As a highly sought-after A-list actress, Olivia Wilde can have her pick of Hollywood's most notable men - and all of her romances make headlines. Prior to her rise to fame, Wilde was married to Italian-American filmmaker Tao Ruspoli when she was just 19 years old. Following their 2011 split, the actress was romantically linked to several big names in Hollywood, including Ryan Gosling. However, it was her relationship with Jason Sudeikis, with whom she shares two children, that captivated fans for nearly a decade. Since they parted ways in 2020, calling off their engagement, Wilde has been spotted with the likes of Harry Styles and art dealer Caspar Jopling. Scroll down to explore Wilde's dating history through the years: