136 Dressy Chill Weather Outfits For Men After 40

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Clear Sunglasses Black Turtleneck Camel Houndstooth Overcoat Dark Brown Leather Belt Dark Brown Leather Watch Charcoal Dress Pants Black Socks Brown Leather Double Monks

This sophisticated pairing of a camel houndstooth overcoat and charcoal dress pants is a favored choice among the trendsetting chaps. Brown leather double monks are a foolproof footwear style here that's full of character. This ensemble shows how to remain stylish as you slip into your 40s.

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Clear Sunglasses Brown Scarf Violet Vertical Striped Blazer Navy Overcoat Black Leather Briefcase Navy Argyle Socks Navy Leather Double Monks Black Dress Pants

Combining a navy overcoat and black dress pants is a surefire way to inject your wardrobe with some rugged sophistication. Go the extra mile and spice up your ensemble by rocking navy leather double monks. This one is a stylish and age-appropriate outfit for mature gents.

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Light Blue Dress Shirt Beige Tie Beige Pocket Square Red Waistcoat Dark Brown Leather Belt Grey Scarf Black Leather Gloves Black Quilted Shirt Jacket Brown Wool Suit Burgundy Leather Casual Boots

For masculine elegance with a twist, marry a black quilted shirt jacket with a brown wool suit. To give your overall look a more relaxed spin, why not finish off with burgundy leather casual boots? A no-brainer pairing appropriate for over-40 guys.

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Clear Sunglasses White and Blue Gingham Dress Shirt Black Tie White Overcoat Dark Brown Leather Gloves Black Suit Purple Socks Burgundy Leather Double Monks

A white overcoat looks so elegant when combined with a black suit. Introduce a pair of burgundy leather double monks to the equation to add an element of stylish casualness to this look. This ensemble illustrates that after 40 you still have a vast array of style options.

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Light Blue Dress Shirt Navy Silk Tie Brown Plaid Waistcoat Navy Corduroy Suit Navy Overcoat Navy Canvas Tote Bag Navy Polka Dot Socks Brown Leather Derby Shoes

This is solid proof that a navy overcoat and a navy corduroy suit look awesome when paired together in a sophisticated look for a modern dandy. Brown leather derby shoes are an easy way to transform your getup. This combo suggests how to stay stylish as you move into your 40s.