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Rolling Stone

Taylor Swift’s Style Is a Masterclass in Comfort Chic — Here’s How She Pulls It Off

Kyle Lamar Rice
3 min read

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Taylor Swift might not have made her way onto our most stylish musicians list, but that’s because she doesn’t need to. With millions of adoring fans listening to her albums, her focus has always been music. However, more recently, Swift has been nailing it, stirring a viral conversation about her style. It’s times like this when we take off the headphones to dig into the trends. Chances are there’s something here worth noting.

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When Swift stepped out of Manhattan’s Electric Lady Music studio, no doubt re-recording her 1989 album, fans were shocked to see a paired down yet edgier side of Swift they rarely get. Rather than opting for the bright pink fabrics, glitter, and rhinestones she’s been rocking all summer on tour, she went for a dark look wrapped in comfort. It’s arguably one of the best looks Swift has ever worn. The boots, pigtails, and Polo cap signal her off-duty status, but the oversized trousers, and tight-fitting ribbed tank scream effortlessly fashionable.

What makes this look, and others, so good is its particular level of comfort. When opting for a heel, try wearing something low to the ground and chunky, which will get you through the night much longer than stilettos ever could. Or when donning a top, look for something that’s flowy or retains a bit of stretch to remove any feelings of restriction.

Comfort is our biggest takeaway when analyzing Swift’s style; however, even better is how accessible her looks genuinely are. If you’re a Swift fan, or just like her style, we’ve done some digging to deliver precisely what you need to pull off the best Taylor Swift-inspired comfort-chic looks.

Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments
Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments

Boho-Chic Revival

crochet top on Asos $54.99

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If you were born before Y2K, then you surely remember this trend. The crochet crop top was all the rage for festival-goers and boho-chic trendsetters. However, it might be time for a revival. When shopping this trend, look for cropped silhouettes and belled sleeves, much like this top from ASOS.


Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments
Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments

Rock n’ Roll Flower Power

Leather Skirt on Nordstrom $69

Boots on Nordstrom $200

Floral Top on Nordstrom $68

Bag on Nordstrom $59.99

Rock n’ Roll is dear to our hearts, so when we saw Swift step out in this ensemble, we pounced on the inspiration. A leather skirt and moto bootie are a great base when putting together your look, but don’t be afraid to punch it up a bit with some floral details on the top and a pop of color on the bag.


Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments
Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments

Date Night Classic

Heels on Nordstrom $53.40+

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Jacket on Banana Republic $96

Corset Top on Nordstrom $51.20

Trousers on Madewell $118

It’s a sharp yet pared-down style that would look flattering on anyone. A modest black strap heel and plaid jacket are sure to be staples in most closets, paired with a corset top to kick it up a notch. This also isn’t the first time we’ve seen a style of navy trousers out in public from Swift, which underscores how universal this staple really is.


Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments
Taylor Swift's Style: The Singer's Best Fall Looks And Fashion Moments

The Off-Duty Look

Trousers on Madewell $118

Tank on Abercrombie $21.25

Baseball Cap on J.Crew $24.50

Boots on Nordstrom $200

It’s been a minute since we’ve seen Swift dressed this casual. Or perhaps this is a first? Either way, it’s a look that garnered a lot of attention, as she stepped out of her recording studio mid-tour in this paired-down look. Better yet, it’s a look that’s incredibly easy to pull off with a few substitutions. The navy trousers are loose and baggy, which pair nicely with a contrasting skin-tight Abercrombie & Fitch tank. To keep the look even more down to earth, throw on a cap and boots for something effortless on the go.


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