Red Pocket Square Dressy Warm Weather Outfits After 50

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Clear Sunglasses Light Blue Dress Shirt Red Print Pocket Square Dark Green Polka Dot Tie Brown Check Blazer Silver Watch Violet Socks Brown Suede Oxford Shoes Navy Dress Pants

A brown check blazer and a red pocket square will add serious cool to your day-to-day casual wardrobe. Introduce a pair of brown suede oxford shoes to the equation for a masculine aesthetic. As you can see here this ensemble is something you can totally wear as a 50-year-old guy.

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Dark Brown Wool Hat White Dress Shirt Red Print Pocket Square Purple Polka Dot Tie Olive Suit Navy Socks Dark Brown Suede Oxford Shoes

The pairing of an olive suit and a red pocket square makes for a solid laid-back look. Boost the dressiness of your ensemble a bit with a pair of dark brown suede oxford shoes. So take cues and be the best dressed gentleman in town.

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Dark Green Knit Tie White and Blue Gingham Dress Shirt Red Polka Dot Pocket Square Dark Brown Wool Blazer Dark Brown Wool Dress Pants

Pair a dark brown wool blazer with a red pocket square to be both city casual and practical. If you're not sure how to dress age-appropriately, this getup comes in handy.

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Clear Sunglasses Grey Vertical Striped Dress Shirt Burgundy Pocket Square Violet Polka Dot Tie Light Blue Blazer Grey Dress Pants Black Leather Tassel Loafers

A light blue blazer and a red pocket square are a street style combo that every modern gentleman should have in his menswear collection. Feeling experimental? Shake things up with black leather tassel loafers. This combination shows that figuring out how to dress stylishly at 50 and beyond is totally doable.

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Clear Sunglasses Blue Chambray Dress Shirt Burgundy Print Pocket Square Navy Tie Grey Plaid Blazer Khaki Dress Pants Grey Canvas Briefcase Dark Brown Suede Tassel Loafers

Go for a grey plaid blazer and a red pocket square if you want to look cool and relaxed without trying too hard. If you need to instantly up the ante of this ensemble with one single piece, why not introduce dark brown suede tassel loafers to the equation? This combination illustrates how to stay fashionable as you step into your 50s.