If it feels like every few months, Leonardo DiCaprio is dating a new supermodel — it’s because that’s pretty much the case. In September 2022, Leo was first linked to Gigi Hadid, marking a 20-year age difference. Leo and Gigi have continued to fuel dating rumors, following his split from Camila Morrone in August 2022. All in all, Leo DiCaprio has dated a lot of young, gorgeous women.
In the last decade years alone, Leo has been linked to at least a dozen different models. For instance, before Tom Brady and Gisele Bundchen were married for 13 years, she dated Leo! And let us not forget that back in 2011, Blake Lively and the Titanic star were romantically involved together. But that’s just the tip of the iceberg (all puns intended). Check out Leo’s past loves below!
Bridget Hall marks the first in a long line of supermodels linked with Leo. The two were first romantically connected in 1994, just as his career was starting to take off. However, she told New York magazine that “nothing happened” between them. Her modeling agent also shot down talk of their romance, per E! News: “I remember him. He was such a twitty little guy. They were friends, this is so so not true.”
Kristen Zang – an actress whose career included parts in All My Friends Are Cowboys and the 2000 movie Love & Sex – was involved with Leo for roughly two years in the mid-’90s. He brought her to the 1996 premiere of Romeo + Juliet, but they eventually called it quits in 1998. The rumor is that she dumped him due to his immaturity at the time, per the New York Daily News.
The story in Leo lore is that after Titanic made him a worldwide superstar in 1998, DiCaprio allegedly saw Amber Valletta in a magazine. As the story goes, he was so smitten with her that he had his reps track her down. The two had a reported fling that year, per Pop Sugar.
Another supermodel that Leo was romantically linked to was Naomi Campbell. She and Leo supposedly had a brief romantic rendezvous after Titanic’s success, per Us Weekly. Afterward, the two managed to stay close friends.
From 2000 to 2005, Gisele Bündchen and Leo were the it couple. The two accompanied each other to high-profile events. Gisele accompanied him to the 2005 Academy Awards, turning heads as they walked across the red carpet. As to why Gisele decided to walk away in 2005 – she touched upon it in her book, Lessons: My Path to a Meaningful Life, and in an essay for Porter magazine.
