Top 10 Love Stories of Donald Trump

Kara Young – 2001

Trump was involved in a love triangle when he dated Kara Young in 2001. The supermodel was also reportedly seeing gossip columnist A.J. Benza. Trump infamously called into Howard Stern’s radio show to inform Benza that Young was done with him. Moments later, Young herself called Stern to explain herself and to alleviate any confusion.