3
Kate Moss and Leonardo DiCaprio separated in Feb 1994 after dating for 2 months...
[view relationship]
4
Russell Brand and Kate Moss separated in Jun 2006 after dating for 1 month...
[view relationship]
6
Hugh Hefner and Holly Madison separated in Oct 2008 after dating for 7 years...
[view relationship]
7
Darya Astafieva and Hugh Hefner separated in 2010 after dating for 2 years...
[view relationship]
9
Anna Prus and Radoslaw Majdan separated in Jun 2012 after dating for 5 months...
[view relationship]