Black Sweatshirt with Derby Shoes Smart Casual Chill Weather Outfits In Their 20s

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Green Chinos White Long Sleeve Shirt Black Sweatshirt Black Overcoat Black Socks Black Leather Derby Shoes

This combination of a black sweatshirt and green chinos is uber stylish and creates instant appeal. Let your styling chops really shine by complementing this outfit with a pair of derby shoes. Rock this combo when you need to project a more mature image as a 20-something gent.

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Black Beanie Black and White Print Sweatshirt Black Overcoat Black Skinny Jeans White and Black Print Canvas Tote Bag White Socks Black Leather Derby Shoes

Team a black sweatshirt with black skinny jeans for relaxed dressing with a twist. Complement your outfit with a pair of derby shoes to immediately step up the classy factor of this look. So if you're on a mission for a modern and age-appropriate outfit for a 20-something gentleman, you found it.

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Black Beanie Black and White Print Sweatshirt Black Overcoat Black Skinny Jeans White and Black Print Canvas Tote Bag White Socks Black Leather Derby Shoes

This casual pairing of a black sweatshirt and black skinny jeans is effortless, on-trend and super easy to replicate. To give your overall look a more refined spin, add a pair of derby shoes to the mix. As you're moving through your late 20s, you probably want to start dressing more like a mature gentleman. In this case, ensembles like this are a tested option.