Brown Derby Shoes with Dress Shirt Chill Weather Outfits After 50

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Light Blue Dress Shirt Navy Floral Tie Grey Tweed Blazer Navy Overcoat Khaki Chinos Black Leather Holdall Brown Leather Derby Shoes

Go for an effortlessly stylish look in a dress shirt and khaki chinos. Why not introduce a pair of brown derby shoes to this outfit for an air of refinement? This combination illustrates that cracking the fashion code as a guy in his fifties is easier than one might think.

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

Such staples as a dress shirt and beige chinos are an easy way to infuse extra refinement into your casual styling repertoire. Add brown derby shoes to this ensemble to completely shake up the ensemble. Looking for dressing tips for 50-something gentlemen? This outfit definitely goes to your favorites.

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White Dress Shirt Dark Brown Pocket Square Dark Brown Suspenders Dark Brown Suit Navy Trenchcoat Navy Print Scarf Dark Brown Suede Derby Shoes

Teaming a dress shirt and a navy trenchcoat is a surefire way to breathe elegance into your wardrobe. Complete this outfit with a pair of brown derby shoes and ta-da: the look is complete. Dressed like this, any older guy is guaranteed to put many a younger man to shame.

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White and Red Vertical Striped Dress Shirt Grey Tie Dark Brown Leather Watch Dark Brown Leather Belt Camel Overcoat White Corduroy Dress Pants White Corduroy Blazer Dark Brown Leather Derby Shoes

A modern gentleman's polished wardrobe should always include such essentials as a dress shirt and white corduroy dress pants. Complement your look with brown derby shoes to make the ensemble more fun. A no-brainer ensemble proper for gents in their 50s.

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Dark Brown Sunglasses White and Blue Vertical Striped Dress Shirt Black Polka Dot Pocket Square Navy Polka Dot Scarf Black Overcoat Beige Dress Pants Black Socks Dark Brown Leather Derby Shoes Beige Double Breasted Blazer

Consider pairing a dress shirt with beige dress pants and you'll exude class and sophistication. For something more on the casually edgy side to finish your ensemble, introduce a pair of brown derby shoes to the mix. If you're not sure how to dress your age, this outfit is a great example.