Chloe Green's VERY chequered love life: Heiress dated bad boys, a gay reality star, JLo's ex and the 'hot felon'...before vanishing from view with her yacht mogul husband

Daily Mail​

17 hours ago

Many billionaires want little more than for their offspring to settle down with a stable, and ideally rich, partner, offering little drama or cause for added details in the inevitable pre-nup they'll be expected to sign.
And this would be no different for Chloe Green, who as the heir to her father Phillip's fashion empire, would stand to inherit a small fortune.
But rather than settle down early in her life with a dashing businessman or actor, Chloe's dating history boasted a string of bad boys en route to finding her Happily Ever After.
The mother-of-two had started on the reality TV circuit by dating Made In Chelsea star Ollie Locke, but then upgraded to an age-gap romance with American singer Marc Anthony, a friend of her father.
This was peppered with being linked to rogue QPR 'bad boy' Djibril Cissé and Tottenham Hotspur Jermain Defoe, with Chloe then moving onto her most notorious romance, with criminal Jeremy Meeks.
The hunk, who was dubbed the ' Hot Felon ' thanks to his now-viral mugshot after his arrest on weapon charges, was a controversial choice for big-money heiress Chloe, but regardless they went onto date for two years, and have a son together.
While Chloe and Jeremy's relationship came to a turbulent end, she didn't say single for long, as she began dating Italian businessman Manuele Thiella.
And following the news they were expecting a daughter, they tied the knot in 2022 with just 15 guests present.
Since then, Chloe has retreated from the limelight, with her family's last public appearance together being around a year ago.
Time will tell if Chloe has really found her forever partner, but there's no doubt she's had a few rogue romances en route to finding her Prince Charming...
Spencer Matthews
When Chloe first joined the cast of Made In Chelsea in 2011, rumours swirled that she was being courted by the show's then-bad boy Spencer Matthews.
A source told The Mirror at the time: 'Spencer is really into Chloe and has been telling anybody that will listen on set that she is his new girlfriend.
'He's been bragging about how him and Chloe are getting on like a house on fire and that he thinks it's a full blown relationship.
'Spencer went to Monaco with Hugo Taylor, Rosie Fortescue and Millie Mackintosh from the show and met up with Chloe as soon as they landed...
'But Chloe made sure the antics didn't get too out of control – she's a very well brought-up girl and likes Spencer a lot.'
It's unclear when Spencer and Chloe decided to end things, but she quickly moved onto another MIC star...
Ollie Locke
Chloe joined Made In Chelsea in 2011 as the girlfriend of long-standing cast member Ollie Locke.
Ollie was dating musician Gabriella Ellis at the beginning of the series, despite viewers questioning his sexuality.
He then broke up with Ellis, revealing to her and friends that he was in fact bisexual and wanted to explore the dating scene.
Near the end of the first season, Ollie embarked on a date with a handsome bachelor but in season two he introduced Chloe as his girlfriend.
'I wanted to do something that I initiated myself, and as I am already friendly with lots of the cast from Series One, it seemed like a good idea for me to be part of the Second Series of Made in Chelsea,' Chloe said of joining the show.
Sir Philip was said to approve of the match and Ollie was introduced to Chloe's mother Lady Tina, who was pictured joining the couple at a party at London's Playboy Club in August 2011.
But the couple split just months after their romance began, claiming that they could not sustain their relationship in the public eye.
It was Chloe who first shared the news, saying: 'We have split. It was nothing to do with Ollie being bisexual; I was fine with it and so was Dad. He met Ollie and thought he was a really nice guy.
'The problem was the pressure of conducting a relationship under a magnifying glass. It was just too intense and I think we both knew it wasn't working.
'It got to the point where we were arguing so much it wasn't fun any more so we mutually decided to end it. Ollie's great and we're still good friends but there's a huge amount of pressure having the cameras on you all the time and I think he'll crack before I do. I'm a stronger character.'
However, she admitted that there were tensions between herself and Ollie's ex Gabriella Ellis.
Chloe added: 'It's fair to say there were some awkward moments and World War 3 nearly broke out when we watched the screening of the first episode.'
Proving there were no hard feelings, Gabriella - among other Made In Chelsea stars - was present at the launch the following year when Chloe unveiled her shoe collection for Topshop, designed with the help of six of the retailer's buyers and designers.
CJG (Chloe Jade Green) footwear retailed for £80 - £200 and featured a distinctive green sole, and she said at the time she was excited to flex her entrepreneurial skills, which she'd been honing from an early age.
As a child she worked the tills at BHS during school holidays and accompanied her father to board meetings.
'Dad would bring me in to meetings when I was 10 to show me how the industry worked. I would point out things I liked and didn't like and I've been doing it ever since. I think he saw that I had an eye for clothes and design from an early age,' she explained.
She also expressed an interest in taking over Topshop with her younger brother Brandon.
'He's a bright kid and he's working at Arcadia [Topshop's parent company] at the moment shadowing Dad,' she said. 'The plan is that he will be the business side – I'm more interested in the clothes and the creative.
'Dad's worked extremely hard for everything he's achieved and I hope I can be the same.
'It would mean the world to him if we could keep Topshop going so successfully. It would be his dream.'
Jermain Defoe
The year after she split from Ollie, Chloe was linked with two high-profile footballers, with the first being Tottenham Hotspur striker Jermain Defoe.
The pair were pictured sharing a hug on a busy London street, with an onlooker saying: ''They were on one of the busiest roads in London, on one of the hottest afternoons of the year during rush hour.'
However, Sir Phillip himself was quick to deny that Chloe and Jermain were dating, telling the Mail: 'I have spoken to my daughter and she has told me they are not in a relationship, they have only met once before.
'He had been coming out of the Royal Marsden Hospital after visiting a relative and they bumped into each other outside.'
A spokesman for Defoe added: 'I can say they are 110 per cent not together, they are just friends. Jermain was visiting a very close relative and she just happened to be there.'
Djibril Cissé
Chloe was first linked to QPR and Liverpool 'bad boy' Cissé in 2012, when the pair were spotted holding hands during a shopping trip.
At the time, Cisse was in the midst of divorcing his wife of eight years Jude, and he had gained his controversial image after incidents with the police.
He was cautioned for assaulting his pregnant wife Jude and a 15-year-old boy.
At the time, a source told The Sunday Mirror: 'They couldn't stop laughing and joking, it was really sweet.
'They seemed close and were clearly enjoying each others company, they didn't care who saw them.'
However, a source close to the family said: 'Chloe is not dating Djibril, they are just friends who went on a shopping trip together.'
Last year, the former footballer was given an eight month suspended prison sentence for misuse of corporate funds and failure to make accounting entries.
Cisse had not been present at the hearing, where the prosecutor had requested a one year prison sentence and a fine of €100,000 (£83,000).
Marc Anthony
In 2013, 22-year-old Chloe was linked to singer Marc Anthony, the ex-husband of Jennifer Lopez.
The unlikely pairing raised eyebrows because Marc was twice her age at 44, while Chloe was two years younger than his oldest daughter Ariana.
Pictures of the couple first surfaced showing them at Disneyland, California a month after Chloe split from soccer star Djibril Cisse.
A source told Grazia magazine: 'Chloe and Marc have totally fallen for one another. She's been looking into getting a place in New York, where they love to hang out, or Miami, where his family are based.'
According to heat magazine, Sir Philip flew out to Miami to spend the Easter weekend with Chloe and Marc, as well as her mother Tina and brother Brandon, where the group got some dutch courage for the family meeting by drinking Dom Perignon at local club Set.
However, just weeks later it was reported that Marc had dumped Chloe, even though she'd relocated to the US to be with him, and her father Phillip had given his seal of approval to the relationship.
A source said at the time: 'The pair got serious very quickly and had the blessing of her parents, but it hasn't worked out. It seems to have been Marc's decision to end it.'
But just weeks later, Marc and Chloe appeared to confirm that their romance was back on, as they made a loved-up appearance at the Grammy Awards.
But by February 2014, it was reported they had split once again, with a source telling US Magazine: 'They are taking a break. It is because of busy schedules.'
'Hot Felon' Jeremy Meeks
During a period when Chloe was no stranger to flaunting her lavish lifestyle on social media, she began a controversial relationship with criminal Jeremy Meeks.
Jeremy attracted the 'hot felon' nickname in 2014 after his police mugshot went viral following his arrest for firearms possession.
The couple met in Cannes in 2017 and reportedly became engaged in 2018. They welcomed a son named Jayden together in 2018.
The unlikely pairing between the billionaire heiress and the convicted criminal attracted a wealth of attention from the media and public.
They were regularly pictured out together as well on several envy-inducing trips together, including on Chloe's $150 million family yacht, Lionheart.
The relationship was met with a lot of criticism, particularly due to Jeremy's criminal record and his separation from his wife, Melissa, who he had two children with.
Chloe felt the need to defend their romance online, sharing a selfie of the two of them together and revealing how happy they are together.
The Topshop heiress captioned the snap: 'Life is to short not to laugh and smile and that's all we do... @jmeeks official. #nohatejustlove #everyonedeservestobehappy.' [sic]
Prior to this, Chloe had temporarily deleted her account after feeling the heat for publicly parading their romance when pictures of them kissing emerged.
They were pictured sharing an intimate kiss and snuggling up together as they waited to be taken back to their £112,000-a-week yacht in Bodrum.
Chloe and Jeremy's posts were flooded with negative comments and snake emojis, following the news that they had become romantically involved.
By 2019, it was reported that the pair were on the rocks, after Chloe appeared to ignore Jeremy's gushing online birthday wishes in which he described her as 'the most amazing person I've ever met.'
Just a month later it was confirmed the pair had split when Chloe was seen cuddling Monte Carlo polo captain Rommy Gianni on her father's yacht.
A source told US Weekly: 'They split about two months ago, but are off and on still speaking.'
Manuele Thiella
Before settling down with her husband Manuele Thiella, Chloe Green had endured a string of bad boy romances in her quest to find her Prince Charming
Following the end of her relationship with Jeremy, Chloe began dating businessman Manuele, who is CEO of Royal Yacht International (RYI).
Chloe and Manuele officially tied the knot in a low-key wedding on September 5, 2022, in the Mairie in Monte Carlo.
The discreet ceremony was attended by her immediate family as the venue only has capacity for 15 guests.
It is unknown how the TV personality's family celebrated, however, according to reports, there 'wasn't a big party'.
Chloe gave birth to their first child together, a girl, just days later, and wanted to 'get married before the baby arrived'.
A source told Mail+: 'Chloe wanted to get married before the baby arrived. That was always the plan and they have now got married without any fuss or big party and are very happy.'
Chloe revealed her pregnancy in June when she unveiled a baby bump for the first time while on holiday in St Tropez.
She unveiled her previous pregnancy in a similar way in 2018, showing off her first bump as she enjoyed a day on her father's superyacht in Monaco.
Chloe and Manuele were revealed as a couple in 2020 - after they were spotted abroad.
When she initially began seeing the businessman, a source told MailOnline: 'Chloe has known Manuele for months and they have always been very close friends.
'They have a lot in common; they're both parents and are from similar worlds, Chloe is very happy with him. He's very much been accepted into her family.'
Manuele is the CEO of company Royal Yacht Brokers, which boasts celebrity clients such as Madonna, Chrissy Teigen and Alicia Vikander.