Simon, Sinitta and Jackie sitting in a tree K. Not really, they're on a red carpet and are just mates now. Could not subscribe, try again laterInvalid Email He's admitted that his inability to remain faithful is what's holding him back from starting a family.
But there's no denying Simon Cowell has had enough opportunity to settle down. From the early years with Paula Hamilton to the more amazing romance with Sinitta - he's certainly tried falling in love.
The revelation that he was sleeping with Dannii Minogue when she started as a judge on The X Factor started a storm of rumours and recriminations about his past loves. Below is a who's who of some of the women who have been in Simon's life - at least the ones that we know about Paula Hamilton Cowell years from Paula lost her virginity to Simon when they were teenagers Image: PA One of the most famous models of the s, Paula revealed last year how she lost her virginity to Cowell when she was 16 years old.
She and "a boy called Simon" it's definitely him - she's sure were childhood sweethearts while growing up in Hertfordshire and had known each other from the age of She said, "He was very, very protective of me I couldn't read or write until I was 11 so was called stupid and bullied by teachers. Simon was really important to me because he stopped them picking on me. Louise Payne Cowell years - This might not have been the best dress to turn up in for your dinner date, Louise Image: He apparently approached her after spotting her at a swanky London shindig and was completely smitten for yonks.
Reportedly it all ended when she told him she wanted kids and he wasn't ready. Sinitta Cowell year Sinitta - still Simon's right hand gal Image: Getty Probably Simon's most famous ex, Sinitta dumped him when she embarked on an affair with David Essex.
They're still mates though standard and she's even wrangled herself some regular guest-mentoring gigs on X Factor. She can't sing, but she can Tim Anderson Page 3 girl and lap dancer Georgina sold a kiss and tell story about her relationship with Simon with Simon's blessing. This was before Pop Idol so he wasn't famous. He is a lovely man and we had a casual relationship for about six months. We weren't proper boyfriend or girlfriend, but we'd see each other regularly.
We find an awful lot to laugh about, but she'll never be a Pop Idol. If you've heard her sing in the shower you'll know what I mean. But she has tremendous talents in other areas. Getty One of a trio of Simon's exes that have remained friends with the media mogul. He's been known to take the ex-page 3 model on holiday with him and whoever his latest girlfriend is at the time.
Getty His longest ever relationship was with telly presenter Terri Seymour - they were shacked up together for a whopping seven years before she dumped him.
They've remained friends though and she too has been seen gallivanting about with him on some of his numerous holidays. She said in an interview in , "We do still speak every day. Actually we'll often speak to each other five, even 10 times a day. And when Simon is in LA we see each other daily. The Intimate Life of Simon Cowell'. I was like a schoolboy. She was a real man's girl.
It was genuine love. Mezhgan Hussainy Cowell years - Now this is a weird one. Simon proposed to the make-up artist in after they'd been dating for a several months, but then it all went quiet. And then even more quiet. Facebook Simon confessed to fancying Britain's Got Talent make-up artist and former Miss Manchester Francesca saying, "We've got the cutest make-up artist. I just can't talk to her. I'm kind of tongue-tied. Since his admission though there's been lots of rumours they're dating, but as far as we know rumours is all they are.