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- Bridget Hall (1994) Leo had his first public relationship with supermodel Bridget Hall. The two were spotted canoodling in 1994 when they were just teens, though neither ever confirmed the relationship.
- Naomi Campbell (1995) Naomi Campbell is arguably the biggest name on the list of models Leo dated in the ‘90s. Their relationship, however, was as fabled as it was brief.
- Kristen Zang (1996 to 1997) A year after breaking up with Naomi, Leo started seeing actress and model Kristen Zang. The two were madly in love and had a lot of common friends, like one big happy family.
- Amber Valletta (1997) In the colourful saga of Leonardo DiCaprio’s dating history, the chapter on Amber Valletta unfolds in three parts: Leo glimpsed Amber in a magazine, was immediately smitten, and a brief affair followed.
- Bridget Hall. This supermodel was Leo’s first public girlfriend back in 1994.
- Naomi Campbell. The pair reportedly had a fling in 1995.
- Helena Christensen. Leo was spotted with the OG Victoria’s Secret model at a number of parties in 1997 after her breakup with INXS frontman Michael Hutchence.
- Kristen Zang. Rumoured to be ‘The One That Got Away’, Leo took this model to the Romeo + Juliet premiere in 1996, but the two had broken up by the time Titanic was released.
May 18, 2024 · How long have Leonardo DiCaprio and Vittoria Ceretti been together? The rumored couple reportedly met during the premiere for Killers of the Flower Moon at the 2023 Cannes Film Festival in May.
Feb 6, 2023 · The graph suggests that DiCaprio’s oldest girlfriends have been 25 years old or younger. Aside from Morrone, he dated Bar Refaeli until 2010, the year she turned 25. The actor also briefly...
- Seren Morris
Feb 22, 2024 · Leonardo DiCaprio and Kristen Zang in 1996. Steve Granitz / WireImage. Model and actor Kristen Zang dated DiCaprio between 1995 and 1999 after meeting through some mutual friends. In 2022, she ...
- Chrissy Callahan
Sep 6, 2023 · Morrone was 20 at the time, and they dated for five years. In August 2022, Morrone and DiCaprio split up, which naturally revived the theory that Leo only dates women under the age of 25. Of course, that’s a little convoluted considering the current rumours around the actor and 27-year-old Hadid.
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Aug 31, 2022 · DiCaprio dated Camila Morrone, now 25, from around 2018 until 2022. In keeping with tradition, they kept a low profile throughout the relationship.
