Black Leather Watch Chill Weather Outfits For Men After 40

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Black Beanie Black Leather Bomber Jacket Black Leather Watch Silver Bracelet Blue Jeans Black Leather Casual Boots

If you're a fan of relaxed dressing when it comes to your personal style, you'll appreciate this off-duty combo of a black leather bomber jacket and a black leather watch. If you want to break out of the mold a little, slip into black leather casual boots. So as you can see this ensemble is something you can totally wear as an over-40 gentleman.

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Black Sunglasses White Dress Shirt Beige Crew-neck Sweater Dark Brown Polka Dot Tie Navy and White Print Pocket Square Grey Wool Waistcoat Black Leather Watch Navy Blazer Dark Brown Leather Briefcase Grey Vertical Striped Wool Dress Pants Navy Socks Dark Brown Suede Oxford Shoes

For a relaxed casual menswear style with a street style spin, you can easily go for a navy blazer and a black leather watch. Put an elegant spin on this look by wearing dark brown suede oxford shoes. This combo shows that looking stylish at 40 plus is not that hard.

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Clear Sunglasses Light Blue Dress Shirt Burgundy Pocket Square Brown Print Tie Grey Wool Waistcoat Grey Wool Blazer Grey Wool Dress Pants Brown Leather Casual Boots Black Leather Bracelet Black Leather Watch

Combining a grey wool blazer with a black leather watch is an awesome pick for a laid-back and cool outfit. With shoes, go for something on the more elegant end of the spectrum by slipping into a pair of brown leather casual boots. This outfit illustrates how to remain fashionable as you move into your 40s.

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Grey Check Scarf Black Leather Watch Blue Denim Shirt Grey Crew-neck Sweater Navy Puffer Jacket Charcoal Wool Dress Pants Black Socks Black Leather Derby Shoes

If you prefer bold casual pairings, then you'll like this combo of a navy puffer jacket and a black leather watch. For something more on the sophisticated side to finish off your getup, introduce a pair of black leather derby shoes to the mix. A safe bet combo proper for over-40 gentlemen.

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Burgundy Plaid Long Sleeve Shirt Brown Wool Waistcoat Brown Shawl Cardigan Black Leather Watch Black Dress Pants Dark Brown Leather Casual Boots

If you're looking for a modern casual but also sharp look, try pairing a brown shawl cardigan with a black leather watch. Make your ensemble a bit more polished by rounding off with a pair of dark brown leather casual boots. This getup shows that figuring out how to dress well over 40 is not that daunting a task.