Calvin Klein Belt, Reversible Logo Plaque

Ladylike and edgy with a pointy toe and textural embossed leather, Sergio Rossis dark chocolate pumps are a chic choice for polishing dressy daytime looks - Pointed toe, embossed leather cap and back counter with powder blue patina, tonal leather lacing, low heel - Wear with everything from tailored separates and carryall totes to knit suits and chain-detailed shoulder bags

Toughen up your casual style with these supple leather ankle boots from Fiorentini & Baker - Round upturned toe, ankle straps, chunky heel - Pair with straight leg jeans, a cashmere pullover, and a biker jacket

This classic tassel loafer toes the line that divides your work week lineup of men's dress shoes from your off-the-clock wardrobe and can easily take you from a Friday at the office to a night on the town.

The chunky contrast stitching and sleek bike toe on this pair of casual men's shoes team up to put a modern twist on these comfortable leather loafers from Dr. Martens.