Naomi Campbell looks effortlessly stylish in a denim jacket on luxury shopping trip in Milan after her pals brush off romance rumours with Saudi Arabian multimillionaire producer

1992: Robert De Niro 

In the early 90s, Naomi was briefly linked to Hollywood star Robert De Niro, but the model was tight-lipped on rumours around their rumous.

Addressing her dating life at the time, she told WSJ: ‘For me, privacy is important to know each other, and I always worry that my job will not allow that.

‘But I have ways. I was taught that by Robert De Niro. Being alone doesn’t mean you are lonely. I don’t have time to be bored, and I don’t have time to be lonely.’

1993-1994: Adam Clayton 

While she has never been married, Naomi was previously engaged to U2 bass player Adam Clayton after getting together in 1993 and despite their split in 1994, the stunner has always spoken fondly of the musician.

In a 2015 interview with the Irish Independent, she mused: ‘I’m friends with the whole [of U2]. The whole band were great. Their kids are all grown up.

‘It’s nice to know people for so long and still have a relationship… I only have very positive things to say about him. I am very proud of Adam.’ 

1995: Leonardo DiCaprio 

Oscar winner Leonardo, known for his penchant for models and never-ending list of celebrity romances, is thought to have enjoyed a brief fling with Naomi in the mid-90s, that ended almost as quickly as it started.

The pair have remained pals ever since being pictured together at multiple occasions, and were pictured on a holiday with Bar Rafeli in 2019.

1998-2002: Flavio Briatore  

Flavio Briatore – the boss of Benetton – dated Naomi from 1998 for four years until they parted ways in 2002.

The Italian – who is 21 years Naomi’s senior and worth £258 million – famously said after their split: ‘She’s great but better as a friend than a girlfriend!’

The pair have remained friendly for many years and have even been seen enjoying holidays together  

Naomi later told Marie Claire: ‘I’m not going to be a trophy. If you expect me to be in the kitchen cooking breakfast in high heels, looking as though I just stepped out of a fashion magazine, it’s not going to happen.’

2002: P Diddy

It’s still yet to be revealed how romantic Naomi and music star P Diddy were, but they were linked in 2002.

Since, they have been very close friends and are thought to consider one another more as siblings, being pictured together at multiple events and even on holiday together in 2014.

2005-2006: Badr Jafar

Naomi and oil heir Badr Jafar were reportedly a couple for 10 months in the mid 2000s, before calling it quits in 2006.

Allegedly, for Naomi’s 35th birthday, he hired out eight floors of the Burj al Arab hotel in Dubai to throw her a £1 million party. He himself has an estimated worth of £2 billion.

2007: Gerard Butler

Naomi and the Scots action star were rumoured to be an item in 2007 when they were seen together on multiple occasions

An eyewitness told Canada.com at the time: ‘She came out of the hotel first and got into a waiting SUV.

‘Then a few minutes later, Gerard came out and got into the vehicle. And when they arrived back, they got out of either side of the vehicle and went into the hotel separately.’

Seemingly a friendly ex to many, Naomi has since been seen socialising with him at events, despite their alleged romance fizzling out.

2008: Marcus Elias

Naomi and Brazilian equity magnate Marcus Elias were said to be engaged at one point during their short-lived romance which is thought to have began and ended in 2008.

The pair were first spotted kissing in the Mediterranean Sea and the pair later made their red carpet debut at the Cannes Film Festival, and though Naomi was later seen sporting an engagement ring, it appeared the couple split soon after.

2009-2013: Vladislav Doronin

Thought to be her longest relationship, Naomi dated Russian billionaire Vladislav Doronin for five years.

They enjoyed lavish trips to the topics together and appeared to have a solid romance, but it ended in 2013. 

At the time a source told Page Six that Vladamir was ‘too swept up in the celebrity lifestyle’ that Naomi was a part of.

They added: ‘In many ways their relationship is like a business arrangement. Naomi brings glamour to his hotels and properties, and he treats her extremely well. But they spend a lot of time apart due to work commitments.’ 

In 2020 it was reported that Naomi was suing ex Vladislav ‘to get some of her things back that are in his possession,’ according to the New York Post. 

2016: Hassan Jameel

In July 2016, Naomi was pictured looking cosy with billionaire businessman Hassan Jameel when they attended the British Summer Time Festival together in London – although their romance was never confirmed.

In 2017, it was claimed that the supermodel had fallen out with singer Rihanna after she was spotted putting on a steamy display with Hassan, 32, in Ibiza.

The Sun reported at the time that Naomi was disgruntled that the singer and Hassan, who split in early 2020, had fallen so hard – as she hates feeling ‘second best’.

2017: Louis C. Camilleri  

It was claimed in 2017 that Naomi was dating Egyptian multimillionaire Louis C. Camilleri, who was 66 at the time.

The supermodel was said to be enjoying a string of London dinners with the businessman, who was worth over £150 million at the time.

Naomi reportedly met Louis through their shared love of Formula One as they frequented the same races and are said to have met and bonded at the events. 

2018: Skepta

Their raunchy cover of GQ magazine, in only their underwear, sent fans wild, but rapper Skepta and Naomi’s tryst appeared to be done and dusted before too long.

Of the shoot, Naomi said afterwards: ‘We basically did that shoot on our own, it wasn’t for any publication, and once I saw the pictures I was like “no, no, no we should come out…”

‘And so then I started making some calls. It wasn’t like I was going to wait months for it to come out – it’s either got to come out in the next few or it ain’t coming out at all.’ 

Come out indeed it did, with the duo taking part in a joint interview at the time, playing coy about any romance. To this day it’s still unclear, but Skepta seemingly mentioned Naomi on one of his tracks in 2020. They are thought to still be close. 

2019: Liam Payne 

Naomi was linked to the One Direction star Liam Payne, 23 years her junior, following her break up from Skepta and his break up from Cheryl.

They are said to have enjoyed a few dates but it was ultimately short-lived.

When grilled about their relationship on the Jonathan Ross show, Naomi said: ‘ I never discuss my personal life.

‘I mean, it’s crazy it’s like one day it’s one person, the next day it’s another. Who is tomorrow? That’s what I want to know. For me I laugh. The stories are incredible, it’s humorous. I just get on with my life.’

2021: Becoming a mother

When she announced she was a mother in 2021, Naomi did not disclose the method in which she welcomed her daughter, but five years ago credited science with giving her an opportunity to start a family ‘whenever she wants’. 

Offering a first look at her new arrival with a picture of her baby girl’s feet, Naomi penned: ‘A beautiful little blessing has chosen me to be her mother.

‘So honoured to have this gentle soul in my life there are no words to describe the lifelong bond that I now share with you my angel. There is no greater love.’