Jennifer Lopez & Ben Affleck
Who would have guessed that this relationship was doomed to fail? Oh, yeah: everyone. A spiffed-up and spray-tanned Ben Affleck eyes an escape route as then-fiancée Jennifer Lopez gives him a smooch at the 2003 Oscars. A few months later, the media beast known as Bennifer called off their elaborate nuptials before finally parting ways for good in January 2004. J.Lo reportedly returned her 6.1-carat pink-diamond engagement ring to Affleck.
Photo by Getty Images Sep 26, 2012