Briefcase Casual Fall Outfits After 50

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Clear Sunglasses Navy V-neck Sweater Navy and White Gingham Short Sleeve Shirt Navy Jeans Navy Leather Casual Boots Dark Brown Leather Briefcase

A navy v-neck sweater and a briefcase worn together are a great match. Kick up your whole look by finishing off with a pair of navy leather casual boots. Seeing as temperatures are falling, this getup seems a viable choice for the time in between seasons. If you're not sure how to dress your age, this combination is a foolproof option.

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Clear Sunglasses Grey Vertical Striped Short Sleeve Shirt Dark Brown Shirt Jacket Khaki Chinos Grey Canvas Briefcase Charcoal Canvas Low Top Sneakers

A dark brown shirt jacket and a briefcase are great menswear essentials to incorporate into your current casual wardrobe. To give your look a more elegant aesthetic, why not add a pair of charcoal canvas low top sneakers to this look? So as you can see, it's super easy to look stylish and stay snug come chillier weather, thanks to this getup. Think gentlemen in their 50s can't pull off modern casual outfits? This combination is a clear demonstration of otherwise.

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Clear Sunglasses Grey Crew-neck T-shirt Light Blue Short Sleeve Shirt Brown Blazer Brown Leather Belt Navy Jeans Olive Canvas Briefcase Grey Canvas Low Top Sneakers

A brown blazer and a briefcase are a casual combo that every trendsetting gent should have in his menswear arsenal. Introduce a pair of grey canvas low top sneakers to the equation to instantly boost the style factor of any outfit. We're loving that this look is perfect when cooler weather comes. Those who wonder whether you can still rock cool casual looks as you step into your 50s, this outfit should answer your question.

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Charcoal Baseball Cap Clear Sunglasses Red Paisley Bandana White Crew-neck T-shirt Olive Long Sleeve Shirt Camel Plaid Overcoat Blue Jeans Olive Canvas Briefcase Grey Canvas Low Top Sneakers

If you're looking for a bold casual but also stylish look, pair a camel plaid overcoat with a briefcase. To give your overall look a more polished twist, add grey canvas low top sneakers to your look. We're loving how perfect this getup is when cooler weather comes. A no-brainer combination proper for 50-year-old gents who prefer casual clothing.

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Dark Brown Sunglasses Dark Green Floral Scarf Grey Quilted Gilet Silver Watch Brown Knit Wool Blazer White and Blue Vertical Striped Long Sleeve Shirt Olive Canvas Briefcase Grey Cargo Pants Navy Suede Desert Boots

If you prefer urban pairings, then you'll love this combination of a grey quilted gilet and a briefcase. Rounding off with a pair of navy suede desert boots is a surefire way to add some extra fanciness to this ensemble. This combination is a really great option, especially for fall, when the temps are starting to drop. Those who wonder whether you can still wear edgy casual style as you head into your 50s, this outfit should answer your question.