Frequently, when I think plaid, I think flannel, '90s era grunge. Eager for a new image, I set about finding a way around my own ingrained ideas about what plaid looks like. And voila!, a plaid shirt when tucked into a soft suede pencil skirt and topped off with a glittery belt, is elegant and chic for the office. Keep the look simple with d'orsay heels and crystal and lucite jewelry. Comfort is key for the weekend and the same shirt with moto look track pants and sneakers will see you through all your errands, but it's the addition of the scarf and the bold plaid on plaid that keeps the look fresh.