White and Blue Dress Shirt with Chinos Fall Outfits After 50

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Beige Wool Hat White and Blue Check Dress Shirt Navy Plaid Tie Olive Shirt Jacket Khaki Chinos Brown Leather Derby Shoes

This pairing of a white and blue dress shirt and chinos is hard proof that a straightforward outfit can still be truly smart. And if you want to effortlessly up the style ante of this getup with one single item, why not add brown leather derby shoes to this look? It's is an excellent option if you're figuring out a knockout summer-to-fall ensemble. And if we're talking style tips for middle-aged men, this combo is perfect.

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Clear Sunglasses White and Blue Check Dress Shirt Blue Waistcoat Tan Blazer Grey Chinos White and Navy Athletic Shoes

When the setting calls for a sophisticated yet knockout look, pair a white and blue dress shirt with chinos. Infuse some much need fun and experimentation into your look with white and navy athletic shoes. This one is a good option if you're crafting a cool outfit for in-between weather. Wondering what to wear as you slip into your 50s? This getup is the perfect answer.

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Dark Green Baseball Cap Clear Sunglasses White Dress Shirt Dark Green Horizontal Striped Tie Brown Houndstooth Trenchcoat Brown Wool Blazer Khaki Chinos Dark Brown Socks Brown Leather Oxford Shoes

For a look that's city-style-worthy and casually neat, make a white and blue dress shirt and chinos your outfit choice. A pair of brown leather oxford shoes effortlessly dials up the fashion factor of your look. This ensemble is a viable idea if you're picking out a well-coordinated look for unpredictable fall weather. If you're wondering what you should wear as an over-50 guy, this outfit is a good source of inspiration.

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Dark Brown Sunglasses White Dress Shirt White Polo Light Blue Plaid Blazer Dark Brown Leather Belt Orange Chinos Dark Brown Leather Loafers

This semi-casual combination of a white and blue dress shirt and chinos is very easy to put together in seconds time, helping you look seriously stylish and prepared for anything without spending too much time digging through your closet. Introduce a pair of dark brown leather loafers to the mix for a touch of elegance. This one is an exciting choice if you're on the hunt for a kick-ass ensemble that transitions easily into fall. More refined combinations like this go well with silver hair.

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Clear Sunglasses White Dress Shirt Light Blue Sweater Vest Black Blazer White and Black Horizontal Striped Canvas Belt Beige Chinos Tan Canvas Tote Bag Black Leather Derby Shoes

For a casually stylish ensemble, team a white and blue dress shirt with chinos — these items work really cool together. You know how to level up this ensemble: black leather derby shoes. This one is a viable option if you're planning a standout getup for weird fall weather. With a look like this, any guy in his fifties will put the younger generation to shame.