Simon Cowell's Relationship Past Explained As He Finally Puts a Ring On It (2023)

Simon Cowell looks set to tie the knot for the first time, after proposing to his long-term girlfriend Lauren Silverman.

The television personality and record executive has been with Silverman for a number of years and the couple already have a child together—7-year-old Eric Cowell.

Though he's finally proposed at the age of 62, this isn't the first time Cowell has been engaged.

Having been in the public eye since his TV talent shows took off in the early 2000s, Cowell has had a couple of relationships which have been subject to speculation in the press.

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Here's a retrospective on the music mogul's dating life.

Simon Cowell's relationship timeline

Cowell has been with his new fiancée Silverman for nine years now, but he had a number of relationships which lasted many years before that.

According to Screenrant, one of Cowell's first high profile girlfriends was the British glamour model Jackie St. Clair, whom he dated in the 1970s. The pair reportedly dated for years but broke up and have remained close since.

Another ex-girlfriend Cowell remains friends with to this day is the singer Sinitta, who was one of Cowell's first record label signings. During the '80s, the pair had a "physical relationship," Sinitta admitted to The Sun newspaper. During this time she said she fell pregnant but they had to terminate the pregnancy due to an undisclosed medical condition.

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"It was upsetting and it was something very difficult that we dealt with together. It's such a heartbreaking thing to go through. It was devastating for both of us," she told The Sun.

Simon Cowell's Relationship Past Explained As He Finally Puts a Ring On It (1)

Sinitta was a popular singer in the 1980s and has since forged a career on British reality television, making several appearances alongside Cowell on The X Factor.

Reports have suggested that Cowell also dated model Louise Payne in the '90s and Paula Hamilton in the early '00s.

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After Cowell became internationally famous when American Idol launched, he was dating British entertainment reporter Terri Seymour. The couple were together from 2002-2008, during which time Seymour was a correspondent on American show Extra, and reported for the British spin-off show of Cowell's The X Factor.

Cowell's next relationship led to a proposal, but they ultimately split before they could get married. In 2010, he became engaged to make-up artist Mezhgan Hussainy but they reportedly broke up in 2011.

Relationship with Lauren Silverman

Though they seem like a picture-perfect pair now, the start of Cowell and SIlverman's relationship was contentious to say the least.

In July 2013, Lauren's then-husband Andrew filed for an at-fault divorce, citing adultery by Lauren, with Cowell named as a co-respondent.

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Cowell and Andrew Silverman were friends before this encounter, as the pair were previously pictured together, along with Lauren. News of the divorce came to the attention of the public after it was announced that Cowell and Lauren Silverman were expecting a baby together. Silverman gave birth to their son Eric on February 14, 2014.

Eight years later, the pair are finally engaged. The proposal reportedly took place during a family vacation with their son Eric, and Silverman's son from her previous marriage, Adam, also present. Cowell's representatives also confirmed the news of the proposal.

Simon Cowell's Relationship Past Explained As He Finally Puts a Ring On It (2)


Who is the mother of Simon's son? ›

February 14, 2014: Simon Cowell and Lauren Silverman welcome a son. The couple welcomed a son, Eric Philip Cowell, on Feb. 14, 2014. He was named after Cowell's late father.

Did Simon Cowell ever marry the mother of his child? ›

Well known as a ladies' man, Simon Cowell has often said he never planned to marry, but now he's putting a ring on the finger of Lauren Silverman, his longtime girlfriend and the mother of his only child.

Did Simon break his back? ›

The Britain's Got Talent judge broke his back in August 2020 after he fell from an electric bicycle he was testing at his home in Malibu, California. He underwent intense surgery for the accident, which included having a metal rod put in his back to stabilise it.

What did Simon Cowell do in his accident? ›

The famously critical judge from the hit NBC show broke his back in an accident while riding an electric bike in 2020, a moment that changed how he looks at things.

Did Simon's wife lose a child? ›

However, while the apostles are gone on their mission, Eden, Simon's wife, gets pregnant but loses the baby. She becomes burdened with grief and frustration with Simon's absence. After telling Simon what happened, Simon distances himself from the group and his family, seeking comfort by hanging around with Gauis.

Did Simon have any children? ›

Simon Cowell adores being a dad to his nine-year-old son Eric - and at the age of 63, he's ready to expand his family with fiancee, Laura Silverman, 45.

How many times has Simon Cowell been married? ›

Simon Cowell has never been married but was engaged to Mezhgan Hussainy in 2010, until the pair went their separate ways.

How much older is Simon Cowell than his wife? ›

Simon Cowell and Lauren Silverman - Age gap: 18 years

The mother of his child is American philanthropist Lauren, who is almost 20 years his junior. The pair met through Lauren's ex-husband Andrew.

Who is Simon Cowell's current partner? ›

What kind of accident did Simon have? ›

Simon Cowell's grueling 2020 bicycle accident gave the television host a much-needed wake-up call about his health. During an interview on the “Today” show Wednesday, Cowell reflected on the back injury he suffered a few years ago while testing out an electric bicycle.

How is Simon doing after his accident? ›

Simon Cowell was rushed to hospital in January 2022 following a scary electric bike incident. Fans have been looking for updates on his health ever since, and the good news is that he seems to be doing well. The America's Got Talent judge was released from hospital the same day with a cast covering his shoulder.

Did Simon have another accident? ›

Simon Cowell has suffered his second serious injury involving his electronic bike in 18 months. The British TV personality and talent show judge suffered broken back in August 2020 after falling off of his e-bike, and reports suggest he's broken another bone after his latest crash.

What did Simon Cowell actually do? ›

He worked as a record producer, talent scout and consultant within the music industry before becoming a judge on the hit British TV show Pop Idol (2001) and its U.S. counterpart, American Idol (2002). Cowell's scathing comments were famous during his 10 seasons as a judge on American Idol.

How much is Simon Cowell's net worth? ›

Cowell was in favour of the UK remaining in the EU in the 2016 EU referendum. In 2019, Cowell became a vegan after doctors advised him to change his diet for health reasons. He was also named one of the wealthiest people in the UK by the Sunday Times Rich List, Cowell was worth £385 million in 2019.

What did Simon Cowell do to make his money? ›

While much of Simon's wealth comes from his role as a talent show judge, the sometimes brutally honest star also makes his millions from his music label Syco Entertainment which boasts talent such as Camilla Cabello and Olly Murs, and in the past, One Direction.

Who was Simon's son in the Bible? ›

This interpretation is supported by the statement in the Gospel of John 6:71 that Judas was "the son of Simon Iscariot".

Who was born Simon son of Jonah? ›

Peter was a Jewish fisherman in Bethsaida (John 1:44). He was named Simon, the son of a man named Jonah or John.

Does Simon have 2 sons? ›

Simon Cowell is dad to one son called Eric. Eric was born back in 2014 and him and his dad seem to have a close-knit relationship with each other. Simon is also step-dad to Adam Silverman, Lauren Silverman's 16-year-old son from her previous relationship with Andrew Silverman.

What was wrong with Simon's mother in law in the Bible? ›

As described in the Gospel of Luke, “Jesus left the synagogue and went to the home of Simon Peter. Now Simon Peter's mother-in-law was suffering from a high fever, and they asked Jesus to help her. So He bent over her and rebuked the fever, and it left her.


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