Kanye West and Amber Rose
Kanye West may be dating reality queen Kim Kardashian, but she’s certainly not the first gorgeous gal he’s flown around the world.
2008: Reported to be dating model Sessilee Lopez, after she appeared in his music video for “Flashing Lights”
2009 - 2010: Dated model, actress, singer, and socialite Amber Rose
2010: Rumored to have dated high-fashion Cayman-born model Selita Ebanks
2011: Rumored to have gotten cozy with Sports Illustrated swimsuit model Kate Upton