Leather Bag Dressy Fall Outfits For Men After 40

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Aquamarine Sunglasses White Dress Shirt White Pocket Square Black Woven Leather Belt Pink Check Blazer Navy Dress Pants Black Leather Briefcase Dark Brown Leather Double Monks White and Red Waistcoat

Extremely stylish, this combo of a pink check blazer and a leather bag brings variety. And if you want to instantly bump up your outfit with footwear, why not introduce a pair of dark brown leather double monks to this ensemble? When you're having one of those bleak fall days, sometimes only a neat outfit like this one can spice it up. This combo is hard proof middle-aged gentlemen can very well kill in the fashion department.

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Clear Sunglasses Grey Check Suit Black Leather Tote Bag Dark Brown Socks Dark Brown Leather Derby Shoes Beige Scarf Dark Brown Overcoat

This contemporary combination of a dark brown overcoat and a leather bag is very easy to throw together in seconds time, helping you look dapper and prepared for anything without spending a ton of time rummaging through your wardrobe. For maximum style effect, introduce a pair of dark brown leather derby shoes to the equation. Loving that this combination is ideal when cooler weather arrives. This one is a stylish but also age-appropriate combo for a 40-something gent.

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White Dress Shirt Black Leather Zip Pouch Navy Print Canvas Loafers Blue Overcoat Charcoal Suit

If you love stay-in clothes which are stylish enough to wear out, pair a blue overcoat with a leather bag. Break up this getup with a dressier kind of footwear, like these navy print canvas loafers. This look is our idea of perfection for when leaves are falling down and temps are dropping. Hunting for outfit ideas for gentlemen in their 40s? This combo is pretty inspiring.

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Dark Brown Wool Hat Dark Brown Sunglasses White Dress Shirt Brown Tie Olive Pocket Square Red Sweater Vest Brown Blazer Navy Overcoat Brown Leather Briefcase White Dress Pants Dark Brown Socks Brown Suede Tassel Loafers

Consider teaming a navy overcoat with a leather bag for comfort dressing with a twist. A pair of brown suede tassel loafers will instantly smarten up this outfit. There's nothing like a neat combo to brighten up a gloomy fall afternoon. If you're not sure how to dress your age while looking fashionable, this combo is a tested option.

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Black Sunglasses White Dress Shirt Beige Crew-neck Sweater Dark Brown Polka Dot Tie Navy and White Print Pocket Square Grey Wool Waistcoat Black Leather Watch Navy Blazer Dark Brown Leather Briefcase Grey Vertical Striped Wool Dress Pants Navy Socks Dark Brown Suede Oxford Shoes

Consider teaming a navy blazer with a leather bag for relaxed dressing from head to toe. Avoid looking too casual by finishing off with dark brown suede oxford shoes. This combo is a really great choice, especially for autumn, when the temps are dipping. A wonderful example for any guy who's still working out how to dress age-appropriately while still looking stylish.