Olive Leather Watch Casual Outfits For Men After 50

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Charcoal Wool Hat Red Paisley Bandana Navy Denim Jacket White Henley Shirt Olive Leather Watch Navy Denim Overalls Dark Brown Leather Casual Boots

This pairing of a navy denim jacket and an olive leather watch speaks comfort and style. To add a little classiness to your look, grab a pair of dark brown leather casual boots. This combo shows how to keep slaying in casual dressing as a middle-aged gent.

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Red and White Print Baseball Cap Clear Sunglasses Pink Crew-neck T-shirt Olive Leather Watch Silver Bracelet Olive Denim Shorts Mustard Canvas Low Top Sneakers

For a relaxed ensemble, marry a pink crew-neck t-shirt with an olive leather watch — these two items play pretty good together. Finishing off with a pair of mustard canvas low top sneakers is an effortless way to inject a hint of class into your outfit. If you're often not sure how to dress appropriately for your age without giving up on fashion, this ensemble is a great example.

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Burgundy Baseball Cap Clear Sunglasses White and Black Print Crew-neck T-shirt White Long Sleeve T-Shirt Olive Leather Watch Silver Bracelet Mint Chinos Brown Suede Casual Boots

This ensemble with a white and black print crew-neck t-shirt and an olive leather watch isn't super hard to put together and is open to more sartorial experimentation. For a classier vibe, why not grab a pair of brown suede casual boots? Think guys in their fifties can't pull off cool off-duty looks? This combination will prove you otherwise.

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Black Sunglasses Light Blue Short Sleeve Shirt Light Blue Tie Dark Brown Leather Belt Olive Floral Chinos Grey Canvas Tote Bag Olive Leather Watch Black Leather Desert Boots

Team a light blue short sleeve shirt with an olive leather watch to pull together an interesting and city casual outfit. For maximum fashion effect, add a pair of black leather desert boots to your ensemble. Think you can't pull off modern casual dressing as you head into your 50s? This combo should prove you otherwise.

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Clear Sunglasses White Short Sleeve Shirt Dark Green Leather Watch Black Beaded Bracelet Tan Shorts Olive Canvas Briefcase Grey Canvas Low Top Sneakers

If you put function above all, rock a white short sleeve shirt with an olive leather watch. Why not complement this outfit with grey canvas low top sneakers for a hint of class? Those who are curious whether you can still wear modern off-duty looks after 50, you have your answer.