Leonardo DiCaprio Dating: Actual Relationship History | Who’s Defending It?

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A Bit About Leonardo DiCaprio

Leonardo Wilhelm DiCaprio is an American actor and film producer. Known for his work as a leading man in biopics and period films, he receives numerous accolades, including an Academy Award, a British Academy Film Award, and three Golden Globe Awards.

Leonardo DiCaprio Quick Facts

Born: November 11, 1974 (age 47 years), Los Angeles, CA
Height: 6′ 0″
Upcoming movie: Killers of the Flower Moon
Parents: George DiCaprio, Irmelin Indenbirken
Awards: Academy Award for Best Actor in a Leading Role
Olga Anne Jacobs, Helene Indenbirken, George Leon DiCaprio, Wilhelm Indenbirken

In 1998: Dicaprio Was Dating Actress Bijou Phillips

She and DiCaprio had a fleeting romance in 1998, according to a 2002 profile of Phillips (daughter of The Mamas and the Papas singer John Phillips).

Leonardo DiCaprio Dating

According to reports, the “What's Eating Gilbert Grape?” actor even assisted Phillips in getting a part in “Black and White” in 1999.

According to Reports: Dicaprio and Eva Herzigova Had a Fling in 1998

Due to Herzigova's marriage to Bon Jovi drummer Tico Torres at the time of their liaison, according to Elle, DiCaprio and Herzigova's affair was never made public.

From 2000 to 2005: Gisele Bündchen Dated Leonardo Dicaprio

As later revealed in a 2009 Vanity Fair feature of Bündchen, the public's interest in her and DiCaprio's romance was almost obsessive. Following their breakup, Bundchen later wed Tom Brady, a football star.

Leonardo DiCaprio Dating

In the 2009 interview, Bundchen remarked of Leo, “He's a great person. We know what we had; we were very young and we developed together in many ways.

Dicaprio Went on to Date Model Bar Refaeli for Several Years

The relationship between the two lasted from 2005 to 2011, with a lengthy hiatus in 2009. DiCaprio was believed to have “wooed” Victoria's Secret model Anne Vyalitsyna after meeting in Spain during the six months they were separated.

After His Breakup With Refaeli in 2011, Dicaprio Had a Brief Affair With Blake Lively

According to several newspapers, the couple was reportedly seen together in hotels nearby and aboard Leonardo DiCaprio's yacht in Cannes.

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After barely a few months of dating, DiCaprio and Lively called it quits. Shortly after, Lively started seeing her future husband, Ryan Reynolds.

Dicaprio Was Photographed With Model Madalina Ghenea Later in 2011

While DiCaprio was filming “The Great Gatsby” in Australia, Ghenea reportedly spent time with him, but their relationship eventually ended.

Erin Heatherton and Dicaprio Dated for 10 Months in 2012

The two split up in October 2012 due to scheduling, claims Us Weekly. According to a source who spoke to the magazine, the couple's “crazy” schedules made it tough to keep their romance going.

In May 2013, Dicaprio Subsequently Started Dating Victoria's Secret Model Toni Garrn

The couple split up in 2014 after a roughly one-year relationship. At the time, it was reported that neither was seeking a committed relationship.

At the time, it was reported that neither was seeking a committed relationship. The actor Alex Pettyfer and the model later became engaged and are set to wed in 2020.

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In July 2021, Garrn and Pettyfer welcomed their daughter Luca.

After Then, the “Titanic” Actor Started Dating Kelly Rohrbach

In the spring of 2015, DiCaprio and the Sports Illustrated model started dating, but by the beginning of 2016, they had broken up.

After Dicaprio and Rihanna Were Sighted Attending an Event Together in 2016, Tabloids Had a Field Day

The “Higher” singer and DiCaprio were supposedly seen together numerous times throughout 2015 and were captured together at an event in April 2016. However, the relationship was never officially acknowledged.

It's unclear if DiCaprio and Rihanna ever had a romantic relationship.

Edel Coffey: in Defence of Leonardo Dicaprio's Dating Habits

“I'm not defending an older man's sexual or relationship choices, but there are ways to make all of the above arguments without publicly insulting and demeaning people.”


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Last week's news about Leonardo DiCaprio's dating practices seemed old-fashioned and obsolete.

Leo's latest romance ended as his partner turned 25.

Supposedly, Leo won't date a lady above 25. A Reddit graphic lists all of his exes' ages to prove it. Leo must break up with his girlfriends before they turn 25 or he will be cursed and transform into a pumpkin, mortal man, or worse. Leo's romance with Argentine model Camila Morrone terminated after she turned 25.

Leo's fondness for young, gorgeous ladies was a joke in 2014 already. Tina Fey introduced Leo at the Golden Globes that year by comparing him to a supermodel's vagina. Ricky Gervais joked at the 2020 Golden Globes, “Leo DiCaprio's date was too old for him by the end of the premiere.” Prince Andrew says, “Come on, mate.”

Amy Schumer said at the Oscars that Leo had done so much for climate change, leaving a ‘cleaner, greener Earth for his… girlfriends' As women's brains mature at 25, they may be the ones ditching Leo, not him.

Our delighted picking over his failed romances sounded cheap and outmoded last week.

What if he only dates women under 25? A woman I know won't date a man with a low wage. Another man won't date ladies under 5'7″. Everybody has quirks. We all have the right to choose our relationships based on personal criteria.

Leo's women seem nice. Probably. His relationships with younger women last years, and he acquired two dogs with Morrone, so he's committed. Were they aware of the risks?

I recommend the Reddit chart. Why are his dating habits a concern? Why do women call him ‘vile' for dating younger women? Do older women feel devalued by his emphasis on youth? Perhaps.

In a culture that values youth so much, 40-year-old women are considered old. Some say it's the power imbalance. The older DiCaprio gets, the bigger the age gap between him and his under-25 partners, and his popularity and prestige give him the upper hand in relationships with young ladies just starting out. Such a relationship may not feel equitable. Okay.

I'm not defending an older man's sexual or relationship choices, but there are methods to make the aforementioned concerns without publicly insulting and demeaning people.

The media coverage of DiCaprio's separation reminded me of naughties-era celebrity coverage that gloried in waist bulges, underarm sweat spots, and missing wedding rings. Leo's obsessive dating of young ladies may be his technique of denying mortality. Maybe he just likes young, pretty women.

Whether we enjoy the pattern or not, teasing DiCaprio and awaiting the 25th birthday of each girlfriend is questionable behavior.

As a culture, we're continuously redefining what's OK. It used to be OK to ask couples when they'd have a baby. Most of us wouldn't ask someone if they have or plan to have children. Our understanding of privacy has changed. This awareness may grow to incorporate others' relationships.

Also, Read Ainsley Earhardt Dating Sean Hannity! All Reasons Why It’s Not Revealed?

Who and how grownups date shouldn't be anyone's concern. DiCaprio is a cliché, but he's still a person. If we're concerned, we should realize that the young women he dates are humans too.