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

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Dark Brown Bandana White Long Sleeve Shirt Dark Brown Cardigan Charcoal Plaid Wool Blazer Black Leather Belt Brown Chinos Grey Socks Black Leather Desert Boots

A charcoal plaid wool blazer and brown chinos are good for both smart casual settings and day-to-day wear. Introduce a pair of black leather boots to the mix and the whole getup will come together. It's is a wonderful option when it comes to an awesome transition look. As you're maturing from your 20s to your 30s, you probably want to start dressing more professionally. That's when ensembles like this are a tested option.

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Black Beanie Red Crew-neck Sweater Brown Duffle Coat Brown Corduroy Chinos Black Socks Black Leather Desert Boots

Go for a simple yet sharp outfit in a brown duffle coat and brown corduroy chinos. Complement this outfit with black leather boots for maximum style. There's no nicer way to cheer up a bleak autumn day than an on-trend outfit like this one. As you're moving from your 20s to your 30s, you want to start dressing maturely. If that's the case, inspiration like this comes in very handy.

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Olive Crew-neck T-shirt Blue Puffer Jacket Olive Chinos Black Leather Chelsea Boots

This combo of a blue puffer jacket and olive chinos is undoubtedly a statement-maker. Let your outfit coordination chops truly shine by rounding off this outfit with a pair of black leather boots. Seeing as temps are dropping, this ensemble is a smart option for the transitional season. A solid combo to uphold a more mature image even as a 20-year-old gent.

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Clear Sunglasses Orange Turtleneck Grey Plaid Wool Blazer Brown Chinos Black Leather Tote Bag Black Leather Chelsea Boots

When the dress code calls for a classy yet kick-ass look, you can wear a grey plaid wool blazer and brown chinos. A pair of black leather boots looks wonderful here. When you have one of those gloomy autumn days, sometimes only a knockout look like this one can get you out the door in the morning. More refined combos like this look handsome on 20-something gentlemen.

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Orange Beanie Clear Sunglasses Black Short Sleeve Shirt Dark Green Bomber Jacket Brown Leather Belt Charcoal Jeans Black Leather Chelsea Boots

You'll be amazed at how easy it is for any gent to throw together this off-duty getup. Just a dark green bomber jacket matched with charcoal jeans. Play up the classiness of your ensemble a bit by slipping into a pair of black leather boots. On not-so-bone-chilling days, you can rock a version of this summer-to-autumn look and look absolutely awesome. This getup shows that figuring out how to dress well as a 20-year-old gentleman is easier than one might think.