Rugged Boots

Why

Come cooler weather, you naturally want to trade in lighter kicks for something more substantial.

Origins

Early 17th century European boots were influenced by military styles, featuring thick soles and turnover tops that were originally designed to protect horse-mounted soldiers.

How to Wear It

Today's best styles toe the line between bulky work boots and fancy dress versions. They pair nicely with your tailored suit pants or cuffed wool trousers and, of course, were made for beat-up denim or worn-in chinos.

What to Look for

You want to invest in a well-made pair that can take the shit getting kicked out of them. Look for quality stitching and some substantial, durable soles.

Shown left: $320 by Red Wing