Short-lived: Naomi was linked to One Direction star Liam Payne, who was 23 years her junior, in 2009.
2019: Liam Payne
Naomi was linked to One Direction star Liam Payne, who was 23 years her junior, after her breakup with Skepta and his breakup with Cheryl.
They are said to have enjoyed several dates, but it was ultimately short-lived.
It all started with a seemingly harmless flirting on Instagram where they liked and commented on each other’s hot posts.
Liam described her as “perfection in a man” and she called him a “beautiful soul”. Then they were spotted at a concert by musician Davido at The O2 in London.
There were reports of Liam boasting about the couple’s “mind blowing” sex, but when Naomi was directly asked about the Jonathan Ross Show date, she said the rumors were “humorous”. Any romance seemed to end shortly thereafter.
Hot out of the press: Rapper Skepta and Naomi’s date seemed to have been made and cleaned up for far too long, shortly after they showed up to a GQ shoot together in lingerie
Their raunchy GQ cover in only their underwear sent fans into a frenzy.
But rapper Skepta and Naomi’s date seems to have ended too soon.
About filming, Naomi later said, “We basically did this shoot ourselves, it wasn’t meant to be published in any way, and as soon as I saw the photos, I was like, ‘No, no, no, we have to go out…’
“And that’s when I started making some calls. It’s not like I’m going to wait months for it to come out – it either has to come out in the next few months or it doesn’t come out at all.”
It really turned out that way when the duo took part in a joint interview at the time, playing low key regarding any romance. To this day, it’s still unclear, but Skepta seems to have mentioned Naomi in one of his tracks in 2020. It is believed that they are still close.
Louis Carey Camilleri at the Monza Racecourse, Monza, Italy, 2018.
2017: Louis C. Camilleri
In 2017, it was alleged that Naomi was dating Egyptian multimillionaire Louis C. Camilleri, who was 66 at the time.
The supermodel is said to have enjoyed a string of London dinners with a businessman worth over £150m.
Naomi reportedly met Louis because of their shared love of Formula One, as they frequented the same races and are said to have met and bonded at events.
Snapshot: In July 2016, Naomi was pictured with billionaire businessman Hassan Jameel as they attended the British Summer Time festival together.
2016: Hasan Jameel
In July 2016, Naomi was pictured in a cozy setting with billionaire businessman Hassan Jameel when they attended the British Summer Time festival in London together, although their romance was never confirmed.
In 2017, it was alleged that the supermodel fell out with singer Rihanna after she was spotted in Ibiza with 32-year-old Hassan.
The Sun reported at the time that Naomi was unhappy that the singer and Hasan, who broke up in early 2020, had fallen so hard as she hates feeling like “second best”.
Long Love: Considered to be her longest relationship, Naomi dated Russian billionaire Vladislav Doronin for five years. [pictured 2012]
2009-2013: Vladislav Doronin
Considered to be her longest relationship, Naomi dated Russian billionaire Vladislav Doronin for five years.
They enjoyed copious topic trips together and seemed to have a strong romance, but it ended in 2013.
Runaway Bride: This fling was short-lived, but Naomi and Brazilian stock magnate Marcus Elias are said to have been engaged at some point. [pictured 2008]
2008: Markus Elias
This infatuation was short-lived, but Naomi and Brazilian stock magnate Marcus Elias are said to have been engaged at some point.
However, their relationship began and ended in 2008.
Friendly exes: Naomi has been seen interacting with Gerard Butler at events despite their alleged romance fizzling out in 2007. [pictured 2009]
2007: Gerard Butler
It was rumored that Naomi and the Scottish action star were together in 2007 when they were seen together several times.
Seemingly formerly friendly to many, Naomi has since been seen interacting with him at events despite their alleged romance fading away.
Tough party: Apparently for Naomi’s 35th birthday, Badr Jaafar rented eight floors of the Burj al Arab hotel in Dubai to throw her a £1 million party [pictured 2012]
2005-2006: Badr Jaafar
Naomi and oil heir Badr Jaafar were reportedly a couple for 10 months.
Apparently, for Naomi’s 35th birthday, he rented eight floors of the Burj al Arab hotel in Dubai to throw a £1 million party for her. His fortune is estimated at 2 billion pounds.
Close, but not a cigar: Naomi and music star P Diddy were linked in 2002. Since then they have been very close friends. [pictured 2017]
2002: P Diddy
It’s still unclear how romantic Naomi and music star P Diddy were, but they were linked in 2002.
Since then, they have been very close friends and are believed to consider each other more like siblings.
Flavio of the Month: Despite a long romance, Naomi and Flavio Briatore broke up because, according to Naomi, he wanted her as a “trophy”. [pictured 2001]
1998-2002: Flavio Briatore
Flavio Briatore – the boss of Benetton – was with Naomi from 1998 until they broke up in 2002.
The Italian, who is 21 years older than Naomi and has a net worth of £258 million, famously said after their split: “She’s great, but better as a friend than as a girl!”
Naomi later told Marie Claire, “I’m not going to be a trophy. If you expect me to cook breakfast in the kitchen in high heels looking like I just stepped out of a fashion magazine, that won’t happen.”
Still friends: Naomi and Leonardo DiCaprio talk at the Vanity Fair Oscars party in Los Angeles in 2007 – 12 years after being romantically involved
1995: Leonardo DiCaprio
Leonardo DiCaprio, known for his romantic affairs, penchant for models, and seemingly uninterested in settling down, was possibly Naomi’s soul mate when they met in 1995.
However, the couple’s romance was fleeting. Since then, they seem to have remained friends, and have since been seen chatting at events numerous times.
Although she never married, Naomi was previously engaged to U2 bassist Adam Clayton after they met in 1993, and despite their split in 1994, the stunning girl has always spoken fondly of the musician.
In a 2015 interview with the Irish Independent, she reflected: “I’m friends with everyone [of U2]. The whole group was great. Their children have all grown up.
Almost sweetheart: Although she never married, Naomi was previously engaged to U2 bassist Adam Clayton after getting together in 1993.
“It’s nice to know people for so long and still keep in touch… I can only say very positive things about him. I’m very proud of Adam.”
In the early 90s, Naomi was also briefly associated with Hollywood star Robert De Niro.
But speaking about her personal life at the time, she told the WSJ: “Privacy is important to me to get to know each other and I’m always worried that my job won’t allow it.”
But I have ways. Robert De Niro taught me this. Loneliness does not mean that you are alone. I don’t have time to be bored and I don’t have time to be lonely.”
Spotted: In the early 90s, Naomi was briefly linked to Hollywood star Robert De Niro.
Last year, in an interview with Times Weekend magazine, Naomi said that she was on good terms with all her ex-boyfriends, but admitted that she was not friends with her “latest” ex.
Discussing who she was dating, she said, “Why don’t you say the opposite? Surely being with them was their privilege as well as mine? But yes, I had wild and exciting times until I turned my life around at 29.
“No matter what they say about me, I remained a friend of all my exes … except for the last one.”
When asked if she was referring to Skepta, she simply replied, “Lady never discusses the details of her private life.”