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Attending Jack Antonoff’s wedding rehearsal | Beach Haven, NJ | August 18, 2023

Hill House Home ‘The Scallop Lace June Nap Top’ – $125.00
Hill House Home ‘The Scallop Lace Delphine Nap Skirt’ – $175.00

If Taylor is in this area attending the event she’s rumoured to be (a very close friend’s wedding) then this is incredibly chic wedding guest attire. She looks just lovely and also doesn’t it feel wildly long overdue to see her in something from the cult fave ‘Nap’ collection from Hill House?

Worn with: Aupen bag and Stuart Weitzman sandals

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Out and about | New York City, NY | June 27, 2023

Free People ‘Emmy Skort’ – $88.00

When you have a piece that has fun details like this asymmetric denim skort (the asymmetry, the waist tie, the fact that it’s a skort lol) I think simpler more streamlined pieces would have let it shine. Now would have been a great time for a cropped piece and some sneakers or minimal sandals.

Worn with: Dôen topLarkspur & Hawk earrings + Catbird NYC necklace, and GH Bass loafers

Get the look: ASOS, $37.00

Photo by Gotham ℅ Getty

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

Free People ‘Heartbreaker Skort’ – $78.00

Taylor isn’t a stranger to pairing short skirt hemlines with laceup oxfords (and cute socks). She’s been employing combos like this to schoolgirl-esque effect for years (most especially 2010-2011).

But this feels like a more up-to-date take on that pairing here in 2023.

The shirt is slouchier and oversized and notably not tucked in (that effect would have been a bit more prim, imo). The shoes are chunkier, as per current trends. The accessory that throws me most is actually the baseball cap where I would more expect to see Taylor in the similar (but different) fisherman or newsboy cap silhouette.

Overall, I love the cooler-toned blend of colours here, grounded by darker accessories and a very Taylor twist on trends.

Taylor also happened to wear this skirt in black last month – naturally continuing to be a high/low queen.

Worn with: Catbird NYC necklace, The Row shirt, Patou bag, Malone Souliers oxfords

Photo by Gotham ℅ Getty

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“Karma” music video | May 26, 2023

Paco Rabanne custom (pictured similar)

The ‘Lightbulb’ and ‘Hourglass’ scenes gave me the most to think about in the music video as it relates to Taylor’s relationship with fame and the longevity of her career. What I love most about this video is the striking and intentional visuals. They’re simple, but grab you.

This Paco Rabanne two piece appears custom, but a similar version of it walked the Fall 2023 runway. The makeup, hair, and excess of gold actually remind me of a 2011 CoverGirl ad she once was in – anyone else remember that one? I do love the sleeved runway version but going sleeveless was totally the right call functionally for the demands of the scene.

There’s a contrast here in portraying herself as a light source (very “Dear Reader” of her) and speaking to her innate ability to continue shining amidst darkness and struggles – while also portraying herself burning out from the efforts to shine as brightly as she can, as long as she can.

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Out and about | New York City, NY | May 24, 2023

Ralph Lauren ‘Eyelet Linen Bustier’ – $248.00
Ralph Lauren ‘Eyelet Linen Midi Skirt’ – $498.00

Looking like a breezy breath of fresh air in eyelet linen. The matching set for Taylor has become synonymous with the 1989 era as that’s the time period when she really leaned in to the power and convenience of a co-ordinating crop top and skirt. The noticeable shifts here to present day include a longer length of skirt (her past self would have opted for a flippy skater-style mini) and minimalist flats (a teetering pair of 6” heels would have been her previous M.O. accessory).

I also love the choice of the sleek pony which contributes to the overall feeling of ‘freshness’.

Worn with: Mansur Gavriel bag and Aeyde sandals

Get the look: Rahi top ($60) + skirt ($57)

Photo by Gotham ℅ Getty

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Out and about | New York City, NY | April 20, 2023

Stella McCartney ‘Rectangular Sunglasses’ – $310.00
Stella McCartney ‘Frayme Medium S-Wave Flap Shoulder Bag’ – $1,530.00
Simkhai ‘Pandora Embellished Skirt’ – $390.00
Chanel ‘Back to College Loafer’ – $1,350.00

This skirt, when paired with a very closely matched top (getting shades of black to match is so hard), gives the appearance of a dress when it is actually sneaky separates.

Taylor has rocked many all black ensembles over the years and it’s always been the chicest complement to her red lip.

The repeated motif of chains here could certainly have a more symbolic read, but I like it purely as a styling detail that keeps the outfit cohesive but distinct.

Taylor has long been a lover of a loafer and worn many over the years. Leather, suede, heeled. The choice to wear Chanel, on the other hand, is more unfamiliar territory. She’s worn the French house often enough when styled for photoshoots, but rarely in her street style. I can actually only think of two Chanel footwear instances in all my years documenting her fashion. A pair of black leather oxfords (worn multiple times in 2012 – it has its own dedicated tag here) and one pair of cap toe bow heel pumps (December 2014).

Get the look: Sunglasses, $14.89 / Skirt, $62.13 / Loafers, $64.43

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The Eras Tour | 1989 section | Version 2

Roberto Cavalli custom
Christian Louboutin custom

If you follow the TSSQ blog then you know I have an ongoing tag dedicated to me live reacting to Taylor in green. Needless to say that tag was popping off yesterday when Taylor swapped out her original pink co-ord set for the 1989 section of her setlist for this gree(eeeeeeeeeeee)n one. And matching booties, natch.

I don’t think I need to elaborate further that this set is my clear favourite between the two.

Doesn’t she just look like the happiest string bean in green?

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The Eras Tour | 1989 section

Roberto Cavalli custom
Christian Louboutin custom

Another moment where a throwback to previous style was going to be an easy win. There’s nothing like a matching crop top and skirt with sparkle booties to evoke the 1989 Tour. Fausto Puglisi did an incredible job with the unique diamond-shaped Swarovski work here.