Burgundy Waistcoat Smart Casual Fall Outfits After 50

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Clear Sunglasses White Crew-neck T-shirt White Pocket Square Red Print Waistcoat Olive Suit Silver Bracelet Tan Canvas Briefcase Beige Canvas Low Top Sneakers

This combo of a burgundy waistcoat and an olive suit couldn't possibly come across other than ridiculously stylish and refined. When this ensemble is too much, dress it down by rounding off with a pair of beige canvas low top sneakers. Seeing as autumn is settling in, this ensemble is a viable idea for in between seasons. A look like this can make any 50-something man look better than everyone else in the room.

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Olive Flat Cap Purple Pocket Square Brown Corduroy Chinos Red Wool Waistcoat Olive Herringbone Wool Blazer Grey Wool Tie White and Red and Navy Gingham Dress Shirt

Try pairing a burgundy waistcoat with brown corduroy chinos to look like a real gentleman. This one is a viable option if you're piecing together a well-coordinated look for weird transition weather. This pairing is your answer to the question of how to dress as you slip into your 50s.