Tobacco Leather Briefcase Fall Outfits After 40

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Beige Straw Hat Light Blue Dress Shirt Grey Tie Clear Sunglasses Beige Waistcoat Beige Vertical Striped Blazer Brown Beaded Bracelet Beige Dress Pants Brown Leather Briefcase Beige Leather Tassel Loafers Tan Socks

Go for a straightforward but laid-back and cool option putting together a beige vertical striped blazer and a tobacco leather briefcase. Breathe an added dose of class into this ensemble by rounding off with beige leather tassel loafers. This one is a nice idea when it comes to a killer ensemble that transitions easily into fall. This pairing proves that after forty you still have a vast array of style options.

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Black Long Sleeve Shirt Navy Raincoat Brown Leather Briefcase Black Suede Gloves Black Chinos Black Leather Casual Boots

To pull together an off-duty look with a contemporary finish, consider teaming a navy raincoat with a tobacco leather briefcase. Parade your classy side by rounding off with black leather casual boots. A knockout summer-to-fall look like this one makes it extremely easy to welcome the new season. Just because you've passed the big 4-0, doesn't mean you shouldn't look trendy, and this combination illustrates exactly that.

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Olive Sunglasses Brown Polka Dot Pocket Square Blue Chambray Dress Shirt Navy Print Scarf Dark Brown Plaid Blazer Brown Leather Briefcase Dark Brown Dress Pants Blue Socks Brown Leather Oxford Shoes

Go for a pared down yet casually stylish choice putting together a dark brown plaid blazer and a tobacco leather briefcase. Give an elegant twist to an otherwise mostly dressed-down ensemble by sporting brown leather oxford shoes. Can you see how extremely easy it is to look seriously stylish and stay cozy when chillier days are here, thanks to this outfit? After outfit ideas for middle-aged gentlemen? This pairing is pretty inspiring.

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Tan Scarf Dark Brown Leather Gloves Dark Brown Leather Briefcase Dark Brown Turtleneck Charcoal Scarf Brown Houndstooth Overcoat Grey Wool Dress Pants Black Suede Loafers

A brown houndstooth overcoat and a tobacco leather briefcase are an easy way to inject some cool into your day-to-day off-duty repertoire. If you feel like dialing it up a bit, grab a pair of black suede loafers. Can you see how very easy it is to look dapper and stay warm when fall arrives, thanks to this getup? This getup shows that figuring out how to dress stylishly over 40 is not particularly hard.

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Light Blue Dress Shirt Navy Tie White Pocket Square Brown Sweater Vest Blue Plaid Blazer White Chinos Brown Leather Briefcase

This casual street style combination of a blue plaid blazer and a tobacco leather briefcase is super easy to throw together without a second thought, helping you look on-trend and prepared for anything without spending too much time searching through your wardrobe. This one is a viable choice when it comes to figuring out a knockout outfit for unpredictable fall weather. This outfit demonstrates that dressing stylishly as you move into your 40s is not that daunting a task.