Wool Hat Dressy Fall Outfits For Men

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Tan Wool Hat Dark Brown Sunglasses White and Black Vertical Striped Long Sleeve Shirt Silver Bracelet Beige Trenchcoat Black Leather Briefcase Charcoal Dress Pants Black Socks Black Leather Tassel Loafers

A beige trenchcoat and a wool hat are veritable must-haves if you're figuring out a casual wardrobe that holds to the highest menswear standards. Introduce a pair of black leather tassel loafers to your outfit to avoid looking too casual. It's a smart option when it comes to crafting a well-coordinated outfit for awkward fall weather.

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Navy Wool Hat Mustard Turtleneck Navy Suit Dark Brown Leather Watch Black Socks Navy Suede Brogues

A navy suit and a wool hat are the kind of a no-brainer off-duty combination that you so desperately need when you have no extra time. Step up your look by slipping into navy suede brogues. Seeing as autumn is in full swing, this look seems a great idea for the time in between seasons.

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Navy Wool Hat Clear Sunglasses White Dress Shirt Navy Tie Navy Overcoat Black Leather Belt Tan Three Piece Suit Black Socks Black Leather Derby Shoes

A navy overcoat and a wool hat are a good combination worth incorporating into your current wardrobe. With footwear, go for something on the smarter end of the spectrum by sporting black leather derby shoes. This combination is a viable choice if you're figuring out a cool getup that transitions easily into fall.

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Dark Green Wool Hat White Dress Shirt Black Print Tie Beige Waistcoat White Pocket Square Brown Beaded Bracelet Grey Check Wool Blazer Dark Brown Dress Pants Dark Brown Leather Chelsea Boots

This combo of a grey check wool blazer and a wool hat is on the casual side but also ensures that you look dapper and seriously dapper. You could perhaps get a little creative on the shoe front and complement your look with dark brown leather chelsea boots. You can bet this ensemble will become your uniform come colder weather.

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Navy Wool Hat Clear Sunglasses White Dress Shirt Grey Print Tie Brown Leather Gloves Navy Plaid Overcoat Navy and White Vertical Striped Suit White Socks Brown Leather Oxford Shoes

If you don't take fashion too seriously, go for a city casual outfit in a navy plaid overcoat and a wool hat. For a smarter feel, introduce a pair of brown leather oxford shoes to the equation. Can you see how super easy it is to look dapper and stay toasty when colder weather comes, thanks to this ensemble?