Lewis Hamilton & Anna Wintour’s Stylish Friendship

Hey there, F1 fashion enthusiasts! Every now and again we take a break from the fashionably fabulous women of F1 to take a deep dive into different topics – and today, that is one of the most unexpected cross-over friendships of all-time; that of legendary Vogue editor Anna Wintour and seven-time F1 Champion Lewis Hamilton.

In the world of unexpected celebrity friendships – we’re looking at you, Snoop and Martha – few duos are as delightfully unconventional as Lewis Hamilton and Anna Wintour. One is a seven-time Formula 1 champion, known for his need for speed and bold fashion choices. The other is the unofficial Queen of couture, feared and revered in equal measure, with sunglasses permanently affixed like a fashion-forward superhero. Somehow, between high-octane race tracks and front-row fashion shows, the two forged a friendship that defies logic but makes total sense… because, really, who else but Anna Wintour could coach Hamilton on the art of making a dramatic entrance, and who better than Hamilton to teach her the thrill of living life in the fast lane?

The Grand Prix of Glamour: How It All Began

It all started at the Met Gala… because of course, it did. If you’re looking for a place where fashion’s elite rub elbows with sports stars, Hollywood royalty, and the occasional TikTok influencer, the Met Gala is the red carpet of red carpets. Back in 2015, Hamilton made his grand debut at the event, stepping into a world where the stakes are just as high as a last-lap overtake.

He later described the experience as “overwhelming, with so much glitz and glamour.” (Honestly, same.) But what started as a wide-eyed introduction to the fashion elite quickly turned into something much more personal – because standing at the helm of it all was Anna Wintour, Vogue’s editor-in-chief and the unofficial queen of all things chic.

Bonding Over Tennis (and Probably an Extensive Collection of Sunglasses)

Beyond their mutual appreciation for bold fashion, Hamilton and Wintour discovered another shared passion: tennis. And not just the casual let’s hit the courts in matching Ralph Lauren polo shirts kind. No, these two are serious about their love for the game.

In 2018, they were spotted together at Wimbledon, looking like the ultimate odd couple in the royal box—one a motorsport icon, the other a fashion powerhouse, both nodding approvingly at each ace and perfectly executed backhand. Fast forward to 2024, and they were once again seen at the US Open, completely engrossed in the match. Hamilton later revealed: “We enjoy watching tennis together. The precision, the power – it’s quite impressive.”

Honestly, imagining these two debating forehand techniques between fashion week appointments is a delightful mental image.

Wintour’s Influence on Hamilton’s Wardrobe (And Maybe Vice Versa?)

Hamilton’s love of fashion is no secret—he doesn’t just show up to races, he arrives. Over the years, his personal style has evolved from standard-issue race suits to avant-garde ensembles that make headlines. From high-end streetwear to bold Valentino looks, Hamilton’s wardrobe screams confidence, and it’s hard not to see Wintour’s influence in his increasingly sophisticated sartorial choices.

Wintour, on the other hand, remains unwavering in her signature style: the bob, the sunglasses, the impeccable Chanel and Prada. (Perhaps Hamilton has suggested a racing jumpsuit-inspired moment for her? We may never know.) What’s certain is that their friendship has elevated Hamilton’s presence in the fashion world, securing his seat at some of the industry’s most exclusive tables.

In February 2024, he attended the British Vogue and Tiffany & Co. Fashion and Film Party alongside Wintour, further cementing his role as both a sports and style icon. Decked out in an all-black Valentino look, Hamilton proved once again that he’s as comfortable on the runway as he is on the racetrack.

A Friendship That’s More Than Just Fashion

But their relationship isn’t just about fashion week and tennis matches. Hamilton and Wintour share a mutual respect for breaking barriers. Wintour, as the ultimate tastemaker, has spent her career championing designers, setting trends, and pushing fashion’s boundaries. Hamilton, meanwhile, has been just as influential in the world of motorsport, using his platform to advocate for diversity, sustainability, and inclusivity.

Together, they embody the idea that style isn’t just about clothing – it’s about confidence, presence, and making a statement. Whether it’s Hamilton challenging traditional ideas of what an F1 driver should look like, or Wintour shaping the future of fashion from behind her ever-present sunglasses, their friendship is a testament to the power of stepping outside of your lane (sometimes quite literally).

And who can debate that Lewis’ foray into the fashion world didn’t help inspire some of his endorsements, like this one from Lululemon?!

The Future of F1’s Most Fashionable Duo

So what’s next for Hamilton and Wintour? More front-row appearances? A potential Vogue cover shoot? A surprise collaboration on a racing-inspired couture collection? (Stranger things have happened… just ask Snoop and Martha.)

What’s clear is that their friendship isn’t just a passing trend. It’s built on mutual admiration, a shared love for the finer things in life, and the undeniable fact that whether you’re on the track or at the Met Gala, the right outfit makes all the difference… and if one day we see Anna Wintour waving a checkered flag at an F1 Grand Prix? Well, we’ll know exactly who to thank (and it isn’t the AI who generated this comical image, either)

For a deeper insight into their relationship, you can watch Lewis Hamilton discuss his friendship with Anna Wintour and his role as a Met Gala co-chair.