Serena Williams and Kim Kardashian: What Most People Get Wrong About Their 20-Year Friendship

Serena Williams and Kim Kardashian: What Most People Get Wrong About Their 20-Year Friendship

You’ve seen the photos. They’re sitting courtside at the US Open or posing at a Met Gala after-party with a tray of McDonald’s fries. To the casual observer, the bond between Serena Williams and Kim Kardashian looks like a classic case of "fame attracts fame." Two of the biggest names on the planet hanging out because, well, who else could possibly understand their lives?

But honestly? That’s not even close to the real story.

Most people think they met at some high-end Hollywood gala in the mid-2010s. In reality, their history goes back way further than the birth of the Kardashian empire. We’re talking over two decades. Before Keeping Up With The Kardashians was even a pitch in a boardroom, Kim was actually working for Serena.

The Closet Organizer and the G.O.A.T.

Back in the early 2000s, Kim Kardashian wasn't a household name. She was the "closet queen." Long before she was building a billion-dollar shapewear brand, she had a small business organizing the wardrobes of the rich and famous. She worked for Brandy, Paris Hilton, and yes, Serena Williams.

Kim would literally go into Serena’s house, sort through her Nike gear and red-carpet gowns, and help her sell old clothes on eBay. It was a professional relationship that somehow turned into a genuine, ride-or-die friendship. It’s kinda wild to think about now, given their respective net worths, but they really did start from a place of service and mutual respect.

Serena has always been notoriously private about her inner circle. If you’re in, you’re in. The fact that Kim has remained a staple in her life for 20+ years says more about their bond than any Instagram caption ever could.

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Why the Serena Williams and Kim Kardashian Connection Still Matters in 2026

In an era where "squads" and celebrity friendships often feel like they were manufactured by a PR agency, this duo is different. They’ve seen each other through every possible life stage. Breakups, marriages, babies, career pivots—they've done it all.

Take 2017, for instance. When Serena married Alexis Ohanian in New Orleans, Kim was right there. She wasn't just a guest for the "gram"; she was a confidante. Kim later told Vogue that Serena is the one person she can call at any hour to vent to without judgment. That’s a rare commodity when you’re both living under a microscope.

The Business of Being Besties

Lately, the friendship has evolved into something even more powerful: a business powerhouse. You might have caught the headlines recently about NikeSKIMS.

This wasn’t just another celebrity collab. It was a massive 2025-2026 launch that basically merged Kim’s design sensibility with the athletic authority of Nike. And who was the face of the "Bodies at Work" campaign? Serena.

Seeing Serena Williams and Kim Kardashian together in a professional capacity feels like a full-circle moment.

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  • Kim used to organize Serena's clothes.
  • Now, Serena is wearing clothes Kim designed.
  • They’ve moved from a boss-employee dynamic to a partnership of equals.

The campaign featured over 50 elite athletes, but the chemistry between the two of them was the real selling point. Serena even joked in a press release that the fabric "feels like butter," while Kim praised Serena for being the ultimate inspiration for the "performance" side of the brand.

The Viral "Tennis Lesson" Drama

If you want to know how comfortable they really are, look at their social media banter. Remember that photo Kim posted of herself in a pink Chanel bikini on a tennis court? She was holding the racquet like it was a fashion accessory—which, to be fair, it was.

Serena didn’t let it slide.

She hopped into the comments and wrote, "Literally not how you hold a racquet. Clearly I have to give you lessons lol."

Kim’s response? "I’m waiting... I would love lessons from the G.O.A.T."

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It’s that kind of public poking that reminds you they aren't just "industry friends." They’re real friends. Serena is probably the only person on earth who can publicly roast Kim Kardashian’s athletic form and get a "thank you" in return.

What We Can Learn From Them

There is a specific kind of longevity here that is worth paying attention to. In business and in life, we often jump from person to person as our "status" changes. But these two didn't.

  1. Loyalty over Leverage: They didn't dump each other when one became more famous than the other.
  2. Confidentiality is Queen: Despite being in the spotlight, you never hear leaks about their private conversations.
  3. Mutual Growth: They support each other's pivots. Serena supported Kim's transition from stylist to mogul; Kim supported Serena's transition from the court to venture capital.

Honestly, it’s refreshing. In a world of "clout chasing," Serena Williams and Kim Kardashian are a reminder that sometimes the person who organized your closet 20 years ago might just be the person who stands by you at your wedding.


Next Steps for Your Own Network

  • Audit your inner circle: Look for people who knew you before your current "success." Those are often your most honest advisors.
  • Practice radical loyalty: Like Serena and Kim, keep your friends' secrets as if they were your own. Trust is the foundation of any long-term partnership.
  • Mix business with friendship (carefully): The NikeSKIMS collaboration worked because it was built on decades of mutual respect, not a quick cash grab. Only partner with friends if your values truly align.