February 11, 2014 - Julien M. Hekimian/Getty Images Europe more pics like this »
8. George Clooney

Hollywood's biggest bachelor is finally off the market! But that doesn't mean George Clooney didn't navigate a sea of supermodels before finding love with Amal Alamuddin.

MODEL HISTORY:
2011-2013: Stacy Keibler
2007-2008: Sarah Larson
2007: Monika Jakisic
2000-2005: Lisa Snowden
1996: Vendela Kirsebom Thomessen
1995: Karen Duffy
1987-1989: Kelly Preston