Plaid Waistcoat Chill Weather Outfits After 40

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Dark Brown Sunglasses White Dress Shirt Navy and White Print Tie Navy Overcoat Grey Plaid Wool Waistcoat Dark Brown Leather Tote Bag White and Black Print Canvas Tote Bag Black Socks Black Suede Monks Grey Plaid Wool Dress Pants

Choose a plaid waistcoat and grey plaid wool dress pants to look like a true fashion maverick. A pair of black suede monks immediately dials up the cool of this ensemble. So if you're looking for a stylish yet age-appropriate combo, this is it.

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Dark Brown Sunglasses White Dress Shirt Black Tie Dark Brown Plaid Waistcoat Dark Brown Plaid Overcoat White Dress Pants Brown Suede Desert Boots

Teaming a plaid waistcoat and white dress pants is a guaranteed way to inject your wardrobe with some masculine sophistication. Amp up this outfit by finishing off with brown suede desert boots. This pairing illustrates that getting into your 40s is no reason to drop your styling standards.

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Clear Sunglasses White Dress Shirt Red Tie Navy Plaid Waistcoat Navy Plaid Blazer Navy Overcoat Red Wool Hat Blue Dress Pants Burgundy Socks Navy Leather Tassel Loafers

One of the best ways to style such an essential piece as a plaid waistcoat is to marry it with blue dress pants. Let your outfit coordination savvy really shine by complementing your look with a pair of navy leather tassel loafers. Wondering what you should wear as you get older? This pairing is a perfect example.

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Clear Sunglasses Grey Dress Shirt Dark Green Knit Tie Grey Plaid Waistcoat Grey Wool Blazer Grey Woven Canvas Belt Dark Green Shawl Cardigan Khaki Chinos Charcoal Leather Derby Shoes

A plaid waistcoat and khaki chinos are the ideal way to infuse some rugged elegance into your current repertoire. Our favorite of an infinite number of ways to round off this look is a pair of charcoal leather derby shoes. Those who are curious how to dress with style as you slip into your 40s, you have your answer.

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Light Blue Dress Shirt Navy Silk Tie Brown Plaid Waistcoat Navy Corduroy Suit Navy Overcoat Navy Canvas Tote Bag Navy Polka Dot Socks Brown Leather Derby Shoes

When it comes to timeless polished style, this combo of a plaid waistcoat and a navy overcoat never disappoints. In the footwear department, go for something on the laid-back end of the spectrum by slipping into brown leather derby shoes. This combo proves that dressing well as you age into your 40s is not particularly hard.