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Out and about | New York City, NY | September 11, 2023

Jacquie Aiche ‘Large Pave Teardrop Cap’ – $24,400.00
Jacquie Aiche ‘Marquise Center Flying Thunderbird Drop Stud’ – $4,550.00
Foundrae ‘Sister Hook Choker’ – $6,365.00
Foundrae ‘Diamond Center Heart Medallion’ – $1,095.00
Alaïa ‘Fluid Mini Dress’ – $2,914.00
Mansur Gavriel ‘Cloud Clutch’ – $745.00
Jacquie Aiche ‘Evil Eye Bracelet’ – $5,250.00
Prada ‘Suede Block Heel Sandal’ – no longer available

Taylor was spotted out with friends including Gigi Hadid, Cara Delevingne, Blake Lively + Reynolds, and Zoe Kravitz + Channing Tatum.

Pale blue is a reliably lovely colour on Taylor (and really brings out her eyes). Plus, she’s used it to very fun effect as seen on the last night of the Los Angeles string of Eras Tour dates to support the announcement of 1989 (Taylor’s Version). Which is a very interesting thing to bring up as in this case on the shoe front, she went tonal in a matching pale blue pair of heels that veer more ‘sweet’ than ‘city strut’ like the stilettos we’ve seen her rock in the past – such as the 6” towering heels we would have seen her wear in the original 1989 era back in 2014.

A very fun juxtaposition to think about in terms of a visual comparison.

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Out and about | New York City, NY | September 8, 2023

Foundrae ‘Sister Hook Choker’ – $6,365.00
Foundrae ‘Forever & Always A Pair Oval Pendant’ – $1,450.00
Sandy Liang ‘Paris Skort’ – $625.00
Louis Vuitton ‘Camera Box Bag’ – $3,450.00
Gucci ‘Half Horsebit Almond Toe Boots’ – $905.42

One thing I love about this outfit is the tension of shapes and textures. The soft, angular swoop of her asymmetric top, knife pleats of her skort, and the sharp boxy lines of her LV camera bag all create certain, strong lines. These all work in direct contrast to the mussed, textured curls we see here that prevent it all from being too put together and polished.

I’m not one to look a gift skort in the mouth, so I won’t be reading into the “Paris” Easter Egg of it all. Especially one as chic as this. Any outfit defined by some sharp pleats and black is perfect in my books.

Let us instead admire how the confidence of an inner pair of shorts has given us all the gift of Taylor’s killer legs thanks to short hemlines.

If I had to, and could, copy and paste an outfit in its entirety on my body from recent Taylor history – it would be this one. At my core, I’m a girl who loves neutrals and polish served with a side of edge. And you all know I’m a proponent of the sandwich style (that is, to match two elements of an outfit between a contrasting colour).

Just add a blazer and we’re golden.

Get the look: Emory Park skort, $56.00 and Gap boots, $134.00

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Out and about | September 5, 2023

Yuzefi ‘Fortune Cookie Bag’ – $593.00

There are a few things that are mainstays of Taylor’s fashion that makes her sense of style not only unique to her, but noteworthy for a celebrity of her stature.

Her penchant for repeating/rewearing items (often over the span of many years), her love of an accessible brand (think Urban Outfitters, Free People), and her intentionality in opting for lesser known or indie brands. We see that third point on display here in opting for a bag by Yuzefi — a London-based brand by Iranian-born Naza Yousefi who started her namesake-inspired accessories line in only 2016.

There’s also a part of me that wonders if the positive manifestation and future-forward thinking of the style name appealed to her.

Worn with: Ralph Lauren hat, Gabriela Hearst top, Vince pants, and The Row boots

Photo by Robert Kamau via Getty Images

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Out to dinner at Zero Bond | New York City, NY | August 17, 2023

Jennifer Zeuner ‘Tasha’ Earrings’ – $154.00
Ancosti ‘Patchwork Cap Sleeve Maxi Dress’ – $150.00
Jacquie Aiche ‘Rainbow Aura Quartz Necklace’ – $6,000.00
Louis Vuitton ‘Camera Box Bag’ – $3,450.00
The Row ‘Robin Booties’ – $1,680.00

There’s something quite Renaissance meets Disney princess in an autumnal wood meets modern trend look to this outfit. Which is to say that its mix of aesthetics to create something uniquely, delightfully ‘off’ but wonderful is what makes it a quintessential Taylor look.

In particular, the combination of a smaller indie brand like Ancosti, with a designer bag, and a trend-forward piece like a chunky sole boot is the embodiment of Taylor’s personal approach to fashion – a blend that is her own.

Speaking of the designer bag, Taylor is not a stranger to an LV monogram print bag. But this particular one – from the Fall 2023 runway – is her smallest so far. Her first was a larger tote from a limited collaboration with Christian Louboutin back in 2015. The second was a boxier ‘Cruiser’ she wore during some whirlwind summer travel in 2016. Here, she downsizes to a cute pocket-sized bag with the added refreshing factor of the contrast Reverse Monogram colourway that I think ties in neatly to the autumnal palette going on. And yes, I’m a proponent of mixing black and brown.

In the case of the black in this outfit – in a past life, Taylor may have worn this dress with flat, knee high boots. Or sky high nude pumps. Or two tone brogues (maybe a cream and cognac brown combo?). But here we see a nod to todays trends with a heavy, black, chunky sole stomp-worthy boot. Proof of the power of styling and accessorizing to truly change a look completely.

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Heading to a recording studio | Los Angeles, CA | August 2, 2023

Gerard Darel ‘Mini Raffia Crossbody Bag’ – $275.00
Rag & Bone ‘White Retro Runner 2.0 Low Top Sneakers’ – $275.00 $124.00

I was personally wondering when (not if) we would see Taylor en route to a studio in L.A. now that she’s relocated to the west coast for this final run of U.S. Eras Tour shows.

She looked very Laidback Athleisure Barbie with her combination of soft pink bodysuit, relaxed cut offs, and crisp textured white sneakers.

The choice to opt for a textured, raffia bag here instead of something more obviously prim or prissy to coincide with the pink feels like a way of bringing the ‘fit back down to earth and preventing it from feeling too overtly Stereotypical Barbie.

Seeing her carry something from this particular brand actually brought me back so many feels as she primarily carried bags (and a few very cute beanies) from Gerard Darel back in 2010. What a throwback!

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Out and about | New York City, NY | June 29, 2023

Ralph Lauren ‘Top Handle Bag’ – $1,800.00 (similar)

RL is one of those long-standing brands Taylor has loved and worn a lot over the years – including their apparel. She’s owned and loved tons of their cable knit sweaters and worn enviable wool coats or items with their signature Americana equestrian touches over the years. But it’s their bags that she’s turned to most often – I know I have fond memories of the brown leather saddle bags she so favoured in 2011-2012.

Here, Taylor appears to carry a similar cross body version of a bag retailing as part of the brand’s current RL Collection Summer 2023 line. You’ll note that her version doesn’t have a top handle detail and also has some lovely gold hardware shoulder strap attachments rather than the more subtle under-flap construction of the one currently retailing.

Worn with: Stella McCartney sunglasses, Free People top, Catbird NYC necklace, and Reformation loafers

Photo by Getty

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Out and about | New York City, NY | June 26, 2023

Patou ‘Le Petit Patou Bag’ – $795.00

I take joy, in equal measure, seeing Taylor rely on tried and true brand favourites as much as I do when she branches out to wear (or carry) new-to-her brands like this one by #Patou.

In terms of colour, I actually like the midtone balance this stone grey bag casts on the rest of her ‘fit (which is already receiving sandwich style coordination from her black baseball cap and black oxfords). Introducing a neutral to bridge the gap between her crisp white button down and other black accessories feels like a good balancing point.

Worn with: Catbird NYC necklace, The Row shirt, Free People skort, Malone Souliers oxfords

Get the look: Monk & Anna, $91.99

Photo by Gotham ℅ Getty