Black Horizontal Striped Canvas Watch Dressy Outfits For Men After 50

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White Dress Shirt Dark Brown Tie White Pocket Square Black Horizontal Striped Canvas Watch Charcoal Wool Suit Dark Brown Suede Oxford Shoes

Go for a charcoal wool suit and a black horizontal striped canvas watch to assemble a really stylish and modern-looking relaxed ensemble. Clueless about how to finish your getup? Rock a pair of dark brown suede oxford shoes to bump it up a notch. This outfit shows that figuring out how to dress stylishly over 50 is easier than one might think.

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Clear Sunglasses Beige Long Sleeve Shirt Black Horizontal Striped Canvas Watch Black Bracelet White Dress Pants Olive Canvas Briefcase Dark Brown Leather Tassel Loafers

We're all looking for practicality when it comes to styling, and this casual street style combo of a beige long sleeve shirt and a black horizontal striped canvas watch is a great example of that. Balance this look with a dressier kind of shoes, such as this pair of dark brown leather tassel loafers. When it comes to fashion for 50-something guys, this look is perfect.

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Dark Brown Sunglasses Grey Gingham Dress Shirt White Pocket Square Navy and White Polka Dot Tie Black Horizontal Striped Canvas Watch Navy Suit Navy Socks Dark Brown Suede Oxford Shoes

A navy suit and a black horizontal striped canvas watch have become a favorite pairing for many stylish men. If you want to immediately spruce up your look with a pair of shoes, introduce dark brown suede oxford shoes to the mix. This one is a modern yet age-appropriate combo for a 50-something gentleman.