Olivia Culpo has changed significantly since she first made Nick Jonas “jealous.” The vocalist of the Jonas Brothers dated the former Miss Universe for about two years, during which time Culpo inspired Jonas to write his popular song.
Culpo was linked to several high-profile athletes after her breakup with Jonas until finding true love with San Francisco 49ers running back Christian McCaffrey, with whom she has been dating since 2019.
Despite finding contentment, Culpo makes a suggestion in her TLC reality series The Culpo Sisters that her romantic life wasn’t always ideal.
“I worry all the time about the future. I always thought by 30 I would be married [and] I’d have kids,” she said. “I was with somebody that did really horrible, horrible things. I was made to feel like a less-than human in every sense of the word. I’ve never talked about it before.”
She did, however, say that her history has made her appreciate her current connection with McCaffrey, as she told PEOPLE StyleWatch for her November 2022 cover.
“I think every single relationship teaches you so much about yourself, and I definitely have an appreciation for my relationship now that I would never have because of all of my past experiences, so you have to be grateful for the rough s—,” she said. Culpo said on Instagram that she and McCaffrey recently got engaged in April 2023.
Here’s a look back at Olivia Culpo’s love life, from her alleged hookups to her committed relationships.