Harry Styles Conquers Love at 31 with His Quirky Style – But His Romance with 36-Year-Old Zoë Kravitz Is the Shock That Has Hollywood in Uproar

Harry Styles is 31. He’s one of the most recognizable pop stars of the modern era, an ex-boyband member turned solo superstar, and a fashion icon whose bold wardrobe choices have made headlines across the globe. But while his music career and gender-fluid fashion are often at the center of conversation, another thread runs through his personal life that fans can’t stop talking about: Harry’s undeniable attraction to older women — and their fascination with his style.

As news of his new romance with actress Zoe Kravitz, 36, begins to spread, it becomes clear that history is once again repeating itself. Fans aren’t just talking about their age gap — a modest five years — but the fact that Zoe, like many of Harry’s past girlfriends, seems to have already been influenced by his distinctive wardrobe. And this isn’t just gossip: the photographic evidence is piling up.

Harry Styles and Zoe Kravitz: The Unexpected Couple Everyone’s Talking About

Reports first broke that Styles and Kravitz had been seen together in London, sharing an intimate kiss in a cozy restaurant. Days later, the pair was spotted again, this time in Rome, strolling together in the Italian capital as if their romance was already something serious. For Harry’s fans, the pairing makes perfect sense. Zoe is cool, edgy, and fashion-forward, everything Harry seems to admire in a woman. A source close to the singer even claimed: “Zoe is just Harry’s type. She’s clever, ambitious, and stylish. They really connect.”

What set social media on fire, however, wasn’t just the relationship reveal but Zoe’s most recent outfit choice in New York City. Stepping out for promo duties ahead of her movie premiere, Zoe was photographed wearing a black suit with a crisp white shirt and oversized collar. For longtime Harry fans, the look was instantly familiar: it was eerily similar to a Gucci ensemble Harry famously wore in 2022. Within hours, photos comparing the two outfits went viral. Was Zoe subtly signaling her connection to her new man by borrowing his look? The internet seems to think so.

Harry’s History of Dating Older Women

Harry’s attraction to older women has been public knowledge since the early days of his career. In 2011, when he was just 17 years old, he made headlines for dating television presenter Caroline Flack, who was in her 30s. Though short-lived, the relationship set the tone for what would become a decade-long pattern.

In 2013, Styles’ name was linked to Nicole Scherzinger, then 35, while Harry was just 19. Later, he was connected to Erin Foster (12 years older), reportedly introduced to her by Kimberly Stewart — another one of his flings.

The list doesn’t stop there. Harry has been romantically linked to Camille Rowe (35), Tess Ward (35), Sara Sampaio (35), Kiko Mizuhara (34), Georgia Fowler (33), and Olivia Wilde (10 years older). Even his on-again-off-again romance with Kendall Jenner — while not age-gapped — still played into the same dynamic of glamorous women drawing inspiration from Harry’s effortlessly bold sense of style.

And that’s where the conversation becomes fascinating: not only does Harry date older women, but time and again, they end up mimicking his wardrobe.

The Style Effect: How Harry’s Lovers Borrow His Fashion

Harry Styles isn’t just a pop star — he’s a style influencer in the truest sense. His wardrobe choices, from flamboyant floral blouses to double-denim ensembles, often spark fashion debates online. But what’s striking is how often his girlfriends and rumored lovers have been spotted wearing versions of his looks.

• Olivia Wilde, during their time together, matched Harry’s aesthetic multiple times. On a trip to Italy in 2021, both were seen in ripped denim and casual white tops. Later, they even coordinated white hoodies on the set of Don’t Worry Darling.

• Kendall Jenner recreated several of Harry’s iconic looks. One standout was a v-neck white top with skin-tight black trousers, a direct nod to Harry’s preferred silhouette. She also echoed his casual flannel-and-jeans combo during a period when Harry was practically synonymous with the look.

• Tess Ward, in 2017, attended the Audi Polo Challenge in a floral blouse under a black blazer. The outfit was nearly identical to Harry’s earlier Gucci shirt ensemble, down to the accessories.

• Georgia Fowler, in 2024, walked into a Tommy Hilfiger fashion show dressed in bright double denim. Fans quickly compared it to Harry’s darker denim outfit from the 2019 Jingle Bell Ball.

It’s not just imitation — it’s a pattern. Harry’s lovers don’t just admire his style; they integrate it into their own wardrobes, consciously or subconsciously reflecting the fashion energy he brings into the relationship.

Why Older Women? The Psychology Behind Harry’s Choices

Harry himself has spoken candidly about his type. “I love a bit of cheek,” he once said, admitting that personality matters more to him than appearance. He also clarified that he has no preference for blondes or brunettes, dismissing the idea that hair color determines attraction. What he can’t stand, however, is a “bad attitude.”

This openness might explain why he’s consistently drawn to women who are older, established, and confident in their own skin. They’re independent, successful, and often already icons in their fields — whether it’s acting, modeling, or music. To Harry, they represent the depth and edge he craves. To them, he’s the young, creative star with charisma and fashion-forward thinking. It’s a magnetic balance.

Zoe Kravitz: The Perfect Match?

So, is Zoe Kravitz the woman who finally gets Harry Styles to settle down? That’s the million-dollar question fans are asking. Zoe has her own reputation as a style chameleon, someone equally comfortable rocking vintage chic or high-fashion runway looks. She’s edgy, intellectual, and has a Hollywood pedigree as the daughter of Lenny Kravitz and Lisa Bonet.

Already, Zoe has proven she’s not afraid to embrace Harry’s signature look. The oversized collar suit she wore in New York was practically a statement of intent — a way of saying she’s not only dating Harry Styles but is already syncing with his wardrobe language.

Sources close to Harry suggest this relationship could be different. “They’re well matched. Both are ambitious, both are stylish, and both know what it’s like to live under the microscope of fame,” an insider explained.

The Endless Fascination with Harry’s Love Life

From Caroline Flack to Olivia Wilde and now Zoe Kravitz, Harry’s love life has been under public scrutiny for more than a decade. Fans are obsessed not only with who he dates but how his partners seem to evolve during the relationship. His influence is so visible that it has become part of the Harry Styles brand.

It’s also worth noting that Harry has remained respectful about his partners. He rarely comments directly on relationships, preferring to keep things private while letting his music and fashion choices do the talking. Still, when images of him kissing Ella Kenny at Glastonbury surfaced earlier this year, fans immediately speculated about whether Harry had moved on. Clearly, that wasn’t the case.

With Zoe now in the picture, the narrative has shifted once again — and it’s one that could redefine Harry’s dating history.

Conclusion: A Love Story Written in Fashion

If history tells us anything, it’s that Harry Styles’ relationships are never just about romance. They’re cultural moments that ripple through social media, celebrity gossip, and fashion circles. His attraction to older women isn’t merely a dating pattern; it’s part of the persona that makes Harry so endlessly fascinating.

With Zoe Kravitz already channeling his wardrobe, this new relationship feels like the natural continuation of a story Harry has been telling for years: love, style, and self-expression, all intertwined. Whether or not Zoe becomes the woman he finally settles down with, one thing is clear — Harry Styles doesn’t just date women, he influences them. And fans will be watching every outfit, every public appearance, and every whisper of romance along the way.