Leonardo DiCaprio is a highly successful actor, but he’s also gained attention for his relationships with significantly younger women, many of whom are also in the entertainment industry.
The 51-year-old actor is known for dating, and then breaking up with, women in the modeling and acting worlds once they reach the age of 25, a pattern that has often been joked about.
Leonardo DiCaprio has famously dated women like Camila Morrone, Bar Refaeli, and Blake Lively. However, his current relationship with Vittoria Ceretti, 27, seems to be a departure from his usual pattern.
I still can’t believe I’m with her, even after her 25th! It’s crazy to think there’s still a 24-year age difference between us, but honestly, it seems like everyone in Hollywood is doing the same thing now. It’s like a trend or something, but for me, it’s just… her. I don’t even care about the age thing anymore!
Leonardo DiCaprio’s close circle of friends and fellow actors – like Brad Pitt, Orlando Bloom, Bradley Cooper, and Jake Gyllenhaal – all tend to date partners much younger than themselves.
So, are they all taking a leaf out of Leo’s book?
Brad Pitt, 66, and Ines Ramon, 33
Leonardo’s friend, Brad, is one of several famous men who have recently started dating Ines, suggesting a pattern among them.
As someone who follows these things, it’s clear these actors are incredibly close! They’ve worked together for years, and it’s gone beyond just a professional connection – they’ve developed a genuine friendship, a real ‘bros before all else’ kind of vibe that everyone’s noticed. It’s lovely to see such a strong bond develop in this industry.
It comes as no surprise then that Brad’s dating habits are similar to his friend’s.
According to a Daily Mail source, Brad celebrated his birthday in December with his girlfriend, and the couple are reportedly very much in love.
He’s enjoying a relaxing break right now because he’s starting a new movie filming in Ireland next year and wants to recharge before then.
I’ve been following this couple since they got together in 2022, and it’s so great to see him in a happy, committed relationship again. This is his first really public romance since his divorce, and I’m genuinely thrilled for him.
Brad and Ines finally appeared together on the red carpet in 2024, and sources reported he was thrilled to have her with him.
According to a source who spoke to Entertainment Tonight in 2024, Brad and Ines are in a good place as a couple. Brad is reportedly very happy with Ines and looking forward to what the future holds.
He’s working on letting go of past problems and is proud of how much he’s developed as a person, hoping to keep growing in the future.
Prior to that, a source claimed that Brad ‘finally feels happy again’.
According to a source, despite having a close circle of friends, he experienced periods of significant loneliness over the years.
He’s incredibly happy sharing his life with Ines. She’s wonderful – supportive and free from past complications, which makes their relationship easy and fulfilling.
Brad’s close friends ultimately ‘just [want] him to be happy’ with Ines.
Anthony Hopkins, who was married to Angelina Jolie from 2014 to 2019, is now looking forward and concentrating on what’s next, instead of dwelling on past relationships.
According to a source close to the situation, the prolonged conflict with Angelina Jolie was deeply upsetting for him, particularly the issues surrounding their children and the accusations made against him. He found constantly having to address and refute these claims incredibly stressful.
In October, the couple cemented their romance by ‘fully living together.’
Orlando Bloom, 49, and Luisa Laemmel, 28
During the Super Bowl on Sunday, 49-year-old actor from The Lord Of The Rings was spotted leaving Levi’s Stadium in Santa Clara, California, with 28-year-old model Luisa Laemmel. They were seen walking close together, arm-in-arm.
The Swiss fashion model, who is 5’10” tall and based in New York City, has already built a successful career, including work with Calvin Klein and Brandy Melville.
Oh my gosh, you will NOT believe what I heard! Someone who was actually there told me that they saw them together in Todd Graves’ suite at Raising Cane’s! They were so adorable, and totally all over each other – seriously, the cutest! And get this, they even chatted with Todd Graves and Jamie Foxx! I’m dying, it’s everything!
They were also seen arriving at the event together, though she walked a step in front of the star.
The up-and-coming actress posted pictures from her VIP suite on Instagram, but didn’t mention she was with Orlando.
As they left the stadium, she shielded her face with her long hair. Bloom wore a black leather jacket and cap, paired with black pants and gray sneakers.
They were clearly together as she held onto his arm while they walked in step to their car.
Orlando has a daughter named Daisy with Perry and a son named Flynn with ex Miranda Kerr.
Jake Gyllenhaal, 45, and Jeanne Cadieu, 29
The American actor and a beautiful French model have been together since 2018, but they prefer to keep their romance private.
The couple surprised fans with a rare joint appearance on the red carpet at the 2025 Golden Globes, held at the Beverly Hilton Hotel.
Jake and Jeanne generally keep their relationship private, but Jake publicly complimented her in a 2022 interview with Esquire magazine.
Honestly, being with Taylor felt like being with family. We had so much love and support for each other, and I always felt completely comfortable and at peace when we were together. It was a really special connection.
The next year, he bragged about his ‘amazing’ girlfriend while also promoting his children’s book, The Secret Society Of Aunts And Uncles.
He said he really wants a family and hopes it will be as loving and strong as his sister’s. He’d be very proud if it were.
Jeanne was raised in Paris, but now she mainly lives and works as a model in New York City.
Bradley Cooper, 51, and Gigi Hadid, 30
As a lifestyle expert, I’ve seen all sorts of relationships blossom, and this one is certainly interesting! He’s 20 years her senior – she was 28 when they started dating, and he was 48. It just goes to show you, age really is just a number for some people!
Before dating Bradley Cooper, Gigi Hadid briefly dated Leonardo DiCaprio when she was 27 years old. They were first seen together in September 2022, but their relationship ended around February 2023.
Bradley and Gigi were first seen together at a Golden Globes afterparty in January 2024, accompanied by Bradley’s mother. They later shared their first public kiss a few months later while having dinner with friends.
Last October, Gigi acknowledged Bradley’s support as she walked in the 2024 Victoria’s Secret Fashion Show.
She told Entertainment Tonight that he’s watching from home tonight because he’s taking care of the kids, but he’s been very supportive.
Bradley shares an eight-year-old daughter, Lea, with his ex-partner and fellow model, Irina Shayk. Gigi has a five-year-old daughter, Khai, with singer Zayn Malik, whom she previously dated.
In a Vogue interview, Gigi shared that Bradley helped her feel more grounded and normal while dating, offering a rare glimpse into their relationship.
She shared that he’s encouraged her to go to the theater again, which she really enjoys. ‘I feel so fortunate,’ she added.
I was so excited to hear her talk about Bradley again at the Met Gala! She actually shared that she’d spent the morning with him before all the fun started – it just warmed my heart to hear how close they are.
Hadid said she woke up next to her partner and they had a relaxed, fun morning. She admitted she ate chicken fingers and fries to prepare for the evening.
Gigi and Bradley confirmed their relationship on Instagram when she posted photos from her 30th birthday party. One picture showed them kissing right after she blew out the candles on her cake.
Lewis Pullman, 33, and Kaia Gerber, 24
Lewis and Kaia, despite being nearly ten years apart in age, first sparked relationship rumors a year ago after being seen vacationing together in Los Cabos, Mexico.
At first, they kept their relationship private, but they were soon spotted together at a birthday dinner for Lewis in Los Angeles.
Okay, so after Kaia broke up with Austin Butler – can you believe he was ten years older?! – that’s when things started heating up with her new guy. I mean, it was totally a fresh start for her, and honestly, good riddance to that age gap! I was following everything, and it was so clear she deserved someone better. It’s like, she finally moved on, and I’m living for it!
After being seen together multiple times, Lewis attended the opening night of his partner’s first theatre performance, a play called Evanston Salt Costs Climbing, to show his support.
According to a source who spoke with Us Weekly, the couple had been secretly dating since early December, only becoming public after news broke about her breakup with Austin.
They met through mutual friends and started spending time together privately, in locations where they wouldn’t be noticed.
The couple first appeared together publicly on the red carpet in September at the Venice Film Festival, during the premiere of their movie, The Testament Of Ann Lee.
Kaia publicly discussed her relationship for the first time the following month, telling the Jake Shane’s Therapuss podcast that she feels like they are both growing and healing in what she describes as a healthy connection.
She also talked about their age difference, explaining that she usually would have trouble maintaining her own identity in a relationship like that.
Kaia explained that she used to lose sight of who she was in relationships, often changing her personality and beliefs to please someone else.
‘I always dated people that were older than me, so I was very willing to give up everything.
Looking back, I realize I used to think demonstrating love meant sacrificing everything for someone else. It sounds dramatic, but that’s how I felt! But honestly, that approach doesn’t actually earn respect or build a healthy, lasting trust. It’s a sweet thought, but it’s definitely not sustainable in the long run. I’ve learned that true connection comes from balance, not complete self-abandonment.
Okay, seriously, I’m completely obsessed with their relationship! She said it best – she genuinely believes everyone should date their friends if they get the chance, and honestly, I totally agree! It just makes everything so much better, and seeing it play out with them is just… perfect. I’m telling everyone – date your friends!
She explained that she values her friendships too much to argue or hold grudges. It’s simply something she avoids at all costs.
Recently, they reunited in public for the first time in months after swirling split rumours.
They seemed happy and cheerful as they drove around Los Angeles together in his Porsche convertible.
The pair were photographed holding hands, putting the breakup rumours to rest.
Rumors of a breakup have been circulating recently, as the couple hasn’t been seen together publicly since photos surfaced in the Daily Mail back in September.
During the same podcast interview, she also discussed relationships where there’s a significant age difference, as her partner, Pullman, is eight years her senior.
Scooter Braun, 44, and Sydney Sweeney, 28
The music executive and the actress first sparked romance rumors when they were spotted together at Jeff Bezos and Lauren Sanchez’s wedding in Venice over the summer.
According to sources speaking with Page Six, Scooter became very interested in the star after they met and started actively trying to win her over after the wedding.
They started casually dating in early September, and their relationship has become more serious since then.
Sydney is dedicated to her relationship with Scott, a manager who has worked with popular artists like Justin Bieber and Ariana Grande.
It seems things are better now after Scooter reportedly got upset when Sydney was seen leaving with her former boyfriend, Jonathan Davino.
The famous actress and Jonathan, a 41-year-old restaurant owner, dated for seven and a half years before splitting up in early 2025.
After having dinner with friends in Santa Monica, witnesses overheard her angrily telling him, ‘I don’t believe you. Please just leave me alone.’
Shortly after that, Scooter and Sydney were seen playfully interacting at a private party following the premiere of her movie, The Housemaid.
According to a source close to them, Scooter and Sydney are happily together and in a serious, committed relationship.
Another source confirmed that Scooter and Sydney are still a committed couple. According to an insider, they share many interests and aren’t concerned with outside opinions.
Okay, so Sydney just did this interview with Cosmo, and she was talking about Davino… my heart! She explained why they kept things so private for so long, even before they got engaged way back in March 2022. Apparently, she wanted to shield their relationship from all the attention, which, honestly, is so sweet. It’s just… heartbreaking knowing they split almost three years later, after trying to keep it all under wraps.
She explained that she kept her seven-and-a-half-year relationship completely private. ‘I never talked about it, and no one ever saw us together,’ she said.
It’s important for me to have a private life, even though I’m in the public eye. I’m still young, still learning about relationships, and it’s difficult to navigate that when so many people have strong opinions about what my love life should be.
Looking back, I spent my twenties completely focused on my career. Now, I’m ready to start enjoying life and having new experiences. It’s just a bit challenging figuring out how to handle romance when everyone is watching. I’m still learning how to deal with it all.
According to The Sun, Scooter was reportedly very upset to find out about Sydney’s meeting with Jonathan in November, as revealed by a source.
Okay, so I heard from someone close to the situation, and apparently Scooter is really annoyed! All these soccer players are just sliding into Sydney’s Instagram DMs, and he thinks it’s totally disrespectful, even though she just ignores them and blocks them immediately. Honestly, good for her, but it’s driving him crazy! He’s so protective of her, and it’s just…ugh, the audacity of some people!
According to a source close to her, Sydney is a very independent person. She really cherishes her alone time, whether she’s traveling solo, hanging out with friends, or simply relaxing and disconnecting.
According to a source, Sydney has been open and honest with her boyfriend, but he’s still getting used to their time together, as he values being close to her.
She’s completely open with him. While some of the men’s persistence bothers him, she’s always there to comfort and reassure him.
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2026-02-14 18:27