Hollywood's most enduring friendships that have lasted decades


Besties, BFFs, pals, partners-in-crime... these enduring Hollywood duos have lasted the test of time, but how long have they had each other on speed dial?


Lily Tomlin and Jane Fonda at the premiere of 'Grace and Frankie' in 2015.© WireImage via Getty Images
Daisy Finch
Daisy FinchAudience Writer
1 hour ago

Hollywood isn't always conducive to long-term commitment, but in the case of these friendships, the demands of fame have only drawn these red carpet besties closer together. Discover how long these platonic pals have come as a pair and what they've starred in together throughout the years...

Split image of Ben Affleck and Matt Damon, pictured together in 1997 and 2026.© Ron Galella Collection via Getty Images,AFP via Getty Images

Matt and Ben rose to A-list fame as a team

Matt Damon & Ben Affleck

This over-40-year-long Hollywood friendship has humble roots as Matt Damon and Ben Affleck started out as neighbours, living just a couple of blocks apart.

They pooled their money into a joint checking account, saving up for auditions. Eventually, the pair co-wrote and starred in acclaimed 1997 feature Good Will Hunting which won an Oscar for Best Original Screenplay.

Split image of Jack Lemmon and Walter Matthau, pictured in 1965 and 1999.© Getty Images,Ron Galella Collection via Getty Images

Jack and Walter were friends for approximately 40 years

Jack Lemmon & Walter Matthau

Jack Lemmon and Walter Matthau were Hollywood gold on and off screen. They co-starred in several projects, including The Odd Couple and Grumpy Old Men, pairing Jack's high-strung energy against Walter's more relaxed nature.

Their bond lasted around 40 years, with the pair living near each other in Los Angeles and enjoying regular games of golf together. The pair are buried next to one another and died almost exactly one year apart, Walter in 2000 and Jack in 2001. 

Split image of Jane Fonda and Lily Tomlin, pictured together in 1980 and 2024.© Ron Galella Collection via Getty Images,Getty Images

Lily and Jane share a passion for politics and a love of acting

Lily Tomlin & Jane Fonda

Jane Fonda first saw Lily Tomlin when the latter was performing in a Broadway play and soon after cast her in her film 9 to 5, alongside herself and Dolly Parton.

With over 40 years of friendship between them, they're just as fond of one another today and have since co-starred in popular sitcom Grace and Frankie.

Split image of Leonardo DiCaprio and Tobey Maguire in 1997 and 2017.© Penske Media via Getty Images,Getty Images for LDC Foundation

Leo and Tobey showed their natural chemistry onscreen 20 years after they crossed paths

Leonardo DiCaprio & Tobey Maguire

Tobey Maguire and Leonardo DiCaprio have been friends for more than 30 years, and their bond dates back to early child acting auditions in Los Angeles during the late '80s and early '90s.

They first worked together in This Boy's Life (1993) but it's the 2013 adaptation of The Great Gatsby that truly showed off the pair's chemistry, casting them as Jay Gatsby and his loyal friend Nick Carraway. 

Split image of Amy Poehler and Tina Fey, pictured in 2004 and 2025.© Getty Images,NBCUniversal via Getty Images

Tina and Amy are a powerhouse comedic duo

Tina Fey & Amy Poehler

Tina Fey and Amy Poehler met one another when the former moved to Chicago in 1993 for improv lessons at ImprovOlympic. When they were placed on the same team, the comedy stars aligned.

In the 33 years since, the pair have worked together on Saturday Night Live, Mean Girls and Baby Mama. While their celeb status has grown, their friendship has stayed a steady constant.

Split image of Paul Newman and Robert Redford, pictured in 1969 and 2006.© Getty Images

Paul and Robert only starred in two films together but were firm friends

Paul Newman & Robert Redford

It doesn't get much more Hollywood than Paul Newman and Robert Redford. Paul was instrumental in helping Robert get his 1969 role in Butch Cassidy and the Sundance Kid which became a huge hit and the pals paired up again in 1973 for '30s crime feature The Sting

The iconic actors remained close until Paul sadly passed in 2008, encompassing almost 40 years of friendship, a shared passion for philanthropy and a love of cars. 

Split image of Ian McKellen and Patrick Stewart, pictured together in 2000 and 2020. © WireImage via Getty Images,Getty Images

Ian McKellen and Patrick Stewart have to be one of Hollywood's classiest duos

Ian McKellen & Patrick Stewart

While the pair have only been close for 26 years, their acquaintance stretches back almost 5 decades to their time at the Royal Shakespeare Company in the '70s.

The two truly bonded while filming X-Men (2000), in which Patrick Stewart took the part of Professor X and Ian McKellen played his nemesis Magneto. Ian stepped into an even bigger role as celebrant, officiating Patrick's wedding in 2013!

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