Dark Brown Boots Dressy Fall Outfits For Men After 50

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Black Scarf Black Trenchcoat Navy Vertical Striped Suit Dark Brown Leather Chelsea Boots

This pairing of a black trenchcoat and a navy vertical striped suit is really dapper and provides a clean and crisp look. If you need to instantly play down your look with one piece, why not add a pair of dark brown boots to your look? It's is a viable choice if you're crafting a cool look that will take you from summer to fall. This outfit is your answer to the question of how to dress as you become older.

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Blue Dress Shirt Navy Polka Dot Tie Navy Pocket Square Grey Suit Dark Brown Suede Desert Boots

This combo of a grey suit and a blue dress shirt is a never-failing option when you need to look really sophisticated. If you need to immediately dial down your look with one single item, why not introduce a pair of dark brown boots to the equation? If you're already bored of your transitional weather style options, this outfit just might be the inspo you are searching for. This one is a modern and age-appropriate combo for an older man.

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White Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Overcoat Black Double Breasted Blazer Dark Brown Leather Briefcase Blue Wool Dress Pants Dark Brown Suede Chelsea Boots

Consider pairing a black overcoat with blue wool dress pants - this look will certainly turn every head in the room. A great pair of dark brown boots is a simple way to infuse a touch of stylish nonchalance into this outfit. This combo is a really wonderful choice, especially for fall, when the temperature is starting to drop. This one is a good-looking and age-appropriate pairing for middle-aged gentlemen.

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Clear Sunglasses Black Turtleneck Black Suit Dark Brown Suede Chelsea Boots

We're loving how this combo of a black suit and a black turtleneck instantly makes men look sharp and polished. Dial up this whole look by rounding off with a pair of dark brown boots. A comfortable transition look like this one makes it super easy to embrace the new season. All in all, a great insight into fashion for over-50 gentlemen.

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Brown Suit Dark Brown Suede Chelsea Boots Mustard Turtleneck

For an outfit that's classy and wow-worthy, pair a brown suit with a mustard turtleneck. Finishing off with a pair of dark brown boots is an easy way to add a hint of stylish casualness to this ensemble. As you can see, this outfit is a really great choice, especially for transeasonal weather, when the temperature is starting to drop. So if you need fashion inspo for dressing as you slip into your 50s, this combination is perfect.