From Childhood Friends to Oscar Winners: A Look Back at Matt Damon and Ben Affleck's Hollywood Bromance

The best buds, who met as kids in Boston, have been friends for four decades

01 of 16

Too Cool for School

Matt Damon and Ben Affleck Bromance Through the Years
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Damon and Affleck met while both growing up in Boston and graduated from the same high school (Affleck in 1994, Damon in 1992). Damon's brother, Kyle, told PEOPLE that the pair "weren't considered cool kids." In fact, "They were drama geeks."

The pair started auditioning together and eventually appeared in their first film, School Ties, in 1992. Can you spot them in this photo?

02 of 16

Fast Friends

Matt Damon and Ben Affleck Bromance Through the Years
Ron Galella, Ltd./Ron Galella Collection via Getty

Affleck said of their instant bond, "Matt gave acting a framework, an integration into the social hierarchy at school. Before Matt, I was by myself. Acting was a solo activity where I'd just go off and do something, act in a little TV show or something, and no one understood it. None of the other kids knew what it was I did, how it worked, or anything."

Affleck said, "All of a sudden, I had this friend, Matt, and he gets it and wants to do it and thinks it's interesting and wants to talk about it. Soon both of us are doing it."

03 of 16

Big Break

Matt Damon and Ben Affleck Bromance Through the Years
Matt Damon and Ben Affleck in Good Will Hunting. Miramax/Kobal/Shutterstock

In 1996, the pair wrote the their breakout hit Good Will Hunting together, and naturally played best friends in the film.

04 of 16

Golden Guys

Matt Damon and Ben Affleck Bromance Through the Years
Matt Damon and Ben Affleck. Jim Smeal/Ron Galella Collection via Getty

The pair dominated the awards circuit in 1998, winning the Golden Globe for their original screenplay.

05 of 16

And the Academy Award Goes to...

Matt Damon and Ben Affleck Bromance Through the Years
Matt Damon and Ben Affleck. Evan Agostini/ImageDirect

The best friends became Oscar winners when they won Best Original Screenplay in 1998.

Their adorable joint speech started with Affleck saying, "Ha! I just said to Matt that losing would suck and winning would be really scary, and it's really, really scary," and included the pair reminding each other who to thank and shouting them out.

06 of 16

Sharing the Screen (Again)

Matt Damon and Ben Affleck Bromance Through the Years
Miramax/Kobal/Shutterstock

The following year, the pair appeared alongside each other in the 1999 comedy Dogma.

07 of 16

Red Carpet Ready

Matt Damon and Ben Affleck Bromance Through the Years
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Name a more iconic red carpet friendship, we'll wait.

08 of 16

Give Them the Greenlight

Matt Damon and Ben Affleck Bromance Through the Years
Chris Polk/FilmMagic

Project Greenlight, that is. The pair teamed up again, this time to produce the HBO documentary series Project Greenlight, which focused on first-time filmmakers. The docuseries ran from 2001 to 2005, and then again in 2015.

09 of 16

Know When to Hold 'Em

Matt Damon and Ben Affleck Bromance Through the Years
Denise Truscello/WireImage

Sometimes you just need your good luck charm — like, oh, Matt Damon — while you're betting big at a charity poker tournament, as Affleck did here in 2012.

10 of 16

Hollywood's Greatest Bromance

Matt Damon and Ben Affleck Bromance Through the Years
Adam Larkey/Walt Disney Television via Getty

In 2010, Damon received the 24th American Cinematheque Award, and Affleck and his then-wife Jennifer Garner were there to support him, with Garner calling them "the actual prototype for the great Hollywood bromance."

11 of 16

Bonded For Life

Ben Affleck Matt Damon
Angela Weiss/Getty

Damon told Entertainment Tonight of their friendship, "I've known him for 35 years, and we grew up together. We were both in love with the same thing — acting and filmmaking. I think we fed on each other's obsession during really formative, important years and that bonded us for life."

12 of 16

Producing Partners

Matt Damon and Ben Affleck Bromance Through the Years
Michael Kovac/WireImage

Together, the pair started their own production company, Pearl Street productions, and continue to produce films together.

13 of 16

Guys of the Decade

Matt Damon and Ben Affleck Bromance Through the Years
Kevin Winter/Getty

In 2016, they were awarded the Guys of the Decade award by Spike TV's Guy's Choice Awards. An honor that is clearly well deserved.

14 of 16

Back Where It All Began

Kevin Winter/Getty
Kevin Winter/Getty

The duo presented the award for Best Adapted Screenplay together at the 2017 Oscars.

15 of 16

What's Next?

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At the 2019 Toronto International Film Festival, Damon told Extra that the pair are linking up again for The Last Duel.

Damon told the outlet, "We wrote for the first time in 25 years with Nicole Holofcener, who is a hero of ours — amazing writer, she's great. The three of us wrote this thing, so hopefully we will shoot it next year."

16 of 16

Boston Buds

Matt Damon and Ben Affleck Bromance Through the Years
Ben Affleck and Matt Damon in 2018. Jerritt Clark/Getty

And of course, there's little more important to the pair than their love of the Boston Red Sox.

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