Camila Morrone’s heart will go on for a new man in her life.
Approximately three years following the conclusion of her four-year relationship with Leonardo DiCaprio, the actress from ‘Daisy Jones & The Six’ made her fresh romance with Cole Bennett public in a heartfelt birthday tribute.
On May 14th, Camila, who is 27 years old, marked her music video director friend’s 29th birthday by posting a collection of pictures on her Instagram Story. In one image, she can be seen playfully pinching Cole’s cheeks while he was shirtless, causing his lips to pucker and him to gaze intently at the camera. The photo was accompanied by the caption “Happy birthday baby.
Among the pictures showcasing Camila’s celebration of the director – who often works with artists like Eminem, Drake, Doechii, and Lil Yachty – were casual shots of Cole enjoying ice cream, sipping from a beach bottle, and taking a mirror selfie in the restroom with him. Throughout these photos, Camila affectionately called Cole “the coolest ever.
For the first time, Camila has showcased her new beau on social media, but it was back in July when speculations about their relationship ignited as they were spotted together. During that period, they accompanied Camila’s close friend Kaia Gerber and her partner Austin Butler for a double date in New York City.
Camila, who was once in a relationship with Al Pacino from 2008 to 2018 (Camila’s mom is Lucila Solá, aged 49), has generally kept her current romance under wraps. However, the 27-year-old has been open about her former high-profile relationship with Leo, discussing criticisms leveled at them and addressing the significant age difference of two decades between them.
In a conversation with The Los Angeles Times back in 2019, Camila stated that there are numerous instances of significant age differences in relationships, not only in Hollywood but throughout history. She believes that everyone should have the freedom to date whoever they choose.
Camila mentioned that, since she also found herself pondering over her relationship, she emphasized the importance of having a unique identity apart from who one is in a romantic context.
She went on to say, “I get what you mean, but I’m quite sure it will gradually fade and become less relevant in our discussions.
Read on for a deeper dive into the ocean waters of Leo’s dating history.
It’s said that the first model Leo was romantically linked to was Bridget Hall, who is known for her work with Victoria’s Secret. The two of them were spotted at various events together in 1994. However, her representative at the time dismissed any speculation about their relationship being more than friendly, stating, “I recall him. He was quite the character. They were just friends, and this claim is completely unfounded.
As a lifestyle connoisseur, I might rephrase it this way: In the whirlwind of Hollywood’s grand events, I (Leo) seldom graced the red carpet with my romantic partners. However, an exception was made at the 1996 premiere of “Romeo + Juliet,” where I walked hand-in-hand with the captivating actress, Kristen Zang. Our relationship spanned two years before we parted ways in 1998.
Although there were rumors about Leo dating Vanessa Trump in 1998, his representative stated categorically that they were not an item.
In 2005, Vanessa got married to Donald Trump Jr., and they had five children: Kai, Donald, Tristan, Spencer, and Chloe. However, in 2018, the couple decided to separate and filed for divorce, which was finalized in the following year. Fast forward to March 2025, Vanessa announced that she is in a relationship with Tiger Woods.
As a devoted admirer, let me tell you, their connection was nothing short of profound. You see, among all the ladies he’s dated, Gisele Bündchen is the one who graced the red carpet with him during the Oscars – a moment that speaks volumes about the depth of their relationship.
Leo and Gisele had an on-again, off-again relationship from 1999 to 2005, making them one of Hollywood’s most private and sought-after couples. However, in 2005, the renowned Brazilian model chose to end things. Later, in 2019, she disclosed that the separation was due to her grappling with panic attacks and her desire for a lifestyle change.
In her contemplation with PORTER, she acknowledged that she had stopped escaping reality through smoking, drinking, and overworking. Instead, she found herself increasingly conscious of aspects she’d previously avoided. She wondered if she was the only one longing for introspection while he remained unchanged. Regrettably, in the end, it turned out that she indeed stood alone in this desire.
Ultimately, everything turned out fine. In the year 2009, Gisele tied the knot with Tom Brady, making her a stepmother to his son Jack from his earlier relationship with Bridget Moynahan and later giving birth to children Benjamin and Vivian. Regrettably, the supermodel and the retired quarterback parted ways in 2022. Since then, she has found happiness anew, welcoming her first child with Joaquim Valente in 2025. As for Leonardo, he ventured into another committed relationship…
In the year 2006, Leo started dating Bar Refaeli, a Sports Illustrated swimsuit model who was 11 years younger than him. (In this sentence, “romancing” has been replaced with “started dating”, making it more straightforward and easy to understand.)
In 2009, the duo parted ways for a period of six months. Bar later disclosed to L’Isha magazine that this separation was invaluable to her, enabling her to comprehend various aspects about herself.
For instance, she mentioned: “During this time, I focused on myself and matured. Prior to this, I had no idea what ‘solitude’ meant. Now, I recognize that a relationship can thrive only if one is comfortable with solitude and not apprehensive of it. Currently, I am no longer afraid of being alone.”
Rumors swirled about their engagement in 2010, but these were debunked by a source to TopMob News. By mid-2011, they permanently parted ways.
Later on, Bar tied the knot with businessman Adi Ezra and together they have children named Liv, Elle, and David.
Back in May 2011, it was noticed that Hollywood’s most sought-after actor and TV’s rising star were found showing affection on a yacht in Cannes.
Indeed, before Blake Lively tied the knot with Ryan Reynolds, she had a romance with Leo.
Their first public appearance together happened at the prestigious film festival, several months following their initial meeting. The Gossip Girl actress, who was 24 at the time, and Leo, aged 36, were later captured on various dates and displaying affection in Italy, New York City, and Australia.
However, after a brief five-month relationship, the summer’s hottest couple, comprising of Blake Lively and Leo, parted ways amicably, as reported by TopMob News.
After his rapid courtship with Blake, Leo started dating model Erin Heatherton in early 2012. They were often seen zip-lining in Mexico together, even with his mother Irmelin. However, their relationship ended by November.
In 2023, Erin married Karol Kocemba. The couple had a daughter named Eila Violet the year after.
In 2013, Leonardo DiCaprio was seen with model Toni Garrn for the first time. They were captured locking lips on a yacht in Ibiza. It’s interesting to note that this was the same vacation where Leo attempted (and famously struggled) with flyboarding.
By 2014, the pair had indulged in luxurious getaways to Bora Bora, the French Alps, and St. Barts. Moreover, the German model socialized at a Golden Globes after-party with the actor. In an interview with GQ, a 22-year-old Toni expressed her desire for starting a family in the future, though she didn’t refer to Leo specifically: “I’ve always dreamed of having four children. However, we’ll have to wait and see. We’ll begin with one at some point, I suppose.
But after 18 months, it was confirmed the pair had split in December 2014.
In 2017, they appeared to reignite their relationship in New York City, but in the end, they parted ways. Toni was married to actor Alex Pettyfer, known for his role in “Magic Mike,” from 2020 to 2023 and they share a daughter named Luca. The following year, she was linked romantically with Joshua Phitoussi.
In the year 2015, Leo was in a relationship with both a Victoria’s Secret model and a star from “Baywatch,” namely Kelly Rohrbach. However, their romance didn’t last long, as they parted ways 18 months into their relationship.
2021 saw Kelly tying the knot with businessman Steuart Walton. At that time, sources revealed to TopMob News that it was a particularly hectic period for both individuals, as they were both swamped with work commitments. This busy schedule made it challenging for them to cultivate a relationship. Despite their busy lives, they remain amicable and genuinely appreciate each other’s company.
In 2016, the Internet buzzed when images of me and Rihanna surfaced, appearing quite intimate at Coachella. Remarkably, these snaps were published only a year after rumors swirled that we had shared a kiss at a Playboy Mansion event.
It was reported that the singer known as “Umbrella” and the actor from the movie “Titanic” were seen together again at Coachella’s Neon Carnival, sparking rumors. However, a source confirmed they are just friends who occasionally meet due to their shared interest in music. There was no indication that they were in a relationship at the time. Later, in 2019, Rihanna started dating A$AP Rocky and had children named RZA and Riot with him.
Initially, speculations about Leo being with Nina Agdal started as early as 2014 when they were both seen at the same Super Bowl party. However, Nina denied any romantic involvement with him, stating that she had never met him personally but knew someone who dined with him. She further explained that such encounters are common, especially among people you meet at parties or social gatherings.
However, by May 2016, Nina and Leo were confirmed to be a couple, enjoying great chemistry and laughter together. Their relationship lasted for about a year, taking them to the Bahamas and Montauk. Unfortunately, their romance came to an end in May 2017.
however, it was discovered that Leo had been preparing for a more serious relationship when he started dating Camila Morrone in April 2018. They were seen displaying affectionate behavior at Coachella that year, although they were first observed together in December 2017.
Leo’s relationship with the actress from Daisy Jones & The Six began casually in late 2018, according to TopMob News sources, but soon became quite serious. They’ve been virtually inseparable for over a year and are deeply smitten with each other. They have grown close to their respective families and enjoy spending time together.
Camila attended various events for Leo’s 2019 film, Once Upon a Time…in Hollywood, with him reciprocating by supporting her at Cannes. This led to the meme of him being called her Instagram boyfriend, but Leo is an environmentalist and movie star who doesn’t let such labels define him.
However, after more than four years together, they parted ways in 2022.
It was reported in August 2022 that distance influenced the relationship, and it’s said to have reached its end. Nevertheless, their feelings didn’t fade away completely. Interestingly, news emerged in July 2024 suggesting that Camila had developed a new romance with music video director Cole Bennett.
Following his separation from Camila, there were rumors of Leo dating Gigi Hadid in the autumn of 2022. However, a source close to him revealed to TopMob News that Leo, who was previously known for “The Revenant,” was enjoying his single life and had no exclusive relationship with the model. Meanwhile, an insider mentioned that Gigi, a mother to daughter Khai with her ex Zayn Malik, also shared this perspective. A source close to her told TopMob in October that Gigi and Leo were having a great time together, trying to keep their relationship low-key and private, and she was relishing the moments they spent together.
Over the following months, they frequently appeared in news headlines due to their numerous dinner dates in New York and Italy. Additionally, they attended high-profile events such as a pre-Oscars event and a Met Gala party in May 2023. Interestingly, Gigi was seen at the same London restaurant as Leo and his family in June.
However, their journey together didn’t last too long. Leo ignited romance speculations with Vittoria Ceretti in August 2023, while Gigi later started dating Bradley Cooper.
Leo and Vittoria Ceretti were first linked together in August 2023, and they’ve managed to keep most of their relationship under wraps, appearing only occasionally in public.
In an interview with Vogue France published on March 24, the model shared, “I’ve learned that there’s nothing more valuable than what remains hidden about you.” She continued, “Maintaining a private corner of your life for yourself and your loved ones is a rare privilege many in our professions don’t get to enjoy. So I treasure my secret sanctuary.”
Despite the attention from the public eye, Vittoria shared her strategy for dealing with it:
“If what you feel is genuine, if you know you love each other, then there’s no cause for worry,” she said. “Love provides protection and boosts confidence.
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2025-05-15 02:47