank water," a source tells PEOPLE, while pal DiCaprio sipped on a Raspberry Velvet cocktail made with Grey Goose.
– Mark Gray

Credit: Warner Bros.
FIRST LOOK: Watch The Great Gatsby Trailer | Leonardo DiCaprio

The Great Gatsby Trailer: Watch It Here

Originally posted 05/23/2012 08:50AM

Fans can now get a sneak peek of Baz Luhrman's screen adaptation of The Great Gatsby, starring Leonardo DiCaprio, Carey Mulligan and Tobey Maguire, as narrator Nick Carraway.

Based on the 1925 F. Scott Fitzgerald novel, the film is due to open Dec. 25 and centers on the mysterious, wealthy (and romantic) Jay Gatsby, played by DiCaprio. Mulligan is the object of his undying affection, Daisy Buchanan.

Though set in New York's Jazz Age 1922, the film, in typical Luhrman fashion, features modern music from Kanye West and Jay-Z, as well as Jack White, according to the 2½-minute clip, which also features lavish parties, costumes and fireworks. Twenty-three, skidoo!
Liz Raftery

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