Casual Boots with Dress Shirt Smart Casual Chill Weather Outfits For Men After 40

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Dark Brown Turtleneck Charcoal Vertical Striped Wool Blazer Dark Brown Dress Pants Blue Chambray Dress Shirt Brown Leather Casual Boots

Marrying a dress shirt and dark brown dress pants will create a classic, manly silhouette. Complement this look with casual boots to keep the ensemble fresh. All in all, a good example of mature fashion.

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Olive Wool Hat White Dress Shirt Black and White Print Tie Dark Green Quilted Gilet Olive Trenchcoat Brown Corduroy Chinos Beige Suede Casual Boots

This combination of a dress shirt and brown corduroy chinos is a safe option when you need to look casually classic but have no time. Complete your look with a pair of casual boots for extra style points. If you're wondering what you should wear as a gentleman in his forties, this getup is a good source of inspiration.

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Clear Sunglasses White Dress Shirt Navy Crew-neck Sweater Black Leather Watch Black Leather Biker Jacket Navy Chinos Black Leather Casual Boots

Try teaming a dress shirt with navy chinos for a sharp outfit. All you need now is a cool pair of casual boots to complete this look. If you're worried about dressing age-appropriately, this combo is a never-failing option.

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Mint Sunglasses White Dress Shirt Black Tie Grey Wool Blazer Navy Fur Collar Coat Charcoal Chinos Black Socks Black Leather Casual Boots

This look with a dress shirt and charcoal chinos isn't hard to score and easy to change according to circumstances. Complement your outfit with a pair of casual boots for extra fashion points. Surely a never-failing option if we're talking style for over-40 gents.

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White Dress Shirt Olive Cable Sweater Beige Pea Coat White Dress Pants Brown Suede Holdall Dark Brown Leather Casual Boots

For a look that's sophisticated and Bond-worthy, consider teaming a dress shirt with white dress pants. Complement your getup with a pair of casual boots to immediately turn up the street cred of this outfit. This combination is a good illustration 40-something men can very well slay in the style department.