White and Red Pocket Square Dressy Cold Weather Outfits In Their 30s

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Silver Sunglasses White Vertical Striped Dress Shirt White Print Pocket Square White Horizontal Striped Tie Grey Herringbone Overcoat Black Vertical Striped Dress Pants Silver Bracelet Dark Brown Leather Tassel Loafers

Choose a grey herringbone overcoat and a white and red pocket square for an easy-to-wear ensemble. Go off the beaten path and spice up your look by rounding off with dark brown leather tassel loafers. If you're wondering how you should dress as a 30-something Millennial gent, this outfit is a good source of inspiration.

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White Dress Shirt Navy Geometric Tie White and Navy Polka Dot Pocket Square Navy Overcoat Navy Suit Black Socks Black Leather Tassel Loafers

This combination of a navy overcoat and a white and red pocket square is very easy to pull together and so comfortable to rock over the course of the day as well! You know how to give a sense of polish to this ensemble: black leather tassel loafers. Sport this pairing to assemble a more mature look as a 30-something Millennial gent.

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Clear Sunglasses White Dress Shirt Tobacco Polka Dot Tie White Pocket Square Charcoal Overcoat Black Leather Briefcase Grey Plaid Wool Suit Black Leather Brogues

Why not dress in a charcoal overcoat and a white and red pocket square? These two pieces are very functional and look nice married together. For something more on the sophisticated end to finish off your outfit, complement your ensemble with black leather brogues. Take cues from combos like this if you're aiming to add more gravitas to your wardrobe.

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Clear Sunglasses White Dress Shirt Brown Polka Dot Tie White Pocket Square Tan Leather Gloves Charcoal Overcoat Grey Plaid Wool Suit Dark Brown Leather Tote Bag Dark Purple Leather Oxford Shoes

This city casual combo of a charcoal overcoat and a white and red pocket square takes on different moods depending on the way you style it. A good pair of dark purple leather oxford shoes is an easy way to breathe an extra touch of style into your look. This ensemble demonstrates that looking stylish as a 30-something is quite manageable.

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Clear Sunglasses Pink Dress Shirt White Pocket Square Navy Tie Charcoal Plaid Blazer Black Overcoat Charcoal Wool Dress Pants Black Socks Dark Brown Suede Loafers

A black overcoat and a white and red pocket square are a nice ensemble to keep in your current collection. Make a bit more effort with shoes and add a pair of dark brown suede loafers to the mix. Wondering what to wear well into your 30s? This outfit is the perfect answer.