Leonardo DiCaprio Ex-Girlfriends: Where Are They Now?

Titanic star Leonardo DiCaprio burst onto the scene as a young teenager after his breakthrough role in What’s Eating Gilbert Grape? While the 48-year-old actor has never settled down, he has spent the last three decades dating some of the most stunning young women in Hollywood, including Blake Lively and Gisele Bündchen.

Deal of the Day

Only $12! — (And No One Will Know They Aren’t Designer) View Deal

But where are all of Leo’s ladies now? Keep scrolling for updates on his ex-girlfriends.

Have a tip? Send it to us! Email In Touch at contact@intouchweekly.com.

Gisele Bundchen

For nearly six years in her early 20s, the Brazilian bombshell was Leo’s girl — he even took her to the 2005 Oscars! Single again after divorcing football great Tom Brady last October, the mom of two has no regrets. “We were just not meant to be boyfriend and girlfriend,” she’s said of Leo. “But I respect him enormously, and I wish him nothing but the best.”

Nina Agdal

The Danish beauty, who dated the Aviator star at age 24 in 2016 is currently in the middle of a feud between her fiancé, YouTuber turned fighter Logan Paul and MMA fighter Dillon Danis. As part of his smack-talking — and despite a restraining order — Dillon has been trolling Logan by posting NSFW pics of Nina on social media and claiming she has a sketchy past.

Bijou Phillips

Just 18 while they dated in 1998, Bijou got a leg up from Leo when he introduced her to director James Toback, who cast her in 1999’s Black and White. After splitting from Leo, she went on to date Sean Lennon and wed Danny Masterson in 2011. The mom of one just filed for divorce after the That ’70s Show actor was sentenced to 30 years in prison for rape.

Blake Lively

At 24, Blake was just gaining fame on Gossip Girl when the pair were, um, spotted on a romantic getaway to Europe in 2011. Now married to Ryan Reynolds and a mom of four, Blake hinted at what may have gone wrong with Leo the lothario back in the day, telling Elle, “I’d rather be by myself than be spending any time or energy on somebody that I didn’t feel sure about.”

Amber Valletta

Was it him? In 1998 — the year the model/actress dated Leo, then 24 — the then-25-year-old decided to get sober after fighting addiction since age 8. “I want to be the person I aspire to be,” she later said. “I don’t want to talk it, I want to live it.” She went on to wed Olympic volleyball player Chip McCaw, the father of her son Auden, in 2003. They split in 2015