Terri Seymour – Simon got together with model Terri, pictured, in late 2002. After an on-off relationship they got things back on track until November 2008, when they officially announced they had broken up.
Sinitta – 80s pop star Sinitta started dating Simon as a teenager and they became an item, on and off, for more than 20 years. The pair still remain firm friends and she even guest judges on Cowell’s hit show The X Factor. He is also godfather to her children Magdalena, three, and two-year-old Zac.
Jasmine Lennard – Another of Cowell’s long-standing close female friends, society girl and model Jasmine has been spotted at his London house and enjoying dinners out with the mercurial talent-spotter. Jasmine even got Simon Cowell’s initials tattooed on her wrist before things fizzled out.
Jackie St Claire – The former Miss Nude UK and Page Three girl is part of what Cowell calls his “extended family” – even though they used to be a couple. He was recently seen stepping out with Jackie soon after he split up with Terri.
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