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Daily Mirror
Daily Mirror
Entertainment
Daniel Bird

Simon Cowell's wild love life – Katie Price 'threesome', Dannii Minogue fling and fiancée

Simon Cowell has had his fair share of love interests over the years – having publicly declared some of them.

Now, the media mogul is settled down with his fiancée, Lauren Silverman, their son Eric and Simon's stepson – worlds away from the lothario he once was.

Over the years, he's made it no secret that he's had his eyes on certain women, with Sharon Osbourne famously revealing his feelings for Dannii Minogue while on the Graham Norton Show.

Ahead of Britain's Got Talent, the Mirror has trawled through the archives of Cowell's rather colourful love life to bring you all you need to know.

Katie Price

Katie Price previously opened up about sleeping with Simon Cowell (Getty Images)
Simon once asked the model for a threesome (Hoda Davaine/Dave Benett/Getty I)

Perhaps the most unexpected name you expected to see when discussing Simon Cowell's relationships – but it's true.

Although the pair insist they haven't slept together, Simon made it no secret he had hoped to get to know Katie on a more intimate basis.

Back in 2013, Simon was blown away by Britain's Got Talent impersonator Francine Lewis who had showcased her impression of Katie Price, which led to an interesting conversation.

During the spin-off show, Britain's Got More Talent, Katie called in to praise Francine, with Simon later saying: "I know you very well Katie, I wish I knew you better."

But when asked who he'd rather go on a date with, the 63-year-old quipped: "I'd have a threesome, I would," before Katie asked if Francine was enjoying the idea.

Simon made his feelings for Pricey very obvious (ITV)

"Well, two of us are anyway," said Simon.

Years later, Katie went on to reveal she spent the night in bed with Simon and shared the rather graphic details.

She said: "We kissed and I ran my fingers through his chest hair, we were both at the Comedy Awards and I was single at the time.

"I'd had a lot to drink and he invited me back to his place."

Although the pair never actually slept together, Katie explained it was the first time she had been in bed with a "proper man".

Piers Morgan also shared details of a night out with Katie and Simon, when the TV star became drunk and she "morphed into full-on Jordan", explaining that she had offered Simon a "risqué sexual gift," for his birthday.

Sinitta

Simon and Sinitta had a long-running relationship which caused friction between her friendship with Lauren Silverman (Corbis via Getty Images)

So Macho hitmaker Sinitta was often by Simon's side during his X Factor days, famously wearing that outfit made out of leaves )yes, you read that correctly).

The pair had a long-running on-off relationship with Sinitta never making it a secret that she still had the hots for the music boss.

Having first met in 1980, Sinitta and Simon remain close friends and she even wants to officiate his wedding to Lauren Silverman, which he has remained tight-lipped about.

Former singer Sinitta revealed that she "wanted to be with him". even into the early 2010s and was convinced that the pair were about to work things out.

Sinitta was often stood alongside Simon on The X Factor (Ken McKay)
Sinitta previously explained she loved Simon until the early 2010s and stopped when Eric was born (Getty Images)

However, she put her love for him on the back burner when it was revealed he was dating her best friend, Lauren Silverman – which caused a fallout.

Speaking last year, Sinitta told the MailOnline: "It was about 10 years ago and yeah I was wanting to still be with him then, yes, so that was upsetting and… unrequited love but I'm not gonna kill myself over it."

Discussing the news that Simon and Lauren were expecting their first child, she explained: "Obviously it wasn't my happiest moment because I wanted to be with him but I got over it and we've all lived happily… Well, we've all lived to tell the tale.

"Lauren and I were best friends."

Dannii Minogue

Simon spoke openly about his crush on Dannii Minogue admitting he fancied every part of her (PA)
Sharon Osbourne once claimed Dannii was "f***ing the boss" (PA)

Dannii and Simon became acquainted when she landed a job on The X Factor back in 2007 with the Australian popstar saying she couldn't wait to get "up close and personal" with Simon.

However, several months down the line, they were snapped holding hands in a car after leaving a Children In Need charity event.

Syco boss Simon made it no secret that he had a crush on Dannii, explaining: "It was Dannii's hair, the sexy clothes and the t*ts, it was genuine love."

But while they had remained tight-lipped, notorious Sharon Osbourne who had a long-running feud with Minogue made the decision to out their fling.

Speaking on the Graham Norton show, she fumed: "She had an uppity attitude as she was f***ing the boss, she clearly felt sh*gging Simon gave her vicarious power," leaving the chatshow host, fellow celebrity guests and audience members utterly blown away.

Lauren Silverman

Simon is now happily settled down with socialite Lauren Silverman (Getty Images)
The pair are parents to son Eric and Simon is step-dad to Lauren's son Adam from her first marriage (Getty Images)

Socialite Lauren and Simon first met in 2004 during a sunny holiday in Barbados – although she was married to Andrew Silverman at the time.

But in 2012 rumours started speculating that Simon and Lauren were romantically involved, which his lawyer strongly denied at the time.

But in 2013, it was reported that Lauren was expecting Simon's first child – despite him previously stating he had no idea whether he wanted to settle down and become a dad.

Lauren allegedly also filed for divorce from Andrew, with sources claiming she had been "unhappy" but she was "ecstatic to be with Simon."

Following her divorce, a source close to Simon said: "He is very pleased that her divorce is finalized, and he is excited about spending time with Lauren, he wants to make sure that she and the baby are doing ok. He is getting more and more excited about the baby."

A year later, Lauren welcomed their son Eric Phillip Cowell on Valentine's Day 2014.

Now, the couple are preparing for their upcoming wedding, having become engaged in December 2021.

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