Black Hat Smart Casual Fall Outfits For Men

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Black Wool Hat Dark Brown Sunglasses Black Turtleneck Black Denim Jacket Navy Jeans Dark Brown Leather Chelsea Boots

Go for a pared down but casually stylish look in a black denim jacket and a black hat. You know how to dress it up: dark brown leather chelsea boots. This one is a savvy choice if you're piecing together a cool look for awkward fall weather.

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Charcoal Turtleneck Dark Brown Duffle Coat Black Wool Hat Dark Brown Corduroy Chinos Red Polka Dot Socks Dark Brown Leather Tassel Loafers

We're all on the lookout for functionality when it comes to styling, and this contemporary pairing of a dark brown duffle coat and a black hat is a great illustration of that. Rounding off with a pair of dark brown leather tassel loafers is a surefire way to inject an extra dose of style into your look. When temps are dropping and fall is in full swing, you'll love this outfit as your go-to for weird transition weather.

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Black Wool Hat Black Leather Gloves Dark Brown Sunglasses Burgundy Cable Sweater Brown Overcoat Charcoal Jeans Tobacco Suede Work Boots

Consider wearing a brown overcoat and a black hat if you're on a mission for an outfit option for when you want to look casual and cool. You can take a more laid-back approach with shoes and complement this ensemble with a pair of tobacco suede work boots. This getup is an appealing pick when it comes to a kick-ass summer-to-fall outfit.

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Black Wool Hat Black Turtleneck Black Jeans Black Leather Chelsea Boots Brown Harrington Jacket

For an on-trend ensemble without the need to sacrifice on practicality, we turn to this combination of a brown harrington jacket and a black hat. If you feel like dialing it up a bit, add black leather chelsea boots to the mix. When leaves turn yellow and red and fall is at its best, you'll appreciate how ideal this outfit is for awkward transition weather.

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Black Wool Hat Black Crew-neck T-shirt Black Shearling Jacket Red Plaid Chinos Black Socks Black Leather Derby Shoes

Pairing a black shearling jacket and a black hat will allow you to show off your expertise in menswear styling even on lazy days. Let your styling skills really shine by finishing your ensemble with a pair of black leather derby shoes. As you can see, it's super easy to look dapper and stay toasty when cooler days are here, all thanks to outfits like this.