Olivia Wilde and her ex-fiancé, Jason Sudeikis, were recently seen together in Los Angeles, marking their first public reunion in a while. The sighting comes just days after reports surfaced that Wilde is now romantically involved with actor Dane DiLiegro.
For the outing, the Don’t Worry Darling actress kept things stylish yet casual, wearing a pair of jeans with a classic white shirt, layered under a brown blazer. She accessorized with a matching handbag and sunglasses. Meanwhile, Sudeikis opted for a laid-back look, sporting a grey hoodie, green trousers, a cap, and a green backpack.
Speculation about Wilde’s relationship with DiLiegro began after the two were spotted looking cozy during the Los Angeles Lakers vs. Boston Celtics game on January 23. Shortly after, insiders told The Daily Mail that Wilde is quite taken with the former basketball player-turned-actor, describing him as “incredibly attractive.”
The source further revealed that Wilde and DiLiegro share several common interests, particularly their love for sports, and that she enjoys spending time with him. They added that DiLiegro is not only passionate but also knows how to treat a woman well, never hesitating to show affection toward Wilde in public.
Wilde and Sudeikis, who were together for nearly a decade, ended their engagement in 2020. However, their split turned contentious in the years that followed, culminating in a heated custody battle over their two children—Otis, 10, and Daisy, 8. The legal dispute was finally resolved in 2023.
Despite the challenges, Wilde has previously spoken about how the separation has shaped her relationship with her kids. During a 2022 appearance on The Kelly Clarkson Show, she reflected on how the breakup led to meaningful conversations with Otis and Daisy about emotions, happiness, and the true meaning of family. She emphasized that her children’s well-being remains her top priority, saying that as long as they are happy and healthy, she’s at peace with everything else.