Plaid Pants Chill Weather Outfits For Men After 40

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Tan Wool Hat Dark Brown Turtleneck Navy Wool Double Breasted Blazer Charcoal Overcoat Beige Print Scarf Multi colored Plaid Wool Chinos Brown Print Canvas Tote Bag Brown Leather Casual Boots

For an outfit that's semi-casual and envy-worthy, choose a charcoal overcoat and plaid pants. Serve a little mix-and-match magic by rocking brown leather casual boots. If you're wondering what you should wear as a middle-aged gentleman, this combination gives a fair idea.

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Clear Sunglasses Navy V-neck Sweater Black Shearling Coat Navy and Green Plaid Chinos Navy Socks Dark Brown Leather Tassel Loafers

This look with a black shearling coat and plaid pants isn't hard to pull together and is easy to adapt. Change up this look with a sleeker kind of footwear, like this pair of dark brown leather tassel loafers. This one is a nice and age-appropriate combination for a 40-something gent.

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Clear Sunglasses White Crew-neck T-shirt Navy Sweater Vest Navy Wool Shirt Jacket Navy and Green Plaid Chinos Burgundy Leather Derby Shoes

For a look that's super simple but can be manipulated in a multitude of different ways, rock a navy wool shirt jacket with plaid pants. Hesitant about how to finish this ensemble? Rock burgundy leather derby shoes to ramp it up. Wondering how to dress as you pass the big four-oh? This combination is a perfect example.

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Red Scarf White Dress Shirt Grey Wool Blazer Brown Pea Coat Brown Plaid Chinos White Leather Low Top Sneakers

A brown pea coat and plaid pants are absolute mainstays if you're crafting a semi-casual wardrobe that matches up to the highest fashion standards. Introduce a pair of white leather low top sneakers to the mix to make the ensemble a bit dressier. This ensemble demonstrates how to look stylish as you get into your 40s.

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Brown Crew-neck Sweater Pink Vertical Striped Long Sleeve Shirt Orange Puffer Coat Beige Beanie Dark Brown Plaid Wool Chinos White Socks Dark Brown Leather Desert Boots

An orange puffer coat and plaid pants will infuse serious style into your daily off-duty routine. A pair of dark brown leather desert boots instantly bumps up the fashion factor of any look. This pairing shows how to remain fashionable as you get into your 40s.