9. Timberland Iditarod Superboot (40 Belows)

Frank says: "East Coast early to mid '90s must-have. The 40 Below was the boot of all boots with a stature as tall as the boot itself. Not for the faint of heart, this model was statement. I applaud Alife for bringing this boot back in the fall of 2009. Bishop had a gun tucked in his. 'Yo, Q!'"