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

Super dapper and comfortable, this casual combination of a black sweatshirt and brown chinos provides with amazing styling possibilities. To introduce a bit of classiness to your look, throw a pair of tan leather brogue boots into the mix. When it comes to dressing for weird transition weather, nothing beats a killer getup that transitions easily between seasons. Perfect to show the world that you're mature and confident enough to make your own style choices.

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

A black sweatshirt and black chinos will give off this relaxed and dapper vibe. Add black leather slip-on sneakers to tie your full outfit together. Seeing as fall is setting in, this outfit seems a smart option for the transitional season. Wondering how to dress appropriately for your age as you head into your 40s? This ensemble is the perfect answer.

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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

Try pairing a black sweatshirt with black chinos for a fuss-free getup that's also put together. The whole ensemble comes together when you introduce black and white suede low top sneakers to your look. On not-so-bone-chilling afternoons, you can rock a version of this transitional ensemble and look absolutely amazing. This one is a good-looking but also age-appropriate combination for 40-year-old guys.