There are not many fashions that you can keep for years and bring them out of the closet each season, but the Ankle boot is one shoe that you can keep for as long as it holds up. Inspired by the foot wear of the 19th century soldiers, they fit women with all calf sizes. You get the boot look without the full length boot under pants. Keep these if they are made of fine leather and in colors of brown, black or dark blue. Toss them if have an faux finish like lizard. This will make them look cheap and if they are to pointy also as this looks a bit funny. Also toss boots with fold over flaps, studs or any another detail that screams old fashion. Patent leather is another invention of the 1800s offers fashion with a wow factor. Keep it if it is a timeless style, that being a simple handbag or clutch, even a belt or skinny belt. Basic colors will always return so keep those along with a patent trench coat, the one with a classic style. Toss it is it the jackets with the shoulder pads. Do you still have that pair of wedges in the back of your closet? Keep them too if they are in fantastic shape with the wedge made of cork, lucite or natural sisal. Toss the winter style wedges since the great one have open toes and are only worn in the summer time.