Guide to Casual Shoes That Aren’t Sneakers

As soon as a new pair of J’s come out, you’re first in line to cop and add them to your larger-than-life sneaker rotation (by any means necessary). And we get it: sneakers are aesthetically appealing, are pretty versatile, and are good for the street cred. However, as coveted as they may be, the reality is that sneakers will only take you so far in life.

Penny Loafers

This type of loafer features a leather strap across the top, complete with a slit (often in the shape of a diamond) big enough to hold a coin (hence the name). It’s a simple style that is the epitome of versatility; penny loafers can be worn to summer weddings, while running errands around the city, and every other casual summer occasion.

Desert Boots

A lightweight construction and all-day comfort may have something to do with that. It’s a versatile shoe type that can be worn three out of the four seasons, adding the perfect element of smart casual to your wardrobe. A simple, everyday shoe with lots of color options, the desert boot will never go out of style, and it has the potential to quickly becoming your go-to shoes for daily wear.


The versatility of a shoe goes right out the window if it doesn’t look good. Fortunately, the chukka delivers on both fronts with a minimalist design that can be dressed up or down to coincide with any casual outfit. A shoe that has roots on the polo ground has become a footwear classic that has withstood the test of time.

Derby Shoes

To the untrained eye, the Derby has “dress shoe” written all over it. But don’t let that basic thought process fool you into believing that these aren’t worthy of your next street-style photo-op. Throw these on with a pair of tapered or rolled-up pants and you’ll see what we mean. (The style is similar to oxford shoes except with an open-faced lacing system).

Chelsea Boots

This is a style of shoe that has become synonymous with artists and rock starts (namely The Beatles). The Chelsea boot, with its heritage-inspired look, adds dimension to a man’s wardrobe, with its sleek, clean lines lending themselves nicely to the fitted attire that is so prevalent in menswear today.

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