Wool Hat Dressy Outfits For Men After 40

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Navy Sunglasses Pink Dress Shirt Navy Overcoat Tan Wool Hat Grey Vertical Striped Dress Pants Tobacco Leather Loafers Burgundy Silk Tie

Pair a navy overcoat with a wool hat for a relaxed take on casual city menswear. Want to dress it up when it comes to footwear? Opt for tobacco leather loafers. So take cues and be the best dressed gent in town.

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White Wool Hat Navy Turtleneck Olive Overcoat Silver Watch Grey Check Dress Pants Burgundy Leather Oxford Shoes

Wear an olive overcoat and a wool hat, if you enjoy relaxed dressing without looking like a slob to look stylish. If you wish to immediately amp up this outfit with a pair of shoes, add a pair of burgundy leather oxford shoes to the equation. Combinations like this have a refined air that befit gentlemen over 40 really well.

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Beige Wool Hat Clear Sunglasses White and Blue Vertical Striped Dress Shirt Dark Brown Print Pocket Square Dark Brown Tie Black Leather Belt Tan Blazer White Dress Pants Dark Brown Suede Loafers Burgundy Leather Duffle Bag

Busy off-duty days require a straightforward yet casually stylish ensemble, such as a tan blazer and a wool hat. If you want to feel a bit fancier now, introduce a pair of dark brown suede loafers to this outfit. So if you're looking for a stylish yet age-appropriate combo, you found it.

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Dark Brown Wool Hat Clear Sunglasses Light Blue Dress Shirt Navy Scarf Navy Tie Grey Houndstooth Overcoat Grey Suit Brown Suede Desert Boots

If you use a more laid-back approach to styling, why not marry a grey houndstooth overcoat with a wool hat? Brown suede desert boots add a sophisticated aesthetic to the ensemble. A proper getup for any 40-something guy.

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Beige Wool Hat Silver Sunglasses White Dress Shirt Dark Brown Tie Olive Overcoat Navy Check Suit Brown Suede Double Monks White Leather Gloves

This pairing of an olive overcoat and a wool hat provides comfort and practicality and helps keep it low profile yet trendy. Go the extra mile and spice up your look by wearing a pair of brown suede double monks. An ensemble like this will help any 40-year-old guy outdo his peers.