Black Sweatshirt Smart Casual Fall Outfits For Men After 40

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Clear Sunglasses Light Blue Chambray Long Sleeve Shirt Red and Black Check Flannel Shirt Jacket Tan Leather Gloves Black Sweatshirt Brown Chinos White Horizontal Striped Socks Tan Leather Brogue Boots

A black sweatshirt and brown chinos paired together are a match made in heaven for gents who love casual styles. If you wish to easily up the ante of your getup with one single piece, complete this look with tan leather brogue boots. Seeing as fall is fast approaching, this ensemble seems a nice idea for the season. A good illustration for any guy who's still figuring out how to dress at 40 plus.

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Black Beanie Clear Sunglasses Black Print Sweatshirt Black Corduroy Shirt Jacket Black Chinos Black Socks Black Leather Slip-on Sneakers

Choose a black sweatshirt and black chinos for a standout getup. Introduce black leather slip-on sneakers to the mix and the whole ensemble will come together perfectly. We love that this combination is great when chillier weather comes. Overall, a savvy pick if we're talking dressing ideas for 40-year-old gentlemen.

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Black Baseball Cap Clear Sunglasses White Long Sleeve Shirt Black and White Print Sweatshirt Navy Blazer Black Chinos Black and White Suede Low Top Sneakers

Combining a black sweatshirt with black chinos is a smart option for a casually cool look. Black and white suede low top sneakers are a good choice to finish your ensemble. As you can see here, it's super easy to look awesome and stay cozy come cooler weather, all thanks to combos like this. This combo shows that figuring out how to dress stylishly in your 40s is totally doable.