Canvas Briefcase Smart Casual Outfits After 50

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Clear Sunglasses Blue Wool Turtleneck Dark Green Watch Silver Bracelet Navy Jeans Navy Canvas Briefcase Dark Brown Leather Desert Boots Dark Green Print Sweater Vest

This outfit with a dark green print sweater vest and a canvas briefcase isn't a hard one to pull off and is easy to adapt. And if you wish to instantly up the style ante of this outfit with a pair of shoes, complement this look with a pair of dark brown leather desert boots. This combo illustrates that as a 50-year-old gent, you still have a wide array of dressing options.

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Navy Baseball Cap Black Sunglasses Black Crew-neck Sweater Dark Green Watch Silver Bracelet Navy Canvas Briefcase Blue Jeans Dark Brown Leather Desert Boots White Print Sweater Vest

This pairing of a black crew-neck sweater and a canvas briefcase delivers comfort and relaxed dapperness. Dial up this whole getup with dark brown leather desert boots. Those wondering how to dress fashionably as you pass the big five-oh, you have your answer.

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Clear Sunglasses Beige Wool Turtleneck Brown Duffle Coat Yellow Leather Gloves Grey Wool Dress Pants Tan Canvas Briefcase Tan Suede Desert Boots Beige Print Sweater Vest

This combination of a brown duffle coat and a canvas briefcase is on the off-duty side but is also sharp and incredibly dapper. And if you need to immediately perk up this getup with one piece, complement this getup with tan suede desert boots. This combination is something gentlemen in their 50s can wear with confidence.

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Clear Sunglasses Brown Bandana Tan Horizontal Striped Crew-neck T-shirt Yellow Leather Gloves Silver Bracelet Olive Barn Jacket Tan Canvas Briefcase Navy Jeans Charcoal Suede Oxford Shoes

For an off-duty look, opt for an olive barn jacket and a canvas briefcase — these two pieces fit really well together. Give a different twist to this getup by finishing off with charcoal suede oxford shoes. This ensemble is a striking example gentlemen over 50 can still very well kill in the fashion department.

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Clear Sunglasses Light Blue Chambray Dress Shirt White Pocket Square Navy and White Horizontal Striped Tie Navy and Green Plaid Blazer Dark Green Print Waistcoat Silver Watch Olive Cargo Pants Tan Canvas Briefcase Beige Suede Brogues

This combo of a navy and green plaid blazer and a canvas briefcase is impeccably dapper and yet it's casual and apt for anything. A great pair of beige suede brogues is a simple way to breathe a sense of elegance into this outfit. An appealing choice for mature gentlemen!