A clean heeled ankle boot with a squared toe and a solid block heel — the shape that lifts a pair of straight-leg jeans and still works under a skirt. Nothing decorative on it, which is why it goes with everything. Height: Ankle —...

A slouch boot in a soft suede finish — the shaft is cut long on purpose so it gathers at the ankle instead of standing stiff. Pointed toe, fine heel, and the kind of easy shape that reads expensive with a midi skirt. Height:...

The western shape pared back to its outline — suede finish, a slanted heel, a pointed toe and no embroidery at all. It is the quiet version, which makes it far easier to wear to work than the decorated ones. Height: Ankle — sits...

Half boot, half sock. The ribbed knit shaft pulls on and hugs the calf, so there is no zip to fight and no gaping at the top — useful if boots usually sit too wide on you. The foot is a soft suede finish...

Over-the-knee, flat, and cut from a stretch panel that follows the leg instead of standing away from it. The lug sole keeps it grounded, so it works over a legging or a slim jean without tipping into evening wear. Height: Over-the-knee — the shaft...

A true knee-high in a croc-embossed finish, cut long and lean on a slim stiletto. The shaft stays upright instead of folding at the ankle, which is what keeps it looking formal with a dress and sharp over denim. Height: Knee-high — the shaft...

A knee-high with a fold-over shaft and a gold clasp at the ankle — the detail that makes it look considered rather than plain. Smooth finish, squared block heel, and enough structure that it holds its shape through the day. Height: Knee-high — the...

A western boot with the embroidery done properly — tonal stitching curling up the shaft, a slanted heel and a long pointed toe. The beige and black pairing gives you the look without it turning into a costume. Height: Short shaft — sits above...

The ankle boot you reach for without thinking. Smooth finish, a gold zip running up the outside, and a chunky lug sole that handles a wet pavement. Flat enough to walk in all day, heavy enough to balance a wide trouser. Height: Ankle —...