Brown Leather Boots Smart Casual Chill Weather Outfits For Men After 50

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Grey Houndstooth Flat Cap Dark Purple Sunglasses Burgundy Turtleneck Beige Overcoat Navy Chinos Dark Brown Leather Chelsea Boots

Kick up your sartorial game in this pairing of a beige overcoat and navy chinos. On the footwear front, this look pairs perfectly with brown leather boots. As you see, as a 50-something gentleman, you still have a wide array of sartorial options.

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Dark Brown Sunglasses Brown Turtleneck Camel Houndstooth Overcoat Black Leather Gloves White Chinos Dark Brown Leather Chelsea Boots

For an outfit that's very straightforward but can be styled in plenty of different ways, rock a camel houndstooth overcoat with white chinos. Let your styling credentials truly shine by completing your look with a pair of brown leather boots. So if you're hunting for style ideas on what to wear as you become older, this combination is definitely worth saving for later.

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Orange Beanie Light Blue Long Sleeve Shirt Tan Sweater Vest Dark Green Field Jacket Olive Wool Gloves Brown Vertical Striped Chinos Dark Brown Leather Casual Boots

Definitive proof that a dark green field jacket and brown vertical striped chinos look amazing when married together in a casual look. Tap into some Ryan Gosling dapperness and elevate your ensemble with brown leather boots. A wonderful example for any gentleman who's still working out how to dress as a mature gentleman.

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Navy Beanie Light Blue Chambray Long Sleeve Shirt Brown Suede Shirt Jacket Olive Military Jacket Navy Jeans Dark Brown Leather Casual Boots

Fashionable and comfortable, this casual pairing of a brown suede shirt jacket and navy jeans provides with excellent styling possibilities. Add brown leather boots to this ensemble et voila, the outfit is complete. This pairing is something over-50 gentlemen can wear with confidence.

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Navy Beanie Clear Sunglasses Grey Wool Turtleneck Navy Denim Jacket Brown Suspenders Navy Jeans Dark Brown Leather Casual Boots

If you're on the hunt for an off-duty but also on-trend getup, wear a navy denim jacket with navy jeans. You could perhaps get a bit experimental with footwear and finish with brown leather boots. An ideal getup to make you a sharp-dressed gentleman over 50, rather than just a gentleman over 50.