Flat Cap Smart Casual Outfits For Men After 40

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Charcoal Flat Cap Dark Brown Sunglasses Dark Brown Bracelet White Paisley Pocket Square Grey Crew-neck T-shirt Navy Blazer Navy Jeans Brown Leather Loafers

This is solid proof that a navy blazer and a flat cap are amazing when paired together in a casual street style outfit. Brown leather loafers will bring a hint of sophistication to an otherwise everyday outfit. On the hunt for fashion tips for middle-aged guys? This outfit is great inspo.

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Black Flat Cap Clear Sunglasses Dark Brown Polo Black Leather Watch Dark Brown Bracelet Navy Chinos Black Leather Tassel Loafers

Demonstrate that you do off-duty like a pro by wearing a dark brown polo and a flat cap. For a modern hi/low mix, complement your look with a pair of black leather tassel loafers. As a middle-aged gentleman, you're guaranteed to appreciate this outfit.

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Charcoal Flat Cap Clear Sunglasses White Crew-neck T-shirt Multi colored Beaded Bracelet Brown Waistcoat Dark Brown Quilted Leather Bomber Jacket Dark Brown Woven Leather Belt Dark Brown Leather Watch White Jeans White Socks Dark Brown Suede Desert Boots

For a casual ensemble, choose a dark brown quilted leather bomber jacket and a flat cap — these two items go perfectly well together. Put a smarter spin on this outfit with a pair of dark brown suede desert boots. Wondering how to dress appropriately for your age as you step into your 40s? This pairing is the perfect answer.

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Charcoal Flat Cap Clear Sunglasses Dark Brown Bracelet Navy Chambray Long Sleeve Shirt Dark Brown Leather Watch Charcoal Jeans Dark Brown Suede Loafers

This getup with a navy chambray long sleeve shirt and a flat cap isn't a hard one to pull together and leaves room to more sartorial experimentation. Clueless about how to complete your getup? Wear dark brown suede loafers to rev up the classy factor. So if you're scouting for style ideas on what to wear as you step into your 40s, this ensemble is definitely worth saving for later.

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Navy Flat Cap Dark Brown Sunglasses White Long Sleeve Shirt Navy Waistcoat Brown Leather Watch Brown Leather Belt Silver Bracelet Blue Jeans Brown Suede Loafers

A navy waistcoat and a flat cap are great menswear essentials to have in the casual part of your closet. Brown suede loafers will bring a classic aesthetic to the look. So if you're looking for style ideas on how to dress as you age into your 40s, this combo is ideal.