Jared Leto's Long List of Rumored Ex-Lovers Includes Cameron Diaz, Katy Perry, and Miley Cyrus

Leto and Ashley Olsen seemed to have had an on-off friends with benefits sort of thing over the years; they were first linked in 2005 after being spotted on a date in LA but came back together in 2008 when they were seen holding hands and "making out" at the Art of Elysium Gala in LA, per The Huffington Post. An eyewitness told Us Weekly at the time that they "looked like a couple," but a source close to Olsen insisted they were just friends. Cut to 2011, and the "friends" were reportedly seen enjoying a "very flirtatious meal" at the Polo Lounge in Beverly Hills, per the New York Daily News.

Ultimately, Olsen reportedly tied the knot with Louis Eisner in January 2023.