White and Black Long Sleeve Shirt with Waistcoat Fall Outfits After 50

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Grey Tie White Long Sleeve Shirt Navy Pocket Square Grey Wool Waistcoat Navy Wool Blazer Khaki Cargo Pants Navy Leather Tote Bag Burgundy Leather Work Boots

Demonstrate your classy side by wearing a waistcoat and a white and black long sleeve shirt. Why not take a more casual approach with shoes and add burgundy leather work boots to your ensemble? Seeing as temperatures are dipping, this outfit seems a viable choice for in between seasons. With an ensemble like this, any man in his fifties is bound to put many a younger man to shame.

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Tan Leather Double Monks Black Socks Grey Overcoat White Chinos White Long Sleeve Shirt Charcoal Waistcoat Charcoal Cardigan

This combination of a waistcoat and a white and black long sleeve shirt oozes polished elegance. Let your sartorial savvy really shine by finishing off your look with a pair of tan leather double monks. This look is a good choice if you're picking out a neat summer-to-fall ensemble. All in all, an ideal example of over-50 fashion.