Wool Hat Spring Outfits For Men After 50

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Charcoal Wool Hat Red Paisley Bandana Navy Denim Jacket White Henley Shirt Olive Leather Watch Navy Denim Overalls Dark Brown Leather Casual Boots

We all seek practicality when it comes to fashion, and this edgy combination of a navy denim jacket and a wool hat is a practical example of that. Complete this look with dark brown leather casual boots to kick things up to the next level. This getup is a good option come spring. Think mature men can't pull off cool off-duty outfits? This pairing is undeniable proof of otherwise.

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Black Turtleneck Camel Plaid Overcoat White Chinos Tan Wool Hat Black Socks Dark Brown Leather Derby Shoes

You're looking at the hard proof that a camel plaid overcoat and a wool hat are amazing when combined together in a street style ensemble. Want to dial it up when it comes to shoes? Complete your getup with a pair of dark brown leather derby shoes. If you're after an amazing transition outfit, you found it. If you're wondering how you should dress as a gentleman in his 50s, this ensemble is a good source of inspiration.

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Dark Brown Sunglasses White Polo Beige Harrington Jacket Silver Bracelet Tan Wool Hat White Chinos Brown Leather Chelsea Boots

A beige harrington jacket and a wool hat are a favorite off-duty combo for many sartorially savvy gents. Feeling inventive today? Switch things up by finishing with a pair of brown leather chelsea boots. If you're on the lookout for a neat outfit that transitions easily into spring, this one fits the task well. This combination shows that even in your fifties you still have a vast array of dressing options.

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Brown Wool Hat Teal Print Tie Light Blue Dress Shirt White Pocket Square Navy Suit Multi colored Beaded Bracelet Blue Print Scarf Brown Leather Tassel Loafers

On days when comfort is key, this pairing of a navy suit and a wool hat is always a winner. To bring out a sophisticated side of you, add a pair of brown leather tassel loafers to this outfit. So as you can see, it's a kick-ass, not to mention spring-appropriate, outfit to have in your seasonal arsenal. This ensemble is your answer to the question of how to dress as you age into your 50s.

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Charcoal Wool Hat Mint Sunglasses Light Violet Check Long Sleeve Shirt Silver Watch Dark Brown Leather Belt Navy Jeans Brown Leather Casual Boots

This laid-back combination of a light violet check long sleeve shirt and a wool hat is a safe bet when you need to look nice but have no time to dress up. Take your outfit down a more elegant path by rounding off with brown leather casual boots. We're loving that this getup is perfect when spring comes. This ensemble should prompt anyone who was hesitant about wearing casual clothes in your 50s.