Leonardo DiCaprio, 50, takes girlfriend Vittoria Ceretti, 27, out for a romantic dinner after two years together

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On Tuesday evening, Leonardo DiCaprio and his girlfriend Vittoria Ceretti were seen leaving for a dinner date in West Hollywood.

As a lifestyle enthusiast, I’d rephrase that sentence like this: In my latest fashion find, I donned a sleek, shimmering Chanel jacket – the epitome of elegance at 27. My raven mane cascaded down in loose waves, complementing the ensemble perfectly. A chic leather purse slung under my arm completed the look, exuding an air of sophistication and timeless style.

For the meal, the 50-year-old Academy Award-winning actor sported a disguise with a mask, paired his outfit with a plaid shirt, black trousers, and white sneakers.

The 50-year-old Oscar winner opted for a casual yet stylish look at the meal, donning a mask along with a plaid shirt, black slacks, and white sneakers.

In August 2023, whispers about a romantic connection between Vittoria and Leonardo began when they were spotted enjoying an ice cream outing together in the charming city of Santa Barbara.

In the upcoming month, Leonardo DiCaprio, renowned for his role as The Wolf of Wall Street, made an appearance at Milan Fashion Week to lend his support to a model.

Throughout their shared journey, Vittoria has occasionally been spotted wearing a ring on her wedding finger. However, it’s been emphasized that she and Leo are not yet engaged, despite the presence of this ring.

Interestingly, they have not gone public with their romance. 

From 2020 to 2023, Vittoria was in marriage with Matteo Milleri, a prominent Italian DJ who forms half of the Berlin-based duo known as Tale of Us.

Previously, Leonardo DiCaprio was in a five-year relationship with Camila Morrone, which ended in 2022. More recently, there have been rumors of him dating Gigi Hadid following speculation about their romance in September 2022. It’s worth noting that DiCaprio has also been romantically connected to Gisele Bundchen, Bar Refaeli, Toni Garrn, Nina Agdal, and Blake Lively in the past.

All of his girlfriends have been much younger than he is. 

In his candid interview, Leonardo expressed that reaching fifty stirs up a strong urge for greater honesty and avoiding unnecessary spending of time.

I wonder about the future developments over the next several decades. Considering my mother as an example, she is quite straightforward, not mincing words and getting straight to the point. She doesn’t waste time on pretense.

He emphasized the significance of expressing one’s true feelings openly by stating: ‘It’s about being direct, potentially facing conflicts, disagreements, or even ending relationships, regardless of their nature in life.’

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

It’s important to be more direct from now on, as the past takes up a larger portion of your life compared to the future. This could almost be seen as a duty or responsibility.

In a conversation with Esquire UK for their Autumn edition, the esteemed Hollywood actor emphasized that due to his advanced age, there’s no room for procrastination when it comes to romance. He believes in being truthful in his relationships, even if it means potentially losing his partner.

Pondering upon his romantic experiences in later life, the actor – often faced with criticism over his preference for dating young models – admitted that at times, relationships can disintegrate when he openly expresses his desires.

As I move forward into the coming decades, I find myself with far more experiences and wisdom to draw upon than what lies ahead. In essence, I am embracing this new phase of life with anticipation and eagerness.

However, speculations about Leo’s romantic involvements with younger women were swiftly debunked in February 2023. A source informed Daily Mail that at present, Leo is unattached and shows no interest in fueling rumors of him pursuing such relationships.

The source added: ‘He seems to be seeking a more mature dynamic in his relationships. It’s quite absurd, as he constantly finds himself associated with the most youthful and attractive women wherever he goes.’

They mentioned, “He’s determined to shake off this impression completely, and it truly bothers him that it persists and keeps tagging along with him.

This comes after Cerretti posted a topless shot in mid August.

Besides a couple of self-portraits, Vittoria additionally added one where she was relaxing under an umbrella on a boat to her Instagram slideshow.

In addition, she quickly took a selfie in the mirror to show off her fashionable ensemble consisting of a vibrant striped shirt and a golden cap perched atop her head.

The celebrity struck a pose near a swimming pool shaped like a rectangle, surrounded by lush greenery and loungers. Accompanying her newest upload, the model casually wrote to her followers: “Look for me basking in the sunlight.

Vittoria spent her summer with her boyfriend Leonardo, and together they attended the star-studded wedding of Jeff Bezos and Lauren Sanchez in June. More recently, they were seen enjoying themselves aboard a luxurious yacht in Saint Tropez, France, during the past month.

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2025-08-27 21:50