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5 Flattering Ways To Style A Cuban Collar Shirt Like A Dapper Dude


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What Dian Von Furstenberg’s iconic wrap dress is to women, is a Cuban collar shirt to men. 

What we are establishing is it’s flattering to most body types, comes in the quirkiest of prints, and much like the DVF dress when Cuban collar shirts made a comeback, it found its loyal takers.

Whether you wear this retro button-down to a tropical vacation with a pair of shorts, or under your earthy toned suit to a summer wedding memo, a Cuban collar shirt never disappoints. 

Here’s your guide to picking the right Cuban collar shirt for different settings and 5 sure-fire ways to style it.

1. With Shorts For A Nautical Feel

Embrace the sunny days and pair your Cuban collar shirt with shorts. Pick a piece with broad stripes to keep up with a nautical vibe. Continue the holiday dressing theme with sandals or flats to cool-off in style. 

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2. With Relaxed Suits For Summer Weddings 

Give a fresh spin to your traditional wedding suits by adding a layer of cuban collar shirt. Pick a suit in earthy or beige tone and style it with a pastel Cuban collar shirt underneath.

Throw on a pair of mules and keep the suit jacket unbuttoned to vibe with a relaxed summer setting.

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3. With Jeans For A Casual Summer Look

A white T-shirt, a pair of regular fit denims and a cool pair of sneakers is what makes for a perfect everyday summer look. 

Swap your white T-shirt with this white Cuban collar shirt with postman pockets to elevate your summer style. 

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4. With T-shirt For A More Dressy Look 

Take a cue from the vintage lookbook by styling the Cuban collar shirt with a T-shirt, a style once popular in the ’50s. Something light and earthy looks best with bright colors. 

Add a pop of colour to your summer wardrobe with this red Cuban collar shirt with palm print. To make the look more dressy, style it with a white T-shirt inside and finish the look with white chinos and espadrilles.

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5. With Trousers For A Smart-Casual Dress Code 

When we say smart-casual, we think more well-fitted, sharp pieces that are less casual but borderline formal — exactly like what Saif is wearing. 

Pick a well-fitted Cuban collar shirt in dark blue, team it with a pair of charcoal gray trousers, and add a pair of black oxford shoes to whip out a perfect smart-casual look. Don’t forget to tuck the shirt into your pants.

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The Bottomline

With a statement collar, short sleeves and a flattering fit, Cuban collar shirts are a great way to amp up your summer look. Build your look around the ones in bold prints or stick to a solid color, depending on your mood.

Experiment with accessories like a pendant or chain since a Cuban collar is designed to have a plunging neckline. Finish up with a slick pair of chinos or shorts and sunglasses to rock a quintessential Cuban collar look. 

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