Canvas Briefcase Smart Casual Fall Outfits After 50

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Beige Beanie Clear Sunglasses Tan Print Crew-neck T-shirt Beige Shirt Jacket Yellow Leather Gloves Beige Chinos Tan Canvas Briefcase Brown Suede Casual Boots

Combining a beige shirt jacket with a canvas briefcase is an amazing choice for an off-duty but dapper getup. Feeling adventerous? Smarten up this outfit by rocking a pair of brown suede casual boots. On not-so-bone-chilling afternoons, sport this easy-to-transition ensemble and look absolutely amazing. This combination illustrates that cracking the fashion code as an over-50 gentleman is not particularly hard.

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Clear Sunglasses Beige Crew-neck Sweater Charcoal Denim Jacket Silver Watch Charcoal Jeans Tan Suede Chelsea Boots Tan Canvas Briefcase

A charcoal denim jacket and a canvas briefcase are awesome menswear items to add to your daily casual routine. Tan suede chelsea boots are guaranteed to give an added touch of refinement to this outfit. As you can see here, this ensemble is a really great pick, especially for awkward transition weather, when the temps are dipping. This outfit demonstrates that even after 50 your dressing options are in no way limited.

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Clear Sunglasses Navy Check Long Sleeve Shirt Red Cardigan Olive Shirt Jacket Light Blue Jeans Tan Canvas Briefcase Burgundy Leather Derby Shoes

This combo of an olive shirt jacket and a canvas briefcase is indisputable proof that a straightforward off-duty ensemble can still be really interesting. Complement your outfit with a pair of burgundy leather derby shoes for an extra dose of style. This outfit is a viable choice when it comes to planning a well-coordinated ensemble for in-between weather. This combination shows that as a man in his fifties, you still have a vast array of sartorial options.

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Navy Baseball Cap Navy Sunglasses Blue Chambray Short Sleeve Shirt Navy Shirt Jacket Beige Chinos Navy Canvas Briefcase Dark Brown Leather Desert Boots Red Print Sweater Vest

Prove that no-one does casual like you in a navy shirt jacket and a canvas briefcase. A pair of dark brown leather desert boots immediately boosts the fashion factor of any look. This getup is an obvious option if you're looking for a knockout summer-to-fall ensemble. This outfit suggests how to remain stylish as you reach your 50s.

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Clear Sunglasses Red Dress Shirt Burgundy Horizontal Striped Tie Tan Check Blazer Olive Barn Jacket Silver Bracelet Tan Canvas Briefcase Blue Jeans Beige Suede Desert Boots

This contemporary combo of an olive barn jacket and a canvas briefcase is very easy to throw together without a second thought, helping you look awesome and ready for anything without spending a ton of time digging through your closet. If you wish to immediately level up your outfit with one item, why not complement your look with beige suede desert boots? When it's one of those dreary autumn afternoons, what better to cheer it up than a dapper outfit like this one? Wondering how to dress as you reach your 50s? This pairing is a practical illustration.