Leonardo DiCaprio’s Girlfriends And Lovers

Leonardo Wilhelm DiCaprio (/dᵻˈkæpri.oʊ/; born November 11, 1974) is an American actor, film producer, and environmental activist. DiCaprio began his career by appearing in television commercials in the early 1990s, after which he had recurring roles in various television series such as the soap opera Santa Barbara and the sitcom Growing Pains. He began his film career by starring as Josh in Critters 3 (1991). He starred in the film adaptation of the memoir This Boy’s Life (1993), and was praised for his supporting role in What’s Eating Gilbert Grape (1993). He gained public recognition with leading roles in The Basketball Diaries (1995) and the romantic drama Romeo + Juliet (1996), before achieving international fame with James Cameron’s epic romance Titanic (1997), which became the highest-grossing film of all time until Cameron’s science fiction film Avatar (2009) overtook it.

Leonardo DiCaprio Celebrates Birthday on Vacation with Nina Agdal
Since 2000, DiCaprio has received critical acclaim for his work in a wide range of film genres. DiCaprio’s subsequent films include The Man in the Iron Mask (1998), the biographical crime drama Catch Me If You Can (2002), and the epic historical drama Gangs of New York (2002), which marked his first of many collaborations with director Martin Scorsese. He was acclaimed for his performances in the political war thriller Blood Diamond (2006), the neo-noir crime drama The Departed (2006), the espionage thriller Body of Lies (2008), the drama Revolutionary Road (2008), the psychological thriller Shutter Island (2010), the science fiction thriller Inception (2010), the biographical film J. Edgar (2011), the western Django Unchained (2012), and the period drama The Great Gatsby (2013).

DiCaprio’s portrayals of Howard Hughes in The Aviator (2004) and Hugh Glass in The Revenant (2015) won him the Golden Globe Award for Best Actor – Motion Picture Drama, and his role as Jordan Belfort in The Wolf of Wall Street (2013) won him the award for Best Actor – Motion Picture Musical or Comedy. He also won his first Academy Award and BAFTA Award for his performance in The Revenant. DiCaprio is the founder of his own production company, Appian Way Productions.

According to a 1998 gossip item in The London Sun, Leo dumped the model—his very first!—after a “night of love” she found disappointing.

(They had been seen “canoodling around New York” in 1994, People reports.) Bridget told New York Magazine in 1998 that “nothing happened” between them.

According to The Sun, after an 18-year-old Brittany Daniel (of Sweet Valley High fame)

seduced Leo on-screen in The Basketball Diaries, they dated off-screen in 1994.

Leo’s 1995 rumored fling with Naomi Campbell reportedly fizzled fast, but they became good friends.

More than 20 years later, they still get together to look hot on vacation, save Russian tigers, and photobomb 50 Cent.

Kristen Zang, a model who dated Leo for two years (1996-1998), accompanied the actor to the premiere of Romeo + Juilet.

Although a source told The New York Daily News that Kristen was “the love of his life,” she dumped him because of his immaturity and “posse of young model-hounds.”

Leo and Victoria’s Secret model

Helena Christensen “partied” together post-Titanic release.

Another one of Leo’s party friends was Natasha Henstridge, a model-turned-actress whose big break was playing the lead in Species.

They reportedly had a fling in 1997.

As tabloid legend goes, Leonardo saw Amber in a magazine and had his reps track her down.

They reportedly briefly dated in 1998.

The daughter of singer John Phillips, Bijou dated Leo in 1998. He hooked her up with her first big Hollywood connection, director James Toback, who cast Bijou in his film Black and White.

Photo by Ellen Von Unwerth 1997
Things ended with Leo, and she moved on to costar Elijah Wood.

Kate Winslet
Kate Winslet and Leo both experienced the mania surrounding Titanic in 1997 and it made them incredibly close. The actress says the secret behind their friendship is because they never hooked-up and that Leo always saw her as “one of the boys”.

The actor too, has nothing but praise for the actress, saying: “I cried on her shoulder many times as we found the demands of filming under the director James Cameron so tough.
We have never not been friends since that time. I speak to her all the time. But friends – not lovers.”

Leo reportedly dated Victoria’s Secret model Eva Herzigova in 1998. Their month-long affair was unconfirmed, perhaps because Herzigova was married to Bon Jovi drummer Tico Torres at the time.

Eva Herzigova catwalks naked by CulturePub

Claire Danes arrives at the 65th Primetime Emmy Awards at Nokia Theatre on Sunday Sept. 22, 2013, in Los Angeles. (Photo by John Shearer/Invision for Academy of Television Arts & Sciences/AP Images)

Claire Danes
Claire Danes was famously Juliet to Leo’s Romeo so we HAD to include her in his ladies list. While their on-screen chemistry might have left us teary-eyed, the actors apparently didn’t get on so well off-screen. Rumour has it that Claire found a 22-year-old Leo “very immature” and the pair would ignore each other between takes.

Claire surmised that maybe they doth protest too much. “There was definitely a spark, but I don’t think either of us knew how to handle it. So, we sometimes sort of ignored each other. It was too big for us to really accept.”

Before Tom Brady, Gisele Bündchen dated Leo for five years, but ended it in 2005.

“We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best,” she told Access Hollywood in 2009.

Leo moved on to another Victoria’s

Secret model, Bar Refaeli, who shared his passion for activism.

They dated on-and-off from 2005-2011, with one six-month break in between.

During that six-month break with Bar in 2009, Leo vacationed and “wooed”

Russian Victoria’s Secret model Anne V in Ibiza.

Leo’s 2011 whirlwind romance with Blake Lively started out with domestic bliss. She baked for him—”Leo’s never dated a girl who can cook,”

a source told Us Weekly at the time. “And he’s smitten!” But it ended after just five months. Then Blake found Ryan Reynolds, and Leo found more models.

Alyce Crawford
Post-Blake Lively, Leo was rumoured to have hooked up with Alyce Crawford.

The Australian swimwear model was linked to Leo in 2011 when he was Down Under filming The Great Gatsby.

After Leo’s breakup with Blake, the actor was rumored to have briefly dated model Madalina Ghenea.

They met while he was shooting The Great Gatsby in Australia.

After dating for over a year (starting in May 2013), Leo and

23-year-old Victoria’s Secret model Toni Garrn broke up in 2014. Tabloids claimed Leo being seen leaving a Miami nightclub with 20 women contributed to the split.

Leo dated Victoria’s Secret model Erin Heatherton for 10 months in

2012 until “crazy schedules” dragged them apart.

Leo began dating Kelly Rohrbach, a former prep schooler, D1 golfer, Georgetown University grad, and yes, Sports Illustrated model, in the spring of 2015.

In June, they were kissing on Citi Bikes. There were even rumors of an engagement! But Kelly and Leo didn’t last: by the beginning of 2016, they had broken up.

Leo and Rihanna apparently shared a “flirtatious” night in a Paris club in January, though tabloids reported the two had a fling going on long before.

They were rumored to be dating in February 2015. Rihanna denied it then—she was too busy to date anyone—but said if she had the time, her guy “would have to be man enough to live with my schedule and not get scared.” …Leo?

At the BAFTAs , Leo reportedly “plucked” Irish TV presenter Laura Whitmore out of an after-party crowd and was “all over her.”

(One source said he even invited her back to his hotel room.) Laura coyly addressed the rumor in Hello!, telling the outlet, “everyone was just having fun–there was a lot of dancing.”

Leo was photographed leaving Justin Bieber’s Purpose tour after party with the 23-year-old Ford model in early May—though it’s unclear if/for how long they’ve been dating.

Victoria’s set to make her Cannes debut this week though, maybe even with Leo.

Leo’s Mum
Here’s one lady who’s always been in Leo’s life – his mum, Irmelin. Leo’s parents divorced when he was a year old and he mostly lived with his mum, who is German, throughout his childhood. Nowadays, Irmelin regularly accompanies her son to red carpet events, and has been to the Golden Globes and the Oscars.

At the 2016 BAFTAs, Leo made a speech about his mum when he won Best Actor for The Revenant.
“One person without whom I wouldn’t be here today is my mother, and today is her birthday,” said Leo. “I did not grow up in privilege, I grew up in a very rough neighbourhood, and this person drove me three hours every day to show me a better life.​”

Nina Adgal
Danish model Nina Agdal first caught Leonardo DiCaprio’s eye back in 2014 and then they reconnected in the summer of 2016 and have been spotted enjoying a number of holidays together ever since. Is she The One?

He may finally have his Oscar win, but if you ask Kate Winslet, there’s still one BIG thing missing from Leonardo DiCaprio’s life: a wife and kids! A source tells HollywoodLife.com EXCLUSIVELY that Kate believes Leo would make an amazing dad and is now pushing him to get married once and for all. Um, where do we sign up?!

Clip to Evernote
This entry was posted in Beautiful Women, Couples, Eye Candy, Lesbians, Profiles, SEXY, Stars, Videos. Bookmark the permalink.