Exploring Leonardo DiCaprio’s long list of model girlfriends

It’s a list to rival its IMDB, and it’s a list notorious for being, well, fairly young. Take a look at the long list of Leonardo DiCaprio’s (short-lived) relationships with one stunning woman after another.

Models upon models seem to be Leo’s type, especially when they’re under 25. Apparently he is broke up with actress and model Camila Morrone just weeks after her 25th birthday. But let’s see how these series dates began…

Bridget Hall

Photo by Jim Spellman/WireImage

Apparently, according to Bridget, “nothing happened between them” in 1998, but the pair were spotted kissing in New York in 1994. With only three years between them, their relationship has one of the smaller age gaps on Leonardo’s relationship resume. His first model, but certainly not his last…

Brittany Daniel

Photo by John Lamparski/WireImage

Leo slowly goes down the alphabet and dates Brittany in 1994. His co-star on The Basketball Diaries, he and Brittany dated both off and on screen.

Naomi Campbell

Photo by Konstantin Zavrazhin/TCF/Getty Images

Now friends are better than partners, the two dated briefly in 1995. However, nearly 30 years into their relationship, the two often vacation together, proving how successful it is to be friends with your ex.

Kristen Zan

Photo by SGranitz/WireImage

She may have accompanied him to the premiere of Romeo & Juliet, but their love was not to last. Apparently, Kristen left him because of his immature behavior and tendency to surround himself with young models. Some things never change, right?

Bijou Phillips

Photo by Paul Archuleta/FilmMagic

lion and bijou; their love was not true. Leo, who began dating in 1998, linked her to James Toback, who cast her in black and white. However, she left him and dated Elijah Wood, the star of The Lord of the Rings.

Gisele Bundchen

Photo by SGranitz/WireImage

They were together for five years and she told it vanity fair she ‘wishes him the best.’ In her book Lessons: My Path to a Meaningful Life, she hints at his inability to change or grow. as the reason for their separation.

Bar Raffaeli

Photo by Marco Mantovani/Getty Images

Leo dated the Victoria’s Secret model for six years. The two shared a passion for activism, but unfortunately the relationship didn’t last.

Blake Lively

Photo by Gotham/GC Images

They only dated briefly before joining now-husband Ryan Reynolds, but the summer of 2011 was all about Blake and Leo.

Erin Heatherton

Photo by Noam Galai/Getty Images for Global Citizen

The model and Leo, who dated less than a year, split due to their ‘crazy schedules.

Toni Garn

Photo by Edward Berthelot/GC Images

Another Victoria’s Secret model for Leo. The two dated for more than a year in 2013 and briefly reconciled in 2017.


Photo by Jesse Grant/Getty Images for Best Events

While not primarily a model, Rihanna certainly has the looks. The singer apparently had a flirtatious moment with the actor back in 2016 and was rumored to have been dating him since February 2015. However, Rihanna denies the whole thing.

Nina Agdal

Photo by Daniele Venturelli/Getty Images for amfAR

You guessed it, a different model. Nina and Leo were together for less than a year in 2016. The two are apparently still friends.

Camila Morrone

Photo by Axelle/Bauer-Griffin/FilmMagic

Last (for now), but not last – Camilla Morrone. The two had their biggest age difference to date of over 20 years. However, the two appeared to last about five years (they were first linked in 2017). Allegedly, Leo’s unspoken “25 and out” rule, which only just broke up, may have struck again.

In other news, who is Meg Donnelly dating? All about her boyfriend Noah Zulfikar

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Brian Ashcraft

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