Dark Brown Derby Shoes with Dress Shirt Smart Casual Fall Outfits

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Grey Beanie Green Gingham Dress Shirt Grey Crew-neck Sweater Olive Herringbone Wool Blazer Charcoal Wool Gloves Charcoal Chinos Dark Brown Leather Derby Shoes

One of the coolest ways for a man to style such a hard-working piece as a dress shirt is to team it with charcoal chinos. You know how to infuse an element of class into this ensemble: dark brown derby shoes. On not so cold afternoons, you can sport this summer-to-autumn look and look absolutely awesome.

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Dark Green Sunglasses White and Red Vertical Striped Dress Shirt Grey Waistcoat Tan Quilted Blazer Black Leather Watch Navy Jeans Black Suitcase Black Socks Dark Brown Leather Derby Shoes

This combo of a dress shirt and navy jeans is undoubtedly a statement-maker. A pair of dark brown derby shoes immediately kicks up the fashion factor of your outfit. This getup is everything for when leaves turn yellow and red and autumn is in full swing.

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Dark Brown Flat Cap Mint Dress Shirt Tan Tie Charcoal Sweater Vest Brown Barn Jacket Khaki Chinos Burgundy Socks Dark Brown Leather Derby Shoes

Putting together a dress shirt and khaki chinos is a fail-safe way to inject class into your styling rotation. Feeling adventerous today? Switch things up by wearing dark brown derby shoes. It's is an obvious idea if you're picking out a cool outfit that will take you from summer to fall.

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Dark Brown Beanie Clear Sunglasses White and Blue Vertical Striped Dress Shirt Navy Horizontal Striped Tie Navy Wool Blazer Dark Brown Woven Leather Belt Brown Cargo Pants Brown Canvas Tote Bag Dark Brown Leather Derby Shoes

A dress shirt and brown cargo pants will infuse your day-to-day repertoire this relaxed and dapper vibe. A trendy pair of dark brown derby shoes is a simple way to add a confident kick to the look. So when summer is fading away and autumn is taking over, you may find this ensemble your uniform.

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Dark Green Baseball Cap Dark Brown Sunglasses Yellow Dress Shirt Dark Brown Knit Tie Tan V-neck Sweater Navy Wool Blazer Brown Chinos Dark Brown Socks Dark Brown Leather Derby Shoes

Reach for a dress shirt and brown chinos to look polished but not particularly formal. For extra fashion points, complement this look with dark brown derby shoes. This one is a great option when it comes to putting together a knockout look for weird transition weather.