Waistcoat Dressy Fall Outfits After 50

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Olive Beanie White Dress Shirt Olive Knit Tie Dark Brown Wool Waistcoat Olive Raincoat Dark Brown Canvas Briefcase Dark Brown Wool Suit Tobacco Suede Desert Boots

Pair a waistcoat with an olive raincoat for a neat sophisticated look. Introduce a pair of tobacco suede desert boots to the mix to add an air of stylish effortlessness to this ensemble. As you can see here, it's very easy to look awesome and stay snug come chillier days, thanks to this look. This combo shows how to look good as you pass the big 5-0.

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Dark Brown Sunglasses White Dress Shirt Charcoal Tie Charcoal Waistcoat White Pocket Square Charcoal Blazer Olive Camouflage Chinos Black Socks Orange Suede Oxford Shoes

To look good and classic, reach for a waistcoat and olive camouflage chinos. A pair of orange suede oxford shoes instantly revs up the classy factor of this outfit. When it comes to dressing for transeasonal weather, nothing beats a neat outfit that can take you from season to season. Combos like this have a refined air that befit guys in their 50s really well.

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Navy Sunglasses White Dress Shirt Grey Tie Black Waistcoat Black Overcoat Black Vertical Striped Dress Pants Black Socks Black Leather Oxford Shoes

This classy pairing of a waistcoat and black vertical striped dress pants is a favored choice among the sartorially superior men. Introduce a pair of black leather oxford shoes to the equation to effortlessly up the style factor of your outfit. You can bet this outfit is great come cooler days. So if you're hunting for a modern but also age-appropriate ensemble, this just might be it.

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White Dress Shirt Brown Suede Derby Shoes Olive Check Blazer Olive Waistcoat Olive Dress Pants

One of the most elegant ways to style out such a timeless menswear item as a waistcoat is to marry it with olive dress pants. A pair of brown suede derby shoes adds a little edge to an otherwise dressy ensemble. If you're already bored of your fall style options, this look just might be the inspiration you are searching for. Overall, a great choice when it comes to style for guys in their 50s.

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Dark Brown Sunglasses White Dress Shirt Dark Brown Polka Dot Tie Brown Wool Waistcoat Beige Overcoat Dark Brown Pocket Square Silver Watch Burgundy Check Wool Dress Pants

Go for dapper style in a waistcoat and burgundy check wool dress pants. This one is a savvy pick when it comes to a killer ensemble that will take you from summer to fall. This getup is most probably exactly what you've been looking for as a 50-something gentleman.