Tobacco Pocket Square Dressy Winter Outfits In Their 30s

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Grey Herringbone Flat Cap Dark Brown Sunglasses White Turtleneck Dark Brown Print Pocket Square Tobacco Leather Watch Grey Plaid Overcoat Grey Three Piece Suit Brown Leather Gloves Dark Brown Socks Brown Leather Double Monks

A perfectly pulled together casual pairing of a grey plaid overcoat and a tobacco pocket square will set you apart in an instant. Not sure how to finish this look? Round off with a pair of brown leather double monks to class it up. While dressing for the winter season can be a bit of a conundrum, combos like this one make you feel inspired. If you're wondering how you should dress as a 30-something Millennial gentleman, this pairing is a good source of inspiration.

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White Dress Shirt Navy Tie Dark Brown Pocket Square Dark Brown Plaid Wool Waistcoat Black Leather Zip Pouch Grey Wool Blazer Navy Pea Coat Navy Dress Pants Dark Brown Suede Tassel Loafers

A navy pea coat and a tobacco pocket square are a great ensemble to have in your current casual collection. Here's how to bring a touch of elegance to this ensemble: dark brown suede tassel loafers. If you're looking to keep warm this winter season and look stylish while doing so, this ensemble is for you. A look like this will help any 30-something gent outshine his peers.

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Charcoal Flat Cap Light Blue Dress Shirt Brown Print Tie Brown Pocket Square Dark Brown Cardigan Silver Watch Charcoal Plaid Wool Blazer Charcoal Overcoat White Dress Pants Dark Brown Socks Brown Suede Tassel Loafers

If you feel more confident wearing something functional, you'll like this casual street style combo of a charcoal overcoat and a tobacco pocket square. Feeling inventive? Spice things up by sporting a pair of brown suede tassel loafers. We highly recommend this one if you're looking for an ultra-warm look that's as stylish as it is comfortable. No doubt, a foolproof choice if we're talking style for gentlemen in their thirties.

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Light Blue Dress Shirt Brown Wool Tie Brown Pocket Square Brown Gingham Waistcoat Navy Wool Blazer Tobacco Overcoat Olive Dress Pants Brown Leather Chelsea Boots

For a casually stylish look, opt for a tobacco overcoat and a tobacco pocket square — these two items fit perfectly well together. If you need to immediately up this getup with one piece, why not complement this getup with a pair of brown leather chelsea boots? You can be certain that this getup won't let you down when it's below-freezing. This combo is your answer to the question of how to dress your age as you mature into your 30s.