White and Black Dress Shirt with Derby Shoes Dressy Fall Outfits After 50

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Clear Sunglasses White and Navy Check Dress Shirt Dark Brown Cardigan Dark Brown Wool Blazer Dark Green Print Pocket Square Navy Polka Dot Tie Navy Dress Pants Dark Brown Suede Derby Shoes

This is irrefutable proof that a white and black dress shirt and navy dress pants look awesome when worn together in a sophisticated getup for today's gentleman. Derby shoes will add a hint of stylish casualness to an otherwise mostly classic look. When you have one of those bleak autumn days, sometimes only a cool outfit like this one can spice it up. And if we're talking dressing ideas for 50-something gents, this outfit is perfect.

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Clear Sunglasses White Dress Shirt Charcoal Tie Navy Print Pocket Square Dark Brown Sweater Vest Navy Blazer Charcoal Dress Pants Brown Leather Derby Shoes

This combo of a white and black dress shirt and charcoal dress pants resonates elegance and refinement. Bump up this look by rounding off with derby shoes. It's a great idea if you're figuring out a killer getup for summer-to-fall weather. A fail-safe option outfit appropriate for guys over 50.

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White Dress Shirt Dark Brown Tie White Pocket Square Dark Brown Leather Watch Tan Waistcoat Dark Brown Blazer Khaki Dress Pants Black Socks Dark Brown Leather Derby Shoes

Combining a white and black dress shirt and khaki dress pants is a guaranteed way to breathe style into your styling routine. Add a dressed-down touch to your outfit by sporting derby shoes. This outfit is an excellent pick if you're putting together a neat look that will take you from summer to fall. So if you need outfit ideas on what to wear as you get into your 50s, this outfit is definitely worth saving for later.

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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

Combining a white and black dress shirt with beige chinos is an awesome idea for a casually neat outfit. Balance out this outfit with a more sophisticated kind of footwear, such as these derby shoes. As the weather turns cooler, you'll find that a look like this is perfect for the season. Outfit inspiration like this will help you remain incredibly fashionable even in your fifties.

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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

Pair a white and black dress shirt with a navy trenchcoat and you will certainly turn every head in the room. Our favorite of a myriad of ways to finish this look is with derby shoes. This getup is a nice choice if you're on a mission for a knockout summer-to-fall outfit. This is a great yet age-appropriate combo for 50-something men.