Leather Boots Smart Casual Fall Outfits For Men In Their 20s

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Black Turtleneck Black Leather Belt Grey Check Suit Brown Leather Chelsea Boots

A grey check suit and a black turtleneck combined together are a smart match. For times when this outfit is just too much, play it down by wearing leather boots. If you're already bored of your transitional season style options, this outfit just might be the inspiration you are looking for. A safe bet for 20-something gentlemen looking for a more mature look.

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Black Sunglasses Black Wool Turtleneck Olive Corduroy Chinos Black Leather Chelsea Boots

You'll be surprised at how easy it is for any gentleman to put together this relaxed ensemble. Just a black wool turtleneck and olive corduroy chinos. Inject your ensemble with a hint of class with a pair of leather boots. We're loving how this outfit gets you excited for chillier weather in next to no time. A no-brainer for 20-year-old gentlemen after a more mature image.

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Grey Beanie Grey Crew-neck Sweater Dark Green Overcoat Brown Corduroy Chinos Brown Leather Chelsea Boots

For a casually stylish menswear style, make a dark green overcoat and brown corduroy chinos your outfit choice — these two pieces work beautifully together. Leather boots look awesome complementing your getup. When it comes to dressing for fall, nothing beats a killer getup that can take you from season to season. So if you're looking for a stylish yet age-appropriate combination for a young gentleman, look no further.

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Grey Crew-neck Sweater Navy Pea Coat Khaki Corduroy Chinos Black Leather Casual Boots

A navy pea coat and khaki corduroy chinos are the kind of a no-brainer outfit that you so terribly need when you have no time. Add a pair of leather boots to this getup and off you go looking awesome. Can you see how extremely easy it is to look sharp and stay warm when chillier weather hits, thanks to this ensemble? So if you're scouting for a stylish yet mature combo for a younger man, this one fits the bill.

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Tobacco Beanie Brown Flannel Long Sleeve Shirt Navy Print Shirt Jacket Navy Jeans Dark Brown Leather Chelsea Boots

Combining a navy print shirt jacket and navy jeans will cement your skills in men's fashion even on weekend days. Don't know how to finish off this look? Round off with leather boots to lift it up. This ensemble is an excellent pick if you're figuring out a killer outfit that transitions easily into fall. Men who are curious how to rock semi-casual style in your late 20s, this pairing should answer your question.