Photo: Jake Rosenberg of the Coveteur

8 of 10
At Least It Wasn't a Bikini
"I guess we've all got that one pair of jeans stashed away waiting for a diet miracle. Mine are the size 10 Calvins I wore in 1988, when I dragged 67 pounds of fat onstage to show the world I'd finally conquered my weight. It was iconic television, but what was I thinking?"