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2022 Tribeca Film Festival | New York City, NY | June 11, 2022

Max Mara ‘Pinstriped Divo Waistcoat’ – $645.00
Max Mara ‘Pinstriped Matilde Trousers’ – $925.00

Hosting a talk at the Tribeca Film Festival for her work on the “All Too Well” short film I definitely expected a Business Babe suited moment – but this one is executed wonderfully. The vest sans shirt underneath keeps things sleek and simple and modern with no fuss.

While I would have chosen different shoes, I do appreciate the coordination of her signature red lip to them.

Worn with: Vrai earrings and rings, Ettika bracelets, and Prada pumps

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New York University Commencement | New York City, NY | May 18, 2022

Thanks Lola!

O Jour Fall 2015/16 heels – no longer available

By my best estimate, these heels derive from O Jour’s FW2015/16 collection – which is quite the archival pull. Even the brand itself is a reach back in history for me as she turned to this brand for their kitten heels in particular most often during the RED era and once in 2014.

To that end, while animal print in general is contentious amongst people in fashion I do love an animal print moment and I find the mixed medium of the heel here with the fun tassels to be unique and interesting. I like them with the sassy little LBD we know she’s wearing underneath her commencement robes. Leopard + black = classic combo, imo.

That said, I think given the majority of this event was photographed during the ceremony and worn with her purple grad robe that this was the opportunity for a classic, clean, sharp purple pump. Like a spicy Louboutin ‘So Kate’ in patent purple leather or a purple Casadei ‘Blade’. Or if a block heel was needed for the dirt(?) track portion of her entrance walk I would even take a simple black Jimmy Choo block heel pump or even a gold pump to hit on the tassel of her hat.

Worn with: Djula earrings and Lorraine Schwartz ring

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New York University Commencement | New York City, NY | May 18, 2022

Djula Jewelry ‘Gold and Diamond Bar Necklace’ – €550.00/earring
Lorraine Schwartz ring

Well today was a momentous occasion for so many reasons. The most important being because we got to see that glowing smile in action and boy did it feel incredible to see her again!

I appreciated the modern but minimal bar earrings here, the statement diamond halo ring felt like the colour was trying to pay homage to the purple of her gown.

Worn with: O Jour heels

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TSS Predictions: 2022 Grammys

We’re finally approaching the day of the rescheduled 2022 Grammy ceremony!

While Taylor’s attendance at the ceremony itself is sadly doubtful in my eyes (despite the AOTY nom for evermore), I wanted to honour the day with a predictions post if she indeed deigns to show up.

There are obviously many directions she could go, given the amount of content she released in 2020-2021.

An homage to the material nominated that night with a cottagecore, forested look for evermore?

A scarlet gown to honour the success of RED (TV)?

A fashionable Easter Egg to more clearly hint at which re-recorded album is indeed next?

A mix or none of the above because her fashion historically has not always correlated so obviously with the body of work she’s promoting at the time?

So many questions we probably won’t get the answers to. But that’s part of what makes predictions and guesswork and imagining wildest dreams of things so fun.

Here we go!

  • Monique Lhuillier Fall 2022
    – Consider this picking up where the 2021 Grammys left off. It has the soft, nature-infused whimsy of that folklore-ian lewk but elevates it slightly with a full-length hem and a bow at the neck. I can imagine an elaborate braided updo as a nod to the single plait on the cover of evermore but with dark stained berry lips and relatively bare eyes to add a slightly edgy feeling of romance to the look. I’d finish with satin burgundy pumps and more modern ear crawlers.
  • Christian Siriano Pre-Fall 2022
    – Splitting the difference between RED and 1989 with this spicy red co-ord pant set. I don’t think this lewk needs more than some red lipstick and black diamond or hammered larger statement earring and ring stacks. For hair styling I can see two directions of either polished city slick or a more edgy/tousled laidback feel. Pin-straight glossy shiny hair or alternatively a texturized/mussed wave would accomplish either of these things.
  • Rodarte Spring 2020
    – This feels like a nice nod to her very iconic 2014 Met Gala OdlR appearance but combining even more vintage sentiments that reference the original RED (2012) era. As Taylor has continued to cement herself as an unshakeable giant of the industry, this feels like a timeless way to solidify her icon status. Old Hollywood waves would be great here. [Note: Since this post was originally written in January 2022, Saniyya Sidney has worn this exact Rodarte pick to the Critics Choice Awards]
  • Zuhair Murad Pre-Fall 2022
    – Having offered up a sweet spot between RED and 1989, here’s a middle ground between RED and evermore. The nature-focused embellishments and that belt, while totally optional, give me vague cottagecore vibes which would totally work for the latest iteration of her style. Even her current relatively unfussy pandemic waves feel appropriate here, just with a bit more shape. I’d also love to see a red lip stain, softly mottled – like she’s had a glass of wine. Diamond stud earrings and somewhat glossy brown shadow would be great to add dimension.

For even more Grammy predictions, head to the TSS Patreon where I included 8 additional prediction looks here.

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I’M ENGAGED

I’ve been keeping my left hand in my pocket for awhile, too. 😉

While I don’t chime in with personal anecdotes very often, over the course of running TSS for the last 10 years, this community has seen a lot of significant milestones happen for me.

I graduated from university (and thought fondly back on it a year later).

I got my first job and moved into my first apartment on my own.

I bought a house.

And now … well. I’m getting married!

In December, my partner of 8 years asked me to marry them and I said yes. It’s been a really special time celebrating just us two and with our closest family and friends but the time felt right to let you know about this very happy and joyous next step.

All my love if you’ve been here for any of these major moments in my life!

– Sarah

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Out and about | New York City, NY | February 5, 2022

Doucal’s ‘Leather Derby With Rubber Sole’ – $354.00

Taylor has long been a fan of lace up oxfords, but the trend towards lug/chunky soles is evident here. Tentatively, these appear to be a new-to-Taylor brand: Doucal’s.

Worn with: Mansur Gavriel bag

Get the look: Topshop, $35.80 / Franco Sarto, $49.97

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Out and about | New York City, NY | February 5, 2022

Mansur Gavriel ‘Leather Mini Flap Crossbody Bag’ – $465.00 (sold out)

It was a rare, unexpected, but absolutely delightful sighting to get a street candid of Taylor again. Especially in an outfit I would borrow head to toe.

I, for one, appreciate how the warm tones of this brown leather bag tie into her exposed socks and the warmth of the gold button on her jacket.

I’m also very much digging the deeper tones of her blonde hair. She’s a breath of fresh air to see after so long!

Get the look: DKNY, $148.00

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Benjamin is 22 in cat years. | December 27, 2021

Stella McCartney ‘The Beatles Get Back Tie Dye Hoodie’ – $895.00

A double English moment! Just as Taylor collaborated with British designer Stella McCartney to create an exclusive line of merch for her album Lover, Stella also created a line of Beatles merch in – dare I say – Lover-esque colours. Given Stella’s obvious connection to both Taylor and The Beatles, this is a really sweet moment.

Get the look: Topman, $56.00