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Out and about | New York City, NY | September 21, 2023

Logan Hollowell ‘Queen Cuban Choker w/ Pavé Diamond Trillion Toggle’ – $7,995.00

As we know, Taylor has been playing around with a few different necklace stack options as of late and really piling on the jewelry – even in her street style looks. This choker is another one defined primarily by a beautifully-designed clasp meant to be worn to the front.

The brand here describes its affinity for the usage of a triangle as a unique geometric shape they take a lot of meaning and versatility from. They note: “The triangle represents body mind and spirit … [and] abstract themes of past present and future, as well as creation, preservation and destruction.”

Worn with: Brandon Blackwood bag, The Row belt, Alaïa bodysuit, The Row pants, and Aquazzura sandals

Photo by Getty

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Out and about | New York City, NY | September 18, 2023

Vince ‘Houndstooth Wool Blend Coat’ – $845.00
Cartier ‘Agrafe Herringbone Twisted Necklace’ – $27,250.00
Versace ‘Greca Goddess Medium Leather Top-Handle Bag’ – $2,650.00
Christian Louboutin ‘Pumppie Botta Leather Knee-High Boots’ – $1,795.00

Watching people excel in their given field is always a pleasure and a joy to watch. It’s how I feel seeing Taylor dancing with abandon at awards shows or singing to sold out stadiums of 70,000 people. But it’s also how I feel when I see her step out in fall attire in NYC. What a thrill! She’s always had a special knack for layers and colour palettes, but Taylor really does kill fall dressing. So much so that this latest string of outfits has been a consistent, “Yes I will copy + paste that onto my body” response from me. I’m just a sucker for a good piece of outerwear and an outfit dominated by black.

Speaking of black, two notes on her black accessories here.

Choice of brand is always something that comes to my mind, even when we see Taylor out and about in her daily life. Seeing her wear Versace immediately brings to my mind not only the recent memories of her outing at the MTV VMAs just last week (in classic black and gold Versace) but also me of Versace’s top tier placement in the Eras Tour setlist as part of her opening set. It’s subtle, of course, but I can see how even that simple evocation over into her street style would be a great way to keep top of mind her huge award show sweep and that she’ll be back on her record-breaking global stadium tour in less than two months. The bag itself has such a dreamy shape – love the curves.

The boots, on the other hand, immediately had me do a double take because they are incredibly similar to the ‘Babel’ Louboutins she would wear so often in her early years. Given Taylor’s propensity lately for going back into her clothing archives, that really would have given me a shock. But no, this pair differs by a slightly different heel and a side zip.

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Out to dinner w/ Blake Lively | New York City, NY | September 16, 2023

Tod’s ‘Leather Crossbody Mini Bag’ – $1,825.00
Foundrae ‘Petite Chubby Ear Hoop’ – $1,570.00
& Other Stories ‘Leather Knee Boots’ – £145.00 (no longer available)

Taylor continues her social streak in NYC, heading out to dinner with Blake Lively at a members only club wearing a neutrals-dominated outfit (my favourite kind). A few people asked me how I felt about the combination of a cropped black cardigan, slate grey mini skirt, and burgundy boots. To which I say: Yes. This is definitely an outfit I’d personally wear.

But what’s so fun about it is that the idea of a pleated skirt and boot combination is not new to Taylor’s style. She’s been wearing some iteration of this pairing ever since she was a teen. What’s fun to watch is how she makes slight styling adjustments to make it more current and also more ‘her’ of today. It’s that blend of familiarity but modernity that I feel is so relatable to Taylor’s style and what makes her feel so approachable and real, but also recognizable for those who have been observing her ‘fits change from era to era. She’s always there underneath at all!

That aside, these particular boots actually have a story within Taylor’s fashion history. They first debuted in November 2014 and haven’t been seen since winter 2015. With 1989 (TV) around the corner, this obviously has my brows raised. If intentional, what a throwback.

The Tod’s bag is one she also wore earlier this year with a vintage NYU sweater.

On the jewelry front, this particular style from Foundrae (a brand she’s been loving as of late in her pursuit of the perfect stack) does come in a cute initial version which would be very up Taylor’s alley (she loves initial jewelry). However, given that she owns and has worn the matching necklace of the pictured style, this is the one I’m going with for now.

To see all the times Taylor has worn these boots, click here.

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MTV Video Music Awards after party | September 12, 2023

Alessandra Camilla Milano ‘Blue Rain Diamond Cuffs Drop’ – $2,490.00
Mindi Mond ‘Bullet Shaped Hexagon Platinum Diamond Ring’ – $10,500.00
Natasha Schweitzer ‘Double Band Pear Diamond Ring’ – $3,367.00
Nicole Rose ‘Diamond Cross Over Ring’ – $1,150.00

Worn with: Vintage necklaceEB Denim dress, Aquazzura bag, and Aquazzura sandals

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MTV Video Music Awards | September 12, 2023

Anita Ko ‘Stacked Diamond Ear Cuff’ – $5,297.00
Maria Tash ‘Floating Diamond Tassel Hoop’ – $25,300.00
Van Cleef & Arpels ‘Onyx and Diamond Ring’ – $12,000.00
David Webb ‘Diamond Ring’ – quote available upon request to designer
Ita Jewelry ‘Eterno Pavé Ring’ – $1,480.00
Joseph Saidian & Sons vintage diamond necklace’ – $65,000.00
Anita Ko ‘Triangle Eternity Choker’ – $43,574.00

Over the last few candid appearances, we’ve seen Taylor experimenting more with the fine art of a necklace stack and I can’t help but playfully wonder if it was in part a lead up (or inspired by) the layered styling for her MTV VMAs appearance.

The ‘more is more’ approach to accessorizing here is fun to observe, as Taylor doesn’t typically pile it on this excessively for red carpets. But it does up the ‘messy glam’ factor of her gown and mussed, spilling out updo.

Worn with: Versace gown, Foundrae + Jacquie Aiche + vintage bracelets, and Jimmy Choo sandals

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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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Attending Jack Antonoff’s wedding | Beach Haven, NJ | August 19, 2023

Larkspur & Hawk ‘Olivia Button Earrings’ – $1,200.00
Cartier ‘Agrafe Herringbone Twisted Necklace’ – $27,250.00
Erdem ‘Melora Ruffled Lace Corset Dress’ – $3,935.00 $1,967.00
Jacquie Aiche ‘Rose Cut Round + Marquise Finger Bracelet’ – $7,600.00
Gucci ‘Crystal Kid Scamosciato Mallory Slingback Sandals’ – sold out

What one can guess is the ceremony day, Taylor opted for a beautiful pale blue dress by Erdem. This feels like a vamped up daytime continuation of the lace two piece from the night prior. Adding a bit more length and replacing a scalloped hemline with a similarly textured ruffle detail is an A+ lesson in styling for the slideshow and building recognizable, repetitive motifs. Note to wedding guests if you need to plan multiple lewks over the course of a wedding weekend. This particular dress also maintains some sultry energy thanks to the moulded bustier-like cups and fitted bodice.

On the accessory front, to know me is to know I’m a fan of strappy, minimalist sandals. These ‘Scamosciato Mallory’ slingbacks are that while also being fun thanks to the crystal embellishments. Extra applause for going tonal with her accessories for a cohesive look.