Who has Simon Cowell dated? Dating history ahead of rumoured wedding


Simon Cowell has had a couple of high-profile relationships earlier than propsing to Lauren Silverman (Image: rex/ getty )

The marriage between Simon Cowell and Lauren Silverman is rumoured to be going down within the coming days, after the X Issue star proposed in 2021.

Lauren and Simon, who share son Eric Cowell, seven, have been collectively for years since first being launched by the Britain’s Bought Expertise choose’s pal Andrew Silverman, who was married to Lauren on the time.

Simon and his future spouse are completely enamoured with one another, with Simon getting down on one knee final yr regardless of repeatedly saying he didn’t suppose he would ever get married.

Particulars of the marriage has been stored tightly underneath wraps, although fellow BGT choose David Walliams beforehand hinted it he anticipated it could be huge affair.

However because the leisure world waits to see if Simon will likely be a married man within the coming days, others are questioning how they received right here.

So, who has Simon Cowell dated up to now?

Jackie St Clair

Simon and Jackie dated within the 70s and stay agency mates (Image: WireImage)

Simon dated Web page 3 mannequin Jackie St Clair manner again within the Seventies, and although they went their separate methods they continue to be shut mates.

(This regardless of a reported feud between the mannequin and Simon’s later girlfriend, musician Sinitta.)


Sinitta and Simon have been on and off for 20 years, with the musician ow saying she’d liketo officiate his marriage ceremony to Lauren (Image: PA)

Simon and musician Sinitta had an on-off relationship spanning over 20 years, with the singer beforehand admitting she by no means actually thought it was over till the mogul welcomed his son Eric.

The pair first met in 1980, and regardless of the romance wrapped up of their friendship, Sinitta stays shut with Simon and even hopes she might officiate his marriage ceremony.

When she was requested when she and Simon ‘lastly known as it quits’ Sinitta instructed New Journal: ‘There was at all times a component of “nicely, it’s by no means actually over.”

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

‘[Lauren] and I have been greatest mates. I’m actually blissful for them, nevertheless it was exhausting and triggered a fallout.’

Louise Payne

Simon reportedly secretly dated web page 3 mannequin Louise Payne for a number of years within the Nineties, although their rumoured relationship was stored tightly underneath wraps.

A supply instructed the Day by day Star in 2012 that the couple have been even engaged for a short time after Simon proposed to the mannequin throughout a visit to New York, however in the long run the X Issue star determined he wasn’t able to cool down.

They apparently break up a number of occasions throughout their relationship however ultimately made the break-up everlasting, although a supply claimed Simon was ‘heartbroken’ once they did so.

Georgina Regulation

Mannequin and unique dancer Georgina Regulation reportedly dated Simon for six months within the yr 2000, after his rumoured relationship with Louise got here to an finish.

Although Simon by no means commented, Georgina later claimed she met him on the strip membership the place she used to work, and so they had a ‘informal relationship’ for a number of months.

She added that they weren’t formally boyfriend and girlfriend, and the fling befell earlier than he rose to dame on Pop Idol.

Terri Seymour

Simon and Terri have been in a six-year relationship and nonetheless generally spend time collectively as mates (Image: FilmMagic)

Simon was in a critical relationship with reporter and mannequin Terri Seymour for six years, between 2002 and 2008.

Rumours swirled on the time that they break up as a result of Simon not wanting youngsters, although this was by no means confirmed – and each now have youngsters of their very own.

Simon has an uncanny means to stay mates together with his exes, and he, Terri and fiancée Lauren, in addition to each of the previous couple’s respective youngsters, have frolicked collectively, even going pumpkin selecting collectively in 2019.

Dannii Minogue

X Issue judges Simon adn Dannii reportedly had a fling in 2007 although it by no means changed into something critical (Image: Getty Pictures)

Simon and famous person Dannii Minogue had nice chemistry collectively whereas judging The X Issue, and it seems that chemistry adopted them off display screen.

In 2012, Simon appeared to admit to a short-lived fling with ‘intercourse image’ Dannii as they shared a number of nights collectively in 2007.

‘I had a crush on her. It was Dannii’s hair, the attractive garments, and the t**s,’ the music mogul is quoted as saying.

’I used to be like a schoolboy. She was cunning. She was an actual man’s woman. Very female. It was real love.’ Referring to his ex-girlfriend Terri, Cowell goes on to say that his relationship with Dannii wasn’t a critical one: ‘After Terri Seymour, I wasn’t prepared for one more relationship.’

Mezhgan Hussainy

Simon and Mezhgan have been engaged however neer made it up the aisle, splitting in 2011 (Image: WireImage)

Simon was in a relationship with make-up artist Mezhgan Hussainy for a number of years, turning into engaged in 2010.

They’d met on the set of American Idol in 2002, the place she labored in make-up n he was, in fact, a choose.

Issues weren’t meant to be nonetheless, and so they break up in 2011, with the TV choose transferring possession of the home to his former fiancée in what some individuals dubbed a ‘parting present.’

Carmen Electra

Simon and actress Carmen Electra had some type of a relationship in 2013, although it seems neither agrees on what precisely that relationship was.

The Britain’s Bought Expertise icon had introduced that he advert Carmen have been ‘individuals who date’ – which in itself is a reasonably obscure assertion.

Nonetheless the Baywatch actress later insisted the pair have been ‘mates’ who ‘frolicked a couple of occasions.’

They’d been pictured packing on the PDA in a restaurant the identical yr, and Carmen had known as him ‘cute’ and ‘lovely,’ so we’ll chalk that one right down to a situationship.

Lauren Silverman

Simon and Lauren have been collectively for years and share son Eric, seven (Image: Axelle/Bauer-Griffin/FilmMagic)

Simon first met his future spouse and the mom of his youngster, Lauren, via the mogul’s shut pal Andrew Silverman – her husband on the time.

The pair started an affair a while later and went public with their relationship when Lauren fell pregnant with Simon’s son, Eric, in 2013.

In 2021, 13 years after first assembly in Barbados, Simon received down on one knee and requested Lauren to marry him whereas on vacation on the island.

Simon had repeatedly mentioned he by no means meant to get married, and a surprised Lauren reportedly burst into blissful tears when he requested for her hand.

The couple have been reportedly planning a summer time marriage ceremony, with rumours abund the ceremony is going down within the coming days.

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MORE : Simon Cowell’s ex-girlfriend Sinitta eager to officiate Lauren Silverman marriage ceremony: ‘The provide is there’

MORE : Simon Cowell and Lauren Silverman’s relationship timeline forward of their ‘summer time marriage ceremony’

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