Watch Tim meet his makeover candidates.
When it comes to style, Tim says most men suffer from arrested development. "Women have a fervor for fashion. They know that they need to be updated, and they're very aware of what's going on," he says. "Men get a look that they're comfortable with and they simply stay there."
As a result, Tim says most men make bad choices. "Men wear clothes that are too big for them," he says. "Silhouette, proportion and fit are our friends, and they will serve us well."