White and Black Shirt Dressy Fall Outfits For Men After 40

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Clear Sunglasses White Dress Shirt Red and Navy Horizontal Striped Tie Beige Trenchcoat Tan Suit Dark Brown Socks Dark Brown Leather Tassel Loafers

This classy pairing of a white and black shirt and a beige trenchcoat is a must-try ensemble for any gent. To give your outfit a more polished finish, complete this look with dark brown leather tassel loafers. When you have one of those dreary fall days, sometimes only a kick-ass ensemble like this one can get you out the door in the morning. So if you need style inspiration for dressing as you slip into your 40s, this combo is a good example.

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Brown Wool Hat Clear Sunglasses White Dress Shirt Navy Tie White Pocket Square Grey Plaid Waistcoat Navy Cotton Blazer Light Blue Chinos Brown Leather Loafers

Pair a white and black shirt with light blue chinos for a neat sophisticated look. Add a pair of brown leather loafers to the equation to easily turn up the style factor of your ensemble. As you can see, this getup is a really nice choice, especially for transeasonal weather, when the temps are dropping. Good-looking but also age-appropriate, an ensemble like this will help outshine any of your younger pals.

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Brown Wool Hat White and Navy Print Dress Shirt Navy Tie Grey Pocket Square Grey Waistcoat Red Cotton Blazer Dark Brown Leather Watch Khaki Chinos Dark Brown Socks Dark Brown Suede Oxford Shoes

A white and black shirt and khaki chinos? Be sure, this look will make ladies swoon. Add a pair of dark brown suede oxford shoes to the mix for a sense of class. When temps are dipping and autumn is in full swing, you'll appreciate how perfect this ensemble is for summer-to-fall weather. This pairing demonstrates that as a middle-aged gent, you have a wide range of sartorial options.

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White Dress Shirt Orange Sweater Vest Tan Gingham Blazer Charcoal Wool Dress Pants Charcoal Socks Dark Brown Suede Tassel Loafers

You'll be surprised at how easy it is to get dressed this way. Just a white and black shirt worn with charcoal wool dress pants. Why not introduce a pair of dark brown suede tassel loafers to your ensemble for an extra dose of style? This look is a viable option if you're planning a well-coordinated ensemble for in-between weather. This outfit is a bright example mature gents can very well kill in the style department.

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Navy Wool Hat Clear Sunglasses White Dress Shirt Navy Tie Navy Overcoat Black Leather Belt Tan Three Piece Suit Black Socks Black Leather Derby Shoes

For a look that's elegant and absolutely GQ-worthy, marry a white and black shirt with a navy overcoat. Black leather derby shoes will inject an air of refinement into an otherwise mostly casual look. On not-so-bone-chilling days, you can wear a variation of this easy-to-transition outfit and look absolutely awesome. Wondering what you should wear as you reach your 40s? This pairing is a good illustration.