1
Justin Bieber and Kendall Jenner separated in Oct 2015 after dating for 9 months...
[view relationship]
2
Harry Styles and Kendall Jenner separated in Feb 2014 after dating for 2 years...
[view relationship]
3
Harry Styles and Caroline Flack separated in Jan 2012 after dating for 3 months...
[view relationship]
4
Caroline Flack and Prince Harry separated in Jun 2009 after dating for 2 months...
[view relationship]
5
Chelsy Davy and Prince Harry separated in Jan 2009 after dating for 7 years...
[view relationship]