7 Celebrity Friendships That Stood the Test of Time

In an industry where relationships come and go faster than trends, these friendships have remained rock solid. Whether they met as kids, bonded on set, or connected through comedy, these seven celebrity pairs have shown us what real friendship looks like.

In the fast-paced world of Hollywood, where relationships can be fleeting, some friendships have proven to be the real deal. These celebrity pairs have weathered the storms of fame and fortune, proving that true friendship can last a lifetime. Let's take a look at seven of the most enduring friendships in showbiz.

Jennifer Aniston & Courteney Cox

When we think of iconic TV friendships, Rachel and Monica from "Friends" immediately come to mind. But the bond between Jennifer Aniston and Courteney Cox goes far beyond the screen. The two met on the set of the hit sitcom in 1994 and have been inseparable ever since.

In 2024, Aniston celebrated Cox's 60th birthday with a heartfelt Instagram post, describing her as a "powerful, magical, mystical, interesting, interested, ferociously talented girl" and a "sweet CC." She also wrote, "I can’t imagine a world without her. It’s one of my great honors to call her one of my best friends for life…"

Cox was so moved by the tribute that she replied, "Wow well I'm in tears 😭. Thats [sic] the sweetest thing I've ever read. I love you so much. ❤️❤️❤️❤️❤️"

Leonardo DiCaprio & Tobey Maguire

These two Hollywood heavyweights have been friends since they were kids. Leonardo DiCaprio and Tobey Maguire met on the L.A. audition circuit in the '80s and '90s and have been pals ever since.

They've even been spotted hanging out together over the years, most recently in Venice Beach in October 2025. Maguire has described their friendship as being "like any other buddies," with "a lot of laughing and chatting between us."

Oprah Winfrey & Gayle King

One of the most talked-about friendships in entertainment, Oprah Winfrey and Gayle King have been friends for an incredible 49 years.

They met in 1976 when Winfrey was a 22-year-old news anchor and King was a 21-year-old production assistant. Their friendship began with a simple act of kindness during a snowstorm, and they've been inseparable ever since.

Winfrey has said that she and King have "never had a serious argument," and Gayle adds that she can "trust her about anything"

Ben Affleck & Matt Damon

From Boston kids to Hollywood royalty, Ben Affleck and Matt Damon have been friends since they were eight and ten years old.

They grew up just two blocks away from each other in Cambridge, Massachusetts, and bonded over their shared love of baseball and acting.

Their friendship has been the foundation of their successful careers, leading them to co-write and star in the Oscar-winning film "Good Will Hunting." They continue to collaborate on projects and remain close friends to this day.

Tina Fey & Amy Poehler

These two comedy powerhouses have been friends for over 30 years. Tina Fey and Amy Poehler met through their work on Saturday Night Live, where they co-hosted the "Weekend Update" segment.

Poehler has jokingly referred to herself as Fey's "second wife" because she joined the show after Jimmy Fallon, who was Fey's original co-host.

Their friendship is built on mutual respect and a shared sense of humor, and they continue to support each other's careers.

Drew Barrymore & Cameron Diaz

Barrymore has said that Diaz would be her one phone call if she ever ended up in jail, and in 2025, she shared a touching Instagram post about their friendship, saying, "And then I met this friend of mine, and all I have to do is stand in front of her and she sees everything I am, everything I stand for."

Jimmy Fallon & Justin Timberlake

This bromance is one for the ages. Jimmy Fallon and Justin Timberlake have been friends for over two decades, ever since they met at the 2002 MTV Video Music Awards.

They bonded over their nerves on that fateful night, and their friendship has only grown stronger. They've collaborated on numerous projects, including the popular "Bubba Watson" sketch on "The Tonight Show," and even created a quarantine remix together during the COVID-19 pandemic.

These are just a few examples of the many enduring friendships in Hollywood. They remind us that no matter how famous you become, true friendship is one of the most valuable things in life.