Romance in the Spotlight: Here's the Truth About Winnie Harlow's Love Story

The Breakdown: Winnie Harlow, known for redefining beauty standards, has kept her dating life real and drama-free. From rumored romances with celebrities like Lewis Hamilton and Wiz Khalifa to her recent engagement to Kyle Kuzma, Winnie embraces love out loud. Her journey proves that staying true to yourself leads to meaningful connections.

Winnie Harlow, a Canadian model, advocate, and spokesperson for vitiligo, continues to redefine society's expectations of beauty. She rose to fame as a contestant on the 21st cycle of America’s Next Top Model in 2014. Outside of the runway and her advocacy work, Winnie enjoys living her best life. In this article, we’ll take a closer look at Winnie Harlow’s dating history and explore her relationships over the years.

Winnie Harlow and Lewis Hamilton were dating for about a year. Although they were spotted together on several occasions, they never confirmed an official relationship. Their first public appearance was at the GQ Men of the Year Awards, followed by multiple sightings at fashion events and galas. In 2016, Lewis clarified on The Ellen DeGeneres Show that they were not dating. However, they continued to be seen together at various events and vacationing abroad in places like Cannes, Monaco, and more.

Winnie Harlow and rapper Wiz Khalifa didn’t have an official start date for their relationship. Rumors of their romance began circulating in the summer of 2018. A few months later, in October, they made their relationship Instagram official after attending a Lakers game. There was no announcement or indication of when the two broke up, but some time later, Wiz Khalifa was seen with a new woman.

Rumors about Winnie Harlow and Maluma began after the two were seen flirting on Instagram, sparking assumptions that they were dating. They were spotted together in New York City dining out and were later seen attending a Dior show together. However, both referred to each other as close friends and nothing more.

It was night love at first DM with these two. Kyle Kuzma reached out to Winnie on social media, but she didn’t see it — a year later, the two connected and started talking. By June 2020, these two were love birds and sealed the deal by making their relationship Instagram official. The two have been public about their relationship from the beginning. They have been spotted together many times. They celebrated their first anniversary in 2021. Two years later, Winnie got a tattoo of Kyle’s name. In February of 2025, the two got engaged on Valentine’s Day.

Winnie Harlow is a lover girl, and we’re here for it. She has never shied away from being loved openly, whether the relationship was confirmed or not. Winnie has always stayed out of drama when it comes to dating. It’s been beautiful to explore Winnie Harlow’s dating history, leading up to her recent engagement to Kyle Kuzma. Her journey is a reminder that there is hope for love when you embrace your authentic self.