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

This combo of a charcoal overcoat and plaid pants is proof that a safe look doesn't have to be boring. To add a bit of classiness to this outfit, add a pair of brown leather casual boots to the mix. This is a modern and age-appropriate combination for 40-year-old gents.

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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 relaxed casual combination of a black shearling coat and plaid pants is ideal when you need to look sharp but have no time to spare. If you want to break out of the mold a little, complement this look with a pair of dark brown leather tassel loafers. If you're often not sure how to dress your age, this ensemble is a vivid example.

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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

This pairing of a navy wool shirt jacket and plaid pants is on the casual side but is also sharp and truly stylish. To give your overall ensemble a more sophisticated twist, why not complete this outfit with a pair of burgundy leather derby shoes? This pairing is the perfect answer to the question of how to dress your age as you pass the big four-oh.

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

This pairing of a brown pea coat and plaid pants is hard proof that a pared down ensemble can still be incredibly stylish. Channel your inner Idris Elba and polish up your outfit with a pair of white leather low top sneakers. So if you're on the lookout for fashion inspiration for dressing as you pass the big four-oh, this combination is definitely worth saving for later.

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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 are the kind of a winning off-duty combo that you need when you have zero time. Complete this outfit with dark brown leather desert boots to make the ensemble slightly more refined. Overall, a good demonstration of laid-back style for middle-aged men.