Simon Cowell Dating History
Complete list of Simon Cowell dates, listed in chronological order.
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Married
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"Encounter"
On-Screen
Jackie St Claire
unknown date
Cowell, 49, has famously kept his enemies close, and his ex-girlfriends Sinitta and Jackie closer. Jackie is known for the dubious honour of being a former Miss Nude UK and Page 3 girl. And she often accompanies Cowell on his winter break to Barbados. While Cowell admits that as a boyfriend he leaves ...
Alicia Douvall
Capricorn
2001
In an interview, Simon stated that "Yes I`m afraid we did sleep together, me and Alicia," he admits a little glumly. Former glamour model Alicia Douvall has stepped forward to reveal she had a six month affair with music mogul Simon Cowell - and once ended up having sex with him 11 times in ...
Terri Seymour
Virgo
2002 - 2006
On an early episode of MTV Cribs, Simon introduced Terri as his cook. Well, since then the world has seen that in fact she’s the other half of the acid-tongued reality TV judge.
Jasmine Lennard
Leo
2006
The two were first seen together back in 2006. Jasmine was seeing night club owner Mark Alexiou while Cowell was seeing Terri Seymour. The two denied the allegations claiming the were very good friends. Cowell claimed Jasmine was asking him for career advice. Speculations of their relationship rose ...
Danielle Delaney
2008
According to extracts from Tom Bower's The Intimate Life of Simon Cowell published in the Sunday Mirror newspaper, the X Factor mogul enjoyed a string of dates with actress Danielle Delaney. A friend said: 'She was desperate for the relationship to become more serious, and still is. To her ...
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