Waistcoat Dressy Fall Outfits After 50

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Brown Plaid Blazer Brown Plaid Waistcoat Black Knit Tie White Dress Shirt Brown Plaid Dress Pants Light Blue Plaid Cotton Pocket Square

This pairing of a waistcoat and brown plaid dress pants is seriously smart and creates instant appeal. You can bet this getup is the answer to all of your transeasonal wear problems. This combination is most probably what you're looking for as a gentleman in his fifties.

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Dark Brown Wool Blazer Dark Brown Wool Dress Pants Dark Brown Wool Waistcoat White Pocket Square Blue Dress Shirt Navy Polka Dot Tie

Dress to impress in a waistcoat and dark brown wool dress pants. As you can see, this look is a really smart option, especially for in-between weather, when the temperatures are getting lower. This outfit is probably what you're looking for as an over-50 gentleman.

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Charcoal Tie White Dress Shirt Charcoal Wool Waistcoat Grey Plaid Wool Suit

We're loving how this pairing of a waistcoat and a grey plaid wool suit immediately makes any gent look smart and sophisticated. This one is a good option when it comes to planning a standout look for transitional weather. The ability to sport getups like this is one of the dividends of reaching middle age.