Since expanding her career, Winnie has been involved in several dating rumors with A-listers. In 2019, her fans believed she was dating singer Maluma after they exchanged flirty comments on Instagram, per Page Six. Winnie also turned heads when she and Wiz Khalifa sparked romance rumors after the rapper posted a photo of them snuggled up on his account. Eventually, though, the couple parted ways in 2019.

After her split from Wiz, Winnie began dating Kyle Kuzma. In an interview with Stephen “Twitch” Boss on The Ellen DeGeneres Show, she said the NBA star DM’d her a year before she responded. However, the pair became inseparable once they connected while quarantined due to the pandemic.

One month into the relationship, Winnie moved to L.A. to be closer to her newfound love, who played for the Los Angeles Lakers at the time. In July 2020, the supermodel reflected on the couple’s progress and new life together.

“Happy birthday @kuz," Winnie captioned under a photo of her kissing Kyle. “Blessed to know your beautiful heart and soul. Endless hours of quarantine FaceTimes, and now I’m hooked. Thank you for helping me step out of my comfort zone, then making me comfortable outside of my comfort zone. Thank you for making me smile every day, wiping my tears, and pushing me to be my best. Thank you for your energy, king; it’s only up from here, lol. I love you, babe. Have an amazing day today, and kill it at work, young lion.”