Grey Waistcoat with Dark Brown Leather Derby Shoes Dressy Fall Outfits After 50

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

Teaming a grey waistcoat and beige chinos will hallmark your styling skills. A pair of dark brown leather derby shoes can integrate seamlessly within plenty of outfits. Rest assured, this outfit will keep you toasty as well as looking on-trend in this in-between weather. This outfit proves that even in your 50s your styling options are still rather broad.

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Brown Leather Briefcase Beige Dress Pants Charcoal Horizontal Striped Socks Dark Brown Leather Derby Shoes

Pairing a grey waistcoat and beige dress pants will allow you to assert your outfit coordination savvy. Let your styling skills really shine by complementing your look with a pair of dark brown leather derby shoes. This one is a great choice when it comes to figuring out a cool outfit for summer-to-fall weather. This combo is probably exactly what you're looking for as a mature man.

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Clear Sunglasses White Dress Shirt Olive Tie Multi colored Print Pocket Square Charcoal Check Waistcoat Silver Watch Tan Blazer Beige Dress Pants Brown Leather Derby Shoes

A grey waistcoat and beige dress pants are definitely worth being on your list of true menswear staples. A pair of dark brown leather derby shoes instantly dials up the street cred of this outfit. As days are getting cooler, you'll find that an ensemble like this is ideal for fall. This outfit shows that even in your fifties you still have a wide array of styling options.