Leo DiCaprio, 50, on dating as an older man: ‘You have to risk being honest and having things fall apart because there’s no time to waste’ – after he was criticised for dating a string of under 25 year old models

by

Leo DiCaprio openly discussed his experiences with dating later in life, acknowledging that he must take the risk of being candid, as there’s simply not enough time to squander.

In a recent interview, the 50-year-old actor opened up about experiencing a breakdown in his life following harsh criticisms concerning his relationships with several young, attractive models and actresses, all of whom were not older than 25 years.

Embarking on my journey through the Autumn issue of Esquire UK featuring the remarkable Leo, I can’t help but gaze into the next several decades with a heart brimming with excitement. With a wealth of life still awaiting him, it feels like he has more chapters to unfold than ever before.

Since August 2023, there have been rumors of his romantic involvement with model Vittoria Ceretti, aged 27. However, it’s worth mentioning that in the year prior, he made headlines for ending a five-year relationship with Camila Morrone. This breakup occurred merely a month after her 25th birthday in 2022.

In an open and straightforward interview, Leo expressed that reaching fifty years of age sparks a strong desire for greater honesty and a reluctance to squander time anymore.

I can hardly predict how the coming decades will unfold. Just consider my mother as an example; she freely expresses her thoughts without hesitation and avoids pretense altogether.

In the realm of dating, I’ve come to emphasize the significance of honesty. I’ve learned that being straightforward means you might face the possibility of disagreements, breakups, or parting ways, but it’s a risk worth taking for a genuine connection.

‘The personal, the professional — it’s that you don’t want to waste your time any more. 

As time goes by, it becomes increasingly important to be straightforward. Given that more of your life is in the past rather than the future, being honest and open might almost feel like a duty.”

This version preserves the original’s tone while trying to use simpler language and a more direct structure. It’s essential to ensure the meaning remains clear and understandable.

Leo’s romantic ventures have consistently made news headlines. Notably, he dated supermodel Gisele Bundchen for five years, beginning when she was just 18 years old. Subsequently, he was in a five-year relationship with Bar Refaeli that concluded when she turned 25.

In September 2022, there were rumors that the famous actor was associated with model Gigi Hadid, as their actions sparked talks about a potential romance.

He was first linked to the model just weeks after his split from then-girlfriend Camila Morrone.

In February 2023, the speculations about Leo being involved with much younger women were swiftly debunked. A source informed DailyMail.com that Leo is currently unattached and has no interest in the fuss surrounding his alleged pursuit of these younger females.

The source added: “He’s seeking a deeper connection within relationships. It’s absurd, really; he seems unable to move around without being associated with the most youthful and attractive woman in any given place.

He’s determined to shake off this persistent impression forever, and it bothers him greatly that it persists in being associated with him,” they noted instead.

For quite some time, Leo has been the subject of numerous dating humor at the expense of him, and he’s also encountered strong criticism due to his perceived reluctance to court women older than 25.

For many years, intense speculation about his romantic life has been constantly ignited; Leo broke up with Camila mere weeks after she reached her 25-million follower milestone, only to be spotted subsequently with a number of young models such as Victoria Lamas (age 25) and Eden Polani (age 19).

Leo encountered strong criticism due to rumors of his relationship with Eden, who is nearly three decades younger than him. This controversy led to a forceful rebuttal from a source close to him, affirming that there was no romantic involvement between the two.

At the time, an informant shared with DailyMail.com that they were sitting together at a gathering for enjoying music. It was attended by quite a few individuals, as it turns out.

For many years, there has been much interest and speculation regarding Leo DiCaprio’s romantic relationships, which gained momentum after he became famous for his lead roles in films such as Romeo + Juliet (1996) and Titanic (1997).

Two years following the debut of “Titanic,” I, being 24, embarked on a relationship with Gisele Bundchen, who was 18 at that time. She later became known for her marriage to the renowned NFL figure, Tom Brady.

At that particular point in time, since he belonged to the group of individuals under 25 years old, it wasn’t a matter of concern for him. Leonardo DiCaprio openly showed his affection for Bundchen on numerous red carpets throughout their five-year relationship, making them appear as an ideal match.

In 2004, when Bundchen was 23 years old, the two broke up.

In 2005, Leonardo DiCaprio embarked on a five-year romantic journey with supermodel Bar Refaeli, who was just 20 years old at the start of their relationship. Their long-term relationship was extensively documented, leading many to speculate that DiCaprio had found his life partner.

After turning 25 in 2010, Refaeli and Leo parted ways, starting a seemingly recurring romantic trend that lasted for the following 13 years.

For ten years, DiCaprio found himself involved in two lengthy relationships. Subsequently, he experienced a string of brief encounters with well-known younger women.

In the year 2011, Leonardo DiCaprio had a relationship with actress Blake Lively, who was then 23 years old. A year later, in 2012, he started dating model Erin Heatherton, who was 22 at that time; however, their relationship didn’t last beyond several months.

After that, DiCaprio continued his relationship with Toni Garrn, a 22-year-old German model. However, their relationship ended in 2014 when she turned 24 years old.

DiCaprio was in a relationship with the 22-year-old German model Toni Garrn. Unfortunately, they parted ways in 2014 once she reached the age of 24.

In the year 2015, he had a romantic involvement with Kelly Rohrbach, who was 25 then. Their relationship concluded before her 26th birthday. Following his breakup with Rohrbach in 2016, DiCaprio entered into another romance with actress Nina Agdal, age 24 at that time. This romance ended in 2018 when Agdal turned 25 years old.

Back in 2018, I found myself deeply drawn to the captivating model, Camila. At the onset of our relationship, I was already 43 years old, and she was a fresh 20.

Despite the age difference, it didn’t seem problematic – for a time, it felt like Leo had discovered the ideal woman for him.

Then, just one month after Camila turned 25, the pair’s fairytale romance came to an end.

Leo abandoned his longstanding preference for dating women under 25 when he began a romance with Gigi Hadid, who was then 27 years old, following the conclusion of his five-year relationship with the actress.

However, by December 2022, their brief romantic encounter had come to an end, as reported. Despite the relationship not lasting, the insider claims that they continue to maintain a friendship.

At the 2023 Cannes Film Festival, it’s reported that Vittoria and Leo crossed paths, as Martin Scorsese’s film “Killers of the Flower Moon” was being unveiled there.

In August of that particular year, they established a connection following a series of whispers suggesting Leo and Gigi, Vittoria’s fellow supermodel, were acquainted.

Throughout their shared journey, Vittoria has occasionally been spotted wearing a ring on her wedding finger, yet reports consistently claim that she and Leo are not yet engaged.

From 2020 to 2023, Vittoria had a marriage with the Italian DJ Matteo Milleri, a member of the Berlin-based duo known as Tale of Us.

The Autumn issue of Esquire UK is out on 14 August 

Read More

2025-08-13 18:34