Chelsea Boots with Dress Shirt Outfits For Men In Their 30s

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Charcoal Dress Shirt Black Tie Burgundy V-neck Sweater Black Leather Watch Black Canvas Messenger Bag Black Chinos Black Leather Chelsea Boots

Combining a dress shirt with black chinos is a savvy idea for a casually smart menswear style. And if you want to effortlessly up the style ante of your outfit with one single piece, why not complete your outfit with a pair of chelsea boots? If you're worried about dressing maturely, this outfit is a life saver.

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Light Blue Dress Shirt Charcoal Tie White Pocket Square Black Corduroy Jeans Black Corduroy Blazer Dark Brown Print Leather Holdall Black Leather Chelsea Boots

This menswear style with a dress shirt and black corduroy jeans isn't so hard to create and is open to more creative experimentation. Ramp up the dressiness of your ensemble a bit by finishing with chelsea boots. This getup illustrates that figuring out how to dress stylishly over 30 is easier than one might think.

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White Dress Shirt Black and White Polka Dot Tie Black and White Polka Dot Pocket Square White and Black Houndstooth Waistcoat Black and White Houndstooth Blazer Black and White Houndstooth Dress Pants Black Leather Chelsea Boots

This combination of a dress shirt and black and white houndstooth dress pants couldn't possibly come across as anything other than devastatingly dapper and polished. Chelsea boots will add a mellow touch to an otherwise mostly classic getup. So if you need style inspiration for dressing in your 30s, this pairing is definitely worth saving for later.

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White and Purple Vertical Striped Dress Shirt Navy Print Tie Dark Brown Wool Double Breasted Blazer Charcoal Overcoat Navy Jeans Dark Brown Leather Chelsea Boots

A dress shirt and navy jeans married together are a great match. Dress up this look with chelsea boots. Getups like this are what eventually will earn you respect from your peers.

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Grey Flat Cap Brown Plaid Dress Shirt Brown Corduroy Blazer Dark Brown Leather Gloves Light Blue Jeans Brown Leather Chelsea Boots

For a look that's street-style-worthy and effortlessly smart, make a dress shirt and light blue jeans your outfit choice. Not sure how to finish off this outfit? Round off with a pair of chelsea boots to amp it up. This is a combination you, as a gent in his thirties, can always rely on.