Brown Derby Shoes with Dress Shirt Outfits After 40

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Brown Wool Hat Light Blue Chambray Dress Shirt White Pocket Square Orange Paisley Tie Multi colored Beaded Bracelet Silver Watch Grey Overcoat Green Dress Pants Navy Socks Dark Brown Suede Derby Shoes

This classy combo of a dress shirt and green dress pants is a must-try ensemble for any guy. Feeling brave today? Jazz things up by sporting brown derby shoes. This one is a modern but also age-appropriate pairing for gents in their forties.

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Light Blue Dress Shirt Navy Polka Dot Tie Brown Blazer Navy Sweater Vest Dark Brown Leather Belt Silver Watch Silver Bracelet Brown Houndstooth Overcoat White Jeans Black Socks Dark Brown Leather Derby Shoes

This classic and casual combination of a dress shirt and white jeans is extremely easy to throw together without a second thought, helping you look awesome and prepared for anything without spending a ton of time digging through your wardrobe. Rev up the formality of your look a bit by finishing off with a pair of brown derby shoes. This getup shows you can make a fashion statement no matter how old you are.

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White and Blue Vertical Striped Dress Shirt Purple Tie Multi colored Fair Isle V-neck Sweater Brown Blazer Brown Leather Belt Silver Bracelet Silver Watch Olive Cargo Pants Black Socks Dark Brown Leather Derby Shoes

This combination of a dress shirt and olive cargo pants is the ultimate laid-back style for any guy. A pair of brown derby shoes instantly dials up the fashion factor of any ensemble. This combination demonstrates that as a middle-aged gent, you have a vast array of outfit options.

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Beige Baseball Cap Light Blue Chambray Dress Shirt Dark Green Blazer Dark Brown Woven Leather Belt Silver Bracelet Silver Watch Navy Crew-neck Sweater White Cargo Pants Navy Print Socks Dark Brown Suede Derby Shoes

The pairing of a dress shirt and white cargo pants makes this a really put together ensemble. Brown derby shoes will effortlessly spruce up even your most comfortable clothes. Now that's how you do semi-casual in your forties.

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Clear Sunglasses White and Navy Gingham Dress Shirt Multi colored Print Pocket Square Hot Pink Sweater Vest Black Blazer Brown Leather Belt Brown Leather Watch Navy Jeans Orange Argyle Socks Tobacco Leather Derby Shoes

This combination of a dress shirt and navy jeans is hard proof that a safe ensemble doesn't have to be boring. If you want to easily spruce up this ensemble with shoes, why not introduce brown derby shoes to the mix? This outfit is your answer to the question of how to dress age-appropriately as you get older.