For the most part, Olivia seems to prefer keeping her dating life relatively private these days. That being said, the public got a glimpse of her new(ish) boyfriend Tucker Roberts back in late 2019 when she brought him to a Halloween party at a friend’s house, not realizing there would be Getty photographers there.
“I went to my girlfriend’s Halloween party. Did not know there would be a photographer there, and did not know that photographer was a Getty photographer,” she told Entertainment Tonight. “I thought it was just her photographer for her house. I had no idea.” By that point, Olivia and Tucker had been a rumored couple for about a year before the Halloween party, but she still hadn’t made their relationship public — she doesn’t post about him very often now, either.
In November of last year, Olivia said she is perfectly content with her life now but is also open to things changing in the future. “I’ve really come to a realization with myself that I’m already in my happily ever after. And if I want to have kids or want to get married then I’ll do that, but it has to add to my life, you know? Everything has to add to my life.”