We glance again on the highs and lows of the X Issue creator’s sophisticated love life- from failed engagements to warring ex-girlfriends to his affair with Lauren…

Paula Hamilton (1977)

In 2011, model Paula, 60, one of the most famous faces of the 1980s, revealed that she lost her virginity to Simon. They dated in the 1970s and were childhood sweethearts (pictured in 1991)

In 2011, mannequin Paula, 60, one of the well-known faces of the Nineteen Eighties, revealed that she misplaced her virginity to Simon. They dated within the Nineteen Seventies and have been childhood sweethearts (pictured in 1991)

In 2011, mannequin Paula, 60, one of the well-known faces of the Nineteen Eighties, revealed that she misplaced her virginity to Simon.  

The star of the last decade’s iconic Volkswagen Golf TV business mentioned she was 16 on the time.

She instructed Each day Mail Weekend journal that she misplaced her virginity to ‘a boy known as Simon’.  

Paula and Simon have been childhood sweethearts whereas rising up in Hertfordshire within the Nineteen Seventies, she mentioned.

She additionally claimed, in distinction to his Mr Nasty picture on TV, he was ‘very, very protecting’ and stopped lecturers vilifying her.

She went on: ‘I couldn’t learn or write till I used to be 11. So I used to be known as silly and bullied by lecturers. Simon was actually necessary to me as a result of he stopped them choosing on me.’ 

Jackie St Clair (Nineteen Seventies)

Ex: Former Page 3 model Jackie dated Simon in the 1970s and maintained a strong friendship with Simon- even after they split (pictured in 2002)

Ex: Former Web page 3 mannequin Jackie dated Simon within the Nineteen Seventies and maintained a robust friendship with Simon- even after they cut up (pictured in 2002) 

Former Web page 3 mannequin Jackie dated Simon within the Nineteen Seventies and maintained a robust friendship with Simon- even after they cut up. 

Through the years she has travelled on vacation with him. She reportedly had an ongoing feud with Sinitta. Again in 2012 it was reported Sinitta flew dwelling from Barbados early to keep away from a showdown with Jackie after their well-known combat in 2010.  

On the time of the unique combat, Sinitta accused Jackie of ‘evil mendacity’ by Sinitta as a row brewed over gossip surrounding Simon and the standing of his engagement to his then girlfriend, Mezhgan Hussainy.

Sinitta believed that Jackie was blaming her for leaking tales about Simon and his Mezhgan. 

Sinitta (The on-off 20 yr romance) 

In 2020, Sinitta suggested her on-off romance with Simon was 'never really over' until he had son Eric with girlfriend Lauren Silverman in 2014 (pictured 1980s)

In 2020, Sinitta recommended her on-off romance with Simon was ‘by no means actually over’ till he had son Eric with girlfriend Lauren Silverman in 2014 (pictured Nineteen Eighties) 

In 2020, Sinitta recommended her on-off romance with Simon  was ‘by no means actually over’ till he had son Eric with girlfriend Lauren in 2014.

The pair had an on-off romance for 20 years after first assembly within the Nineteen Eighties. 

When requested when her and Simon had ‘lastly known as it quits’ on their love affair, the singer, 58, instructed New! Journal: ”There was at all times a component of “nicely, it is by no means actually over.” 

‘However when Eric was born that was it. I’d by no means come between his household.’     

Whole lot of history: The pair had an on-off romance for 20 years after first meeting in the 1980s

Complete lot of historical past: The pair had an on-off romance for 20 years after first assembly within the Nineteen Eighties

Discussing the ructions triggered between her and Simon, she added: ‘[Lauren] and I have been finest pals. I am actually comfortable for them, nevertheless it was onerous and triggered a fallout.

Sinitta mentioned she had a long-held perception that when Simon had stopped courting different ladies, they might ultimately find yourself collectively, including that she would have married him and ‘by no means’ fell out of affection with him. 

The pair have additionally been by means of shared heartache as Sinitta admitted she was nonetheless very near the mogul, after revealing in 2013 she was beforehand compelled to abort their child within the Nineteen Eighties following well being issues. 

Rollercoaster: Sinitta has previously said she believed she would marry the mogul (pictured 2013)

Rollercoaster: Sinitta has beforehand mentioned she believed she would marry the mogul (pictured 2013)

Simon Cowell And Louise Payne (1995)

It was previously reported Cowell was secretly engaged to Page Three girl Louise Payne, after she split from husband and Right Said Fred star Fred Fairbrass

It was beforehand reported Cowell was secretly engaged to Web page Three woman Louise Payne, after she cut up from husband and Proper Stated Fred star Fred Fairbrass

It was beforehand reported Cowell was secretly engaged to Web page Three woman Louise Payne, after she cut up from husband and Proper Stated Fred star Fred Fairbrass.

However their three-year relationship ended when the buxom blonde mentioned she wished to begin a household with Cowell, however he was too busy.

Cowell apparently popped the query to the now-43-year-old in a elevate throughout a enterprise journey to New York, reported the Each day Star.

The pair met at a operate in London in in 1995, after the tip of Louise’s marriage to guitarist Fred, now 68. 

They allegedly first exchanged numbers on the celebration which Cowell was attended together with his brother Nicholas.

However throughout their first date, he had the flu and thought he had blown his probabilities. A yr later they ran into one another and started a romance.

The supply added: ‘The connection had its ups and downs. They cut up twice however he was so in love along with her he saved attempting to make it work.

‘After the third try, they cut up for good. It was simply earlier than he began on Pop Idol. Louise wished youngsters and he knew he wasn’t prepared.

‘He by no means stopped loving her, although. He was heartbroken.’ 

Simon And Georgina Regulation (2000)

Fling: The X Factor judge had a casual fling with former Page 3 model and dancer Georgina, who later spoke about their whirlwind romance

Fling: The X Issue decide had an informal fling with former Web page 3 mannequin and dancer Georgina, who later spoke about their whirlwind romance

The X Issue decide had an informal fling with former Web page 3 mannequin and dancer Georgina, who later spoke about their whirlwind romance.

She mentioned: ‘I met Simon on the Spearmint Rhino Membership the place I used to work often. This was earlier than Pop Idol so he wasn’t well-known. He’s a stunning man and we had an informal relationship for about six months. 

‘We weren’t correct boyfriend or girlfriend, however we’d see one another repeatedly’. 

Terri Seymour (2002- 2008) 

Friendliest of exes: Simon has remained close friends with ex Terri ever since they dated from 2002 to 2008 (pictured in 2004)

Friendliest of exes: Simon has remained shut pals with ex Terri ever since they dated from 2002 to 2008 (pictured in 2004) 

Simon has remained shut pals with ex Terri ever since they dated from 2002 to 2008, and he even threw a birthday celebration for her daughter Coco final yr.

Whereas Terri and Simon reportedly cut up over his want to not have a brood – his state of affairs may be very completely different now, with him admitting in 2017 that their kids usually share playdates.

Terri has six-year-old daughter Coco with mannequin boyfriend Clark Mallon, 29.

Terri and Simon have been an merchandise for eight years earlier than their cut up, with the music mogul rumoured to have given her a £6million ‘parting reward’. 

Simon And Dannii Minogue (2007)

Chemistry: In 2012, it was revealed Simon felt 'genuine love' for Dannii Minogue, 50, after a fling with the singer in 2007 (pictured in 2010)

Chemistry: In 2012, it was revealed Simon felt ‘real love’ for Dannii Minogue, 50, after a fling with the singer in 2007 (pictured in 2010) 

In 2012, it was revealed Simon felt ‘real love’ for Dannii Minogue, 50,  after a fling with the singer in 2007.

The music mogul admitted he felt ‘like a schoolboy’ across the Australian star throughout her time as a decide on the X Issue.

Particulars of the romance have been revealed in a e-book entitled The Intimate Life Of Simon Cowell, written by former BBC journalist Tom Bower. 

Within the e-book, there have been a number of quotes from Cowell talking in regards to the romance – though Dannii and Simon had each denied it in 2008.

He’s quoted as saying: ‘I had a crush on her. It was Dannii’s hair, the horny garments and the t**s. I used to be like a schoolboy. She was cunning. She was an actual man’s woman. Very female.’  

Mezghan Hussainy (2009- 2012) 

Engaged: Simon went on to become engaged to Afghan-born make-up artist Mezhgan Hussainy in 2010, but they split in February 2012 (pictured in 2020)

Engaged: Simon went on to change into engaged to Afghan-born make-up artist Mezhgan Hussainy in 2010, however they cut up in February 2012 (pictured in 2020) 

Simon went on to change into engaged to Afghan-born make-up artist Mezhgan Hussainy in 2010, however they cut up in February 2012. 

The cut up solely turned public data when Tom Bower revealed his unauthorised biography Candy Revenge: The Intimate Life Of Simon Cowell.

The decide confessed within the e-book that he made a mistake asking her to marry him: ‘We got here to the conclusion that I’m a hopeless boyfriend.’

He was reported to have given Hussainy a £5million mansion in Beverly Hills as compensation for the embarrassment of cancelling the engagement. 

Carmen Electra (2012)

Lovestruck: In 2012, Simon confirmed he was dating former Baywatch star Carmen, 49 (pictured in 2012)

Lovestruck: In 2012, Simon confirmed he was courting former Baywatch star Carmen, 49 (pictured in 2012) 

In 2012, Simon confirmed he was courting former Baywatch star Carmen, 49, nonetheless she did not get an invitation to the star’s annual Caribbean jaunt in January 2013, as he was doted on by his coterie of exes.  

Carmen who met Cowell when she was a decide on BGT mentioned she ‘adored’ the X Issue supremo, however whereas he admitted they’re courting he was very clear in regards to the standing of their relationship.

The music mogul instructed American Idol host Ryan Seacrest on his radio present: ‘She’s not my girlfriend. We’re individuals who date.’    

Simon And Lauren Silverman (2013- now)   

Congratulations! Simon proposed to his partner of eight years in front of their son Eric, seven, and Lauren's son Adam, 16, from a previous relationship (pictured in November)

Congratulations! Simon proposed to his accomplice of eight years in entrance of their son Eric, seven, and Lauren’s son Adam, 16, from a earlier relationship (pictured in November)

Simon proposed to his accomplice of eight years in entrance of their son Eric, seven, and Lauren’s son Adam, 16, from a earlier relationship. 

A supply mentioned: ‘While Simon by no means thought he was the marrying sort, he’s realised he’s met the girl of his desires – and couldn’t be happier’

Simon met Lauren in 2013 when she was nonetheless married to millionaire property developer Andrew Silverman with information of the affair making international headlines. 

Regardless of beforehand insisting that he ‘did not imagine’ in marriage, the father-of-one reassessed his views after falling in love with Lauren – who was left ‘shocked’ by the shock proposal. 

A supply instructed The Solar: ‘Lauren was completely shocked and by no means in 1,000,000 years anticipated Simon to pop the query. She burst into tears – comfortable tears – and clearly mentioned sure immediately.  

‘Lauren has been Simon’s rock over these previous few years – supporting him when he broke his again, and thru thick and skinny typically. They make a beautiful couple.

‘While Simon by no means thought he was the marrying sort, he’s realised he’s met the girl of his desires – and couldn’t be happier. Within the phrases of Beyoncé, it was time to place a hoop on it.’