Leather Bag Smart Casual Outfits For Men After 40

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Dark Brown Wool Turtleneck Dark Brown Leather Harrington Jacket Brown Leather Zip Pouch Olive Cargo Pants Dark Brown Chunky Leather Derby Shoes

This combo of a dark brown leather harrington jacket and a leather bag is on the casual side but also ensures that you look on-trend and seriously dapper. Get a bit experimental in the shoe department and dress up this ensemble by finishing off with a pair of dark brown chunky leather derby shoes. So if you're looking for a nice and age-appropriate combo, this is it.

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Dark Brown Sunglasses White Crew-neck T-shirt Tobacco Trenchcoat Black Leather Zip Pouch Purple Chinos White Leather Low Top Sneakers

A tobacco trenchcoat and a leather bag are essential in any modern gent's great off-duty wardrobe. When it comes to shoes, add a pair of white leather low top sneakers to the mix. As you can see here, as a gentleman in his forties, you have a wide range of dressing options.

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Brown Hoodie Dark Brown Leather Zip Pouch Multi colored Double Breasted Blazer Black Chinos Black Socks Beige Athletic Shoes

You're looking at the irrefutable proof that a multi colored double breasted blazer and a leather bag look amazing when married together in a casual ensemble. Clueless about how to finish off? Add beige athletic shoes to the equation for a more relaxed spin. As a middle-aged gentleman, you'll appreciate this combo.

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White Crew-neck T-shirt Olive Sweater Vest Black Leather Harrington Jacket Black Chinos Brown Leather Chelsea Boots Brown Leather Zip Pouch

Remain dapper and comfortable on lazy days by wearing a black leather harrington jacket and a leather bag. Let's make a bit more effort now and add a pair of brown leather chelsea boots to the equation. Sleeker combinations like this go well with grey hair.

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Light Blue Dress Shirt Red and Navy Horizontal Striped Tie Navy Blazer Navy Leather Briefcase Navy Raincoat White Chinos Dark Brown Leather Loafers

Fashionable and functional, this combination of a navy raincoat and a leather bag will provide you with excellent styling possibilities. Balance this ensemble with a sleeker kind of footwear, such as this pair of dark brown leather loafers. Just because you're over 40, doesn't mean you shouldn't look stylish, and this combination proves just that.