Waistcoat Dressy Fall Outfits After 50

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Light Blue Dress Shirt Grey Wool Tie Pink Pocket Square Grey Herringbone Wool Waistcoat Charcoal Overcoat Charcoal Herringbone Wool Dress Pants

You'll be amazed at how easy it is to get dressed this way. Just a waistcoat matched with charcoal herringbone wool dress pants. Seeing as autumn is setting in, this look appears a viable choice for the transitional season. And if we're talking dressing ideas for older guys, this getup is ideal.

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Light Blue Dress Shirt Navy Tie Navy Print Pocket Square Navy Waistcoat Brown Plaid Wool Blazer Charcoal Wool Dress Pants Silver Watch Black Socks Burgundy Leather Brogues

For classic style with a modern twist, try teaming a waistcoat with charcoal wool dress pants. A pair of burgundy leather brogues easily dials up the wow factor of your outfit. So as you can see, it's extremely easy to look on-trend and stay comfortable when cooler weather comes, thanks to this getup. Wondering how to dress as you slip into your 50s? This combo is the perfect answer.

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Brown Sunglasses Blue Chambray Dress Shirt Olive Camouflage Wool Waistcoat Olive Camouflage Wool Blazer Dark Brown Leather Belt Dark Brown Suede Gloves Brown Wool Dress Pants Brown Leather Casual Boots

Pairing a waistcoat and brown wool dress pants is a fail-safe way to infuse your wardrobe with some rugged elegance. When this ensemble is just too much, play it down by wearing brown leather casual boots. As you can see here, it's super easy to look awesome and stay comfortable when cooler weather hits, all thanks to combos like this one. Looking for dressing tips for guys in their fifties? This pairing is pretty inspiring.

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Light Blue Dress Shirt Grey Wool Tie White Pocket Square Tobacco Leather Brogue Boots Grey Wool Dress Pants Grey Wool Waistcoat Charcoal Wool Blazer

We love the way this combination of a waistcoat and grey wool dress pants instantly makes any guy look smart and sophisticated. Add tobacco leather brogue boots to the mix to bring a dash of stylish effortlessness to this look. Loving that this outfit is great when chillier weather hits. On a mission for dressing tips for middle-aged guys? This pairing is pretty inspiring.

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Black Wool Hat White Dress Shirt Red and Black Vertical Striped Tie Black Waistcoat Charcoal Overcoat Black Dress Pants Black Leather Briefcase Red Leather Gloves Black Leather Derby Shoes

Opt for a waistcoat and black dress pants for a sharp and sophisticated silhouette. Take an otherwise sober look in a more casual direction by finishing with a pair of black leather derby shoes. So as you can see, this outfit is a really nice choice, especially for unpredictable fall weather, when the temperatures are dropping. If you're often not sure how to dress appropriately for your age without giving up on fashion, this getup is an amazing example.