Williams and actor Taylour Paige first sparked dating rumors when they were spotted being chummy at the Sundance Film Festival in January 2019. That May, the two attended the Frieze art show in NYC and confirmed their budding romance and further solidified their romance when they made their red carpet debut at the Ozwald Boateng Harlem runway show later that month.
Interestingly, Williams and the "Zola" star had already worked together long before they began dating when Paige appeared on "Grey's Anatomy" in 2016. In a joint February 2021 interview with GQ, the lovebirds spilled many swoon-worthy details about their relationship. The 31-year-old actress recounted their first rom-com-worthy meetup at the Emmys party, saying, "I had a dream that I was sleeping next to him . . . It was just like, 'There he is.' Almost like, 'Where have you been?'"
The duo also opened up about their polar-opposite personalities and how that strengthened their bond. "Jesse can be very literal — facts, facts, facts," the "Hit the Floor" actor shared. "We came from very different worlds. She's very feminine and into spiritual planes, astrology. I'm very practical, fact-based, and masculine," Williams added.
"I was having a wild, unfamiliar, uncomfortable experience because it was all just happening in a very spiritual way — a way that's not how I usually arrange things in my life. But I'd been going through a lot of transitions in life, and I had deliberately positioned myself to be open to saying yes, to be available to whatever, more than I had in the past. I don't often let things happen to me. But because I had decided I was going to be open, I didn't pull the brake like I normally would. I didn't try to control, or position, or take a breath, and I just went along for the ride, as scary as that was and has been," Williams said.
After more than two years together, Williams and Paige reportedly broke up sometime around mid-2021, as their joint appearances in public and social media dwindled. The pair even stopped following one another on Instagram and deleted their pictures together at some point, seemingly confirming their split.