Dress Shirt with Desert Boots Smart Casual Outfits After 50

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Clear Sunglasses White and Navy Vertical Striped Dress Shirt White Pocket Square Brown Tie Grey Blazer Black Leather Gloves Brown Check Scarf Tan Trenchcoat Olive Cargo Pants Grey Suede Desert Boots

This casual combo of a dress shirt and olive cargo pants is ideal if you want to go about your day with confidence in your getup. Let your styling prowess truly shine by completing your ensemble with desert boots. Definitely a nice choice if we're talking dressing ideas for guys in their 50s.

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Black Sunglasses Beige Dress Shirt Red and Navy Horizontal Striped Tie Grey Wool Blazer White Chinos Olive Suede Desert Boots Olive Wool Waistcoat

This getup with a dress shirt and white chinos isn't hard to pull off and is open to more experimentation. Introduce a pair of desert boots to the equation to keep the outfit fresh. So if you're looking for a good-looking and age-appropriate ensemble, you found it.

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Clear Sunglasses Light Blue Dress Shirt Navy and White Horizontal Striped Tie Grey Wool Blazer Brown Raincoat Blue Jeans Brown Suede Desert Boots

For a casually sleek ensemble, pair a dress shirt with blue jeans — these items work really great together. You know how to tone down this getup: desert boots. This outfit demonstrates that figuring out how to dress well as a gentleman in his 50s is totally doable.

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Clear Sunglasses Red Dress Shirt Burgundy Horizontal Striped Tie Tan Check Blazer Olive Barn Jacket Silver Bracelet Tan Canvas Briefcase Blue Jeans Beige Suede Desert Boots

Loving how this smart casual combination of a dress shirt and blue jeans instantly makes you look dapper. Send this outfit in a more casual direction by finishing with desert boots. Scouting for dressing tips for older guys? This ensemble is great inspiration.

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White and Red Gingham Dress Shirt Navy Horizontal Striped Tie Tan Crew-neck Sweater Yellow Leather Gloves Dark Brown Print Scarf Silver Bracelet Dark Green Barn Jacket Navy Jeans Dark Brown Leather Desert Boots

A dress shirt and navy jeans are among those wear-anywhere-anytime items that have become the fundamental elements in any man's wardrobe. And if you wish to effortlessly dress down this look with a pair of shoes, why not complement this ensemble with desert boots? Wondering what you should wear as you step into your 50s? This outfit is a good illustration.