Dark Brown Boots Dressy Fall Outfits For Men After 50

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Black Turtleneck Black Blazer Black Overcoat Clear Sunglasses Black Dress Pants Dark Brown Leather Chelsea Boots

This getup demonstrates that it is totally worth investing in such timeless menswear items as a black overcoat and black dress pants. Rounding off with dark brown boots is a guaranteed way to add a more casual vibe to this getup. If it's one of those gloomy fall days, what better to brighten it up than a seriously stylish look like this one? Wondering how to dress your age as you step into your 50s? This combination is a practical illustration.

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Light Blue Dress Shirt Burgundy Vertical Striped Tie White Pocket Square Brown Trenchcoat Navy Suit Dark Brown Leather Desert Boots

A brown trenchcoat and a navy suit are absolute staples if you're picking out a stylish wardrobe that matches up to the highest menswear standards. To give your overall ensemble a more casual touch, why not complement your look with a pair of dark brown boots? These picks will keep you cozy and stylish in summer-to-fall weather. An outfit like this will make any over-50 gent look better than everyone else in the room.

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Olive Barn Jacket Brown Cardigan Olive Wool Waistcoat Navy and Green Plaid Tie Light Blue Dress Shirt Charcoal Wool Hat Tobacco Leather Gloves Brown Gingham Scarf Navy Wool Dress Pants Dark Brown Leather Briefcase Dark Brown Suede Desert Boots Black Socks

This combo of an olive barn jacket and navy wool dress pants resonates sophistication and class. Add a laid-back touch to your look by rounding off with dark brown boots. Rest assured, this ensemble will keep you comfy as well as looking on-trend in this weird transition weather. A practical example of how to dress stylishly as you age into your 50s.

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Grey Fair Isle Crew-neck Sweater Navy Print Silk Scarf Navy Check Suit Black Suit Dark Brown Leather Casual Boots

We love how this combo of a navy check suit and a black suit instantly makes men look classy and stylish. For a more laid-back twist, why not complete your getup with a pair of dark brown boots? When it's one of those dull fall afternoons, what better to spice it up than a on-trend ensemble like this one? If you're not sure how to dress your age without giving up on style, this outfit is a winning option.

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Clear Sunglasses Light Blue Dress Shirt Dark Brown Floral Tie Dark Brown Check Wool Waistcoat Brown Wool Blazer Black Leather Belt Dark Brown Check Wool Dress Pants Brown Suede Desert Boots

Reach for a brown wool blazer and dark brown check wool dress pants for truly sharp attire. Dark brown boots will add a laid-back vibe to an otherwise classic getup. So as you can see, it's extremely easy to look sharp and stay comfy come chillier days, all thanks to combinations like this. This getup proves that as a 50-something guy, you still have a wide array of styling options.