Red Pocket Square Dressy Fall Outfits In Their 30s

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Multi colored Plaid Dress Shirt Brown Houndstooth Wool Blazer Navy Leather Watch Charcoal Dress Pants Black Socks Dark Brown Suede Derby Shoes Burgundy Print Pocket Square Navy Sweater Vest

Perfect the cool and casual outfit by opting for a brown houndstooth wool blazer and a red pocket square. A pair of dark brown suede derby shoes instantly ups the fashion factor of this look. This outfit is an obvious idea if you're planning a neat ensemble that transitions easily into fall. So if you're on the lookout for style ideas on how to dress in your 30s, this pairing is definitely worth saving for later.

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White Dress Shirt Navy Horizontal Striped Tie Burgundy Print Pocket Square Burgundy Cardigan Navy Horizontal Striped Canvas Watch Brown Suede Derby Shoes Navy Check Blazer Black Dress Pants

A navy check blazer and a red pocket square matched together are the ideal combo for those who love casual and cool combos. And it's amazing what brown suede derby shoes can do for the outfit. When temps are dropping and fall is setting in, you'll love this look as your go-to for awkward fall weather. The ability to pull off ensembles like this is one of the benefits of heading into your 30s.

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Mint Vertical Striped Dress Shirt Violet Paisley Tie Burgundy Print Pocket Square Burgundy Cardigan Navy Horizontal Striped Canvas Watch Navy Blazer Khaki Dress Pants Navy Socks Burgundy Leather Tassel Loafers

Choosing something as straightforward as this edgy combo of a navy blazer and a red pocket square can potentially set you apart from the crowd. A good pair of burgundy leather tassel loafers is the simplest way to inject a dash of refinement into your look. This one is a viable pick if you're piecing together an amazing transition look. This is a modern and mature pairing for a 30-something guy.

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Navy Turtleneck Burgundy Print Pocket Square Navy Suit Silver Watch Black Leather Belt Burgundy Socks Brown Leather Tassel Loafers

This off-duty combination of a navy suit and a red pocket square couldn't possibly come across as anything other than incredibly stylish. You can get a little creative with shoes and dress up your outfit by finishing with a pair of brown leather tassel loafers. Seeing as it is getting colder with each day, this look appears a good choice for in between seasons. If you're not sure how to dress appropriately for your age while looking stylish, this combination is a vivid example.

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White Dress Shirt Burgundy Silk Pocket Square Charcoal Check Waistcoat Charcoal Check Blazer Charcoal Chinos Brown Socks Dark Brown Leather Oxford Shoes

Try teaming a charcoal check blazer with a red pocket square for a casual outfit with an urban twist. If you need to easily up the style ante of your outfit with a pair of shoes, why not introduce dark brown leather oxford shoes to the equation? This ensemble is an appealing choice if you're looking for a knockout summer-to-fall ensemble. A solid pairing to show your maturity as a 30-something Millennial guy.