When you say saddest, are you talking about most upsetting one or the most pathetic one? The most upsetting would be Brad and Jen!! They looked so perfect together. most pathetic would obviously be Brit and Kev (I love you Britney!!)
All were highly publicized, but the one that seemed to affect both parties was Jessica Simpson & Nick Lachey. I did think that they were a great couple. Reese Witherspoon and Ryan Phillipe were a terrible loss, as they were one of the more stable and longer lasting couples. Jennifer Aniston and Brad Pitt was definately talked about tons, but both parties were quick to the rebound and looking back it seems as if both were cheating anyways. - _ - Britney Spears and Kevin Federline was an inevitable disaster. LMAO.