Grey Flat Cap Smart Casual Outfits For Men After 50

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White Short Sleeve Shirt Blue Blazer Navy Jeans Tobacco Leather Brogues Grey Plaid Flat Cap

A blue blazer and a grey flat cap are a good combination to add to your current casual wardrobe. To introduce some extra classiness to your ensemble, complete your ensemble with tobacco leather brogues. Wearing this, any 50-something man will put any younger dude to shame.

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Grey Plaid Flat Cap White V-neck T-shirt Navy Wool Waistcoat Grey Wool Blazer Blue Horizontal Striped Scarf Light Blue Overcoat Navy Jeans White and Black Canvas Tote Bag Black and White Print Socks White Leather Oxford Shoes

This combo of a light blue overcoat and a grey flat cap is well-executed and yet it's laid-back enough and apt for anything. And if you wish to immediately step up this ensemble with a pair of shoes, complement this getup with a pair of white leather oxford shoes. This getup shows that even well into your 50s your outfit options are still far from limited.

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Grey Vertical Striped Flat Cap Black Sunglasses Yellow Print Scarf Grey Polo Tan Leather Watch Dark Brown Leather Briefcase Blue Chinos Blue Polka Dot Waistcoat

For a casually dapper outfit, consider pairing a blue polka dot waistcoat with a grey flat cap — these two items fit really well together. An outfit like this can make any older gentleman look better than any of his peers.

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Charcoal Flat Cap Light Blue Chambray Dress Shirt Red and Navy Horizontal Striped Tie Navy Wool Gilet Brown Corduroy Blazer Brown Leather Belt Olive Canvas Messenger Bag Dark Brown Chinos Black Athletic Shoes

This combo of a navy wool gilet and a grey flat cap is on the casual side but also ensures that you look on-trend and seriously dapper. Introduce black athletic shoes to the mix and you're all set looking spectacular. Wondering what clothing is appropriate as you step into your 50s? This combo is the perfect answer.

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Charcoal Flat Cap Clear Sunglasses Navy Knit Wool Turtleneck Black Shearling Jacket Silver Watch Navy Jeans Black Socks Black Leather Casual Boots

A black shearling jacket and a grey flat cap are the kind of casual staples that you can wear for years to come. Black leather casual boots are a guaranteed way to give an air of polish to your ensemble. A perfect outfit to make you a dapper gentleman over 50, rather than just a gentleman over 50.