Canvas Messenger Bag Outfits After 40

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Olive Beanie White Dress Shirt Olive Tie Dark Brown Wool Three Piece Suit Olive Raincoat Olive Canvas Messenger Bag Brown Socks Brown Suede Desert Boots

You can look dapper without trying too hard in an olive raincoat and a canvas messenger bag. Put an elegant spin on an otherwise everyday outfit by finishing off with a pair of brown suede desert boots. This look is probably what you've been looking for as a middle-aged guy.

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Grey Crew-neck T-shirt Charcoal Cardigan Silver Watch Beige Woven Canvas Belt Charcoal Bracelet Beige Canvas Messenger Bag Charcoal Cargo Pants White Canvas Low Top Sneakers

For a relaxed casual look, consider teaming a charcoal cardigan with a canvas messenger bag — these two pieces go nicely together. Go for a pair of white canvas low top sneakers to immediately turn up the wow factor of any look. This pairing is a huge inspiration to anyone who wasn't sure about wearing casual clothing after 40.

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Navy and White Polka Dot Scarf Black Field Jacket Light Blue Chambray Long Sleeve Shirt Olive Canvas Messenger Bag Black Jeans Grey Suede Derby Shoes Black Sunglasses

If you're a fan of relaxed dressing when it comes to your personal style, you'll appreciate this urban combination of a black field jacket and a canvas messenger bag. And if you want to immediately lift up this getup with footwear, why not add a pair of grey suede derby shoes to the equation? A perfect example for any gent who wonders how to dress as a mature man.