12 Celebrities Who Became Friends Despite Huge Age Gaps

Age is really just a number, and some of our favorite celebrities believe that to be a major truth in their friendships. Maybe it’s just human psychology put into play, but we look for relationships that make us feel true to ourselves and learn from the experiences of others from a different generation.

We at Bright Side want to celebrate the bonds these stars have that only grow stronger through the test of time. Find out more about them below.

1. Kourtney Kardashian and Addison Rae — 21 years

4 glamorous sisters might surround Kourtney, but it was with Addison that she found a fresher and quirkier outlook on life. She has been enjoying hanging out with this TikTok star and even appeared in Addison’s debut film on Netflix.

2. Courteney Cox and Ed Sheeran — 26 years

Music has been the driving force for this duo since they met because of Courteney’s Sunday musical get-togethers in her home. Among the famous stars constantly present are Harry Styles, Isla Fisher, and Jennifer Aniston, but Ed is the most frequent guest.

They grew on each other, so much so, that Ed even introduced Courteney to her current valentine, Johnny McDaid, Snow Patrol’s guitarist, and Ed’s songwriting partner.

3. Martha Stewart and Snoop Dogg — 30 years

The ultimate home and lifestyle guru and rapper have one of the most surprising friendships in Hollywood. Theirs started when Martha had Snoop as a guest on her morning show. There, they learned how to make mashed potatoes. The pair have been inseparable ever since and have appeared in the public eye together.

4. Elton John and Eminem — 25 years

It might seem like an odd musical pair — Sir Elton and Eminem, but beyond that, they have gone through major ups and downs together. Since 2001, the “Rocketman” singer forged a strong friendship with the rapper and even helped him recover in his darkest times. They are known for sending gifts to each other on special occasions.

5. Helen Mirren and Russell Brand — 29 years

The actress and comedian developed an unexpected bond while filming Arthur. Their on-screen chemistry led them to a beautiful off-screen friendship. Russell even dedicated an entire chapter to Helen titled “Mummy Helen” in his autobiography Booky Wook 2.

6. Harry Styles and Zach Braff — 19 years

Zach’s unlikely closeness with Harry looks like he is a doting big brother who is 19 years older than the English pop singer. This bond started on Twitter, where they had an online meet-cute. Next thing we know, the 2 had already shared a candlelit dinner and set the Internet ablaze with their “bromance.”

7. Jennifer Aniston and Selena Gomez — 23 years

These amazing ladies did not miss a chance when they were introduced by their shared manager back in 2009. Selena is a self-confessed Friends superfan, so being with Jen was a starstruck moment for her.

Now, they just bond over cooking while hanging out in each other’s homes. Selena even credited her for keeping her grounded and wise, and said that Jennifer gives her a lot of maternal advice.

8. Leonardo DiCaprio and Robert De Niro — 31 years

There wouldn’t be a Leonardo DiCaprio without the help of one Robert De Niro. The latter put his faith in the younger actor when he chose him to play what would be Leo’s first movie role. After acting alongside each other, Robert has served as Leo’s mentor and confidante ever since.

9. Paul McCartney and Dave Grohl — 26 years

Dave never fails to admit that he is a massive fan of The Beatles, so having the opportunity to meet and play with Paul was an exhilarating experience for the Foo Fighters frontman. After spending some time on stage, they took their friendship to the next level, and even their wives became good friends too.

10. Madonna and Ariana Grande — 34 years

You might hear a familiar voice when you listen to Ariana’s “God Is a Woman.” And yes, that is the one and only Madonna. The 2 met backstage at the 2015 Grammys and eventually clicked. From that moment on, the divas remained close. Ariana even performed with Madonna on her Rebel Heart Tour.

11. John Travolta and Pitbull — 27 years

As weird as it sounds, the multi-talented actor and rapper might’ve bonded because of being bald. But their friendship still had the same dynamic when they collaborated for a video. John even gave a speech during Pitbull’s handprint ceremony in Hollywood.

12. Lady Gaga and Tony Bennett — 59 years

The singer-songwriter and balladeer share one of the most wholesome friendships in the music industry. After an encounter in 2011, the pair decided to give it a go and make a jazz duet for Tony’s album. Lady Gaga always sees Tony as an inspiration and mentor, and even talks about his miracle of making music while battling Alzheimer’s.

Which of these inspiring friendships surprised you? Which of them can you relate to?

Leonardo DiCaprio and Kate Winslet’s bond, which began on the Titanic, has remained strong over the years. Winslet recently revealed that DiCaprio feels more like her husband than her actual spouse. Their deep connection was evident in their performances in “Revolutionary Road,” where they leveraged their friendship to portray a couple facing challenges.