Dark Brown Derby Shoes Smart Casual Fall Outfits 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 olive cargo pants is on the off-duty side but is also dapper and really dapper. If you want to effortlessly perk up your look with footwear, why not complement your ensemble with a pair of dark brown derby shoes? Can you see how super easy it is to look seriously stylish and stay snug come cooler days, all thanks to combinations like this one? A great illustration for any gent who's still working out how to dress age-appropriately.

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Dark Green Sunglasses Navy Crew-neck Sweater Dark Brown Houndstooth Overcoat Navy Jeans Navy Argyle Socks Dark Brown Leather Derby Shoes

This combo of a dark brown houndstooth overcoat and navy jeans is a real lifesaver when you need to look dapper but have no time. If you feel like dressing up a bit now, add a pair of dark brown derby shoes to this ensemble. You can bet this outfit will become your favorite come cooler weather. This ensemble looks great on gentlemen in their forties.

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Navy Print Baseball Cap Clear Sunglasses Blue Chambray Short Sleeve Shirt Navy Denim Shirt Jacket Navy Canvas Tote Bag Navy Jeans Black Socks Dark Brown Chunky Leather Derby Shoes

For an ensemble that's very simple but can be modified in a ton of different ways, reach for a navy denim shirt jacket and navy jeans. Channel your inner Ryan Gosling and add a pair of dark brown derby shoes to your look. Can you see how super easy it is to look dapper and stay toasty when fall arrives, thanks to this ensemble? This getup demonstrates that dressing stylishly as you slip into your 40s is totally doable.

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Clear Sunglasses Light Blue Chambray Dress Shirt White Pocket Square Tan Wool Waistcoat Tan Wool Blazer Dark Brown Leather Belt Dark Brown Chinos Black Socks Dark Brown Leather Derby Shoes Navy Wool Turtleneck

Pairing a tan wool blazer and dark brown chinos is a surefire way to infuse sophistication into your wardrobe. Complete this ensemble with dark brown derby shoes for an air of sophistication. It's is an excellent option if you're piecing together an awesome transition look. A fail-safe option outfit proper for gents in their 40s.

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Navy Short Sleeve Shirt Navy Pocket Square Charcoal Wool Double Breasted Blazer Dark Brown Beaded Bracelet Charcoal Jeans Dark Brown Leather Derby Shoes

Teaming a charcoal wool double breasted blazer with charcoal jeans is an on-point pick for an effortlessly refined outfit. Showcase your elegant side by finishing off with a pair of dark brown derby shoes. We love how this ensemble brings you into fall mode in next to no time. An exciting pick for men in their forties!