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65th Annual Grammy Awards | Los Angeles, CA | February 5, 2023

Giuseppe Zanotti ‘Betty Platform Sandals’ - $523.00

We just barely got a peek at Taylor’s platform Giuseppes last night, which were custom dyed to coordinate with her Roberto Cavalli two piece. That subtle folklore reference!

Worn with: Roberto Cavalli custom ensemble and Lorraine Schwartz earrings + rings

Get the look: Nordstrom, $74.00


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65th Annual Grammy Awards | Los Angeles, CA | February 5, 2023

Lorraine Schwartz rings

While the earrings obviously steal the show, Taylor’s trio of oversized cocktail rings are nothing to sneeze at.

According to Variety, these rings are made from sapphires and diamonds and contributed to the overall jewelry price of nearly $3 million for the evening.

Worn with: Lorraine Schwartz earrings and Roberto Cavalli ensemble


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65th Annual Grammy Awards | Los Angeles, CA | February 5, 2023

Lorraine Schwartz earrings

Those earrings are the obvious statement here - I love the subtle hits of turquoise in there as a bright pop.

According to Variety, these “bold dangle earrings boast over 136 carats of natural purple sapphires, paraibas and diamonds” and are part of a nearly $3 million price line for loaned jewelry for the night.

Worn with: Roberto Cavalli custom ensemble and Lorraine Schwartz rings


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65th Annual Grammy Awards | Los Angeles, CA | February 5, 2023

Roberto Cavalli custom

Rather than look backward and pay homage to RED and its TV in honour of her SOTY nomination for “All Too Well (10 Minute Version)”, Taylor went with a more Midnights-appropriate look at the Grammys.

This midnight navy colour is beautiful on Taylor - a hue she rarely wears. Combined with the starry night embellishments, the looks feels appropriate to the late night theme of Midnights. I think I could envision this as a gown with side cut outs and a slit - or with a completely open back. With the current silhouette, the reference to the co-ordinating sets and crop tops of the 1989 era immediately came to my mind.

I would have loved to have seen the hood (as pictured in the original Fausto Puglisi-designed sketch) but am not mad by its omission to instead commit to a high wattage, statement earring moment. Continuing to prove that styling can really make or break a look.

The slightly mussed, twisted bun was a nice way to counterbalance all the sharp lines of the ensemble. See those strong shoulders, the geometric earrings, the horizontal slice of her torso. An updo was definitely needed with that high neck but it was a great choice to give a little looseness and her makeup was so well-coordinated to the rest of the look.

Worn with: Lorraine Schwartz earrings and rings and Giuseppe Zanotti heels


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TSS PREDICTIONS: 2023 GRAMMYS

I do have a tentative suspicion that Taylor will make an appearance at the 2023 Grammys, which are set for February 5. Taylor is nominated for four awards, but the biggest of them all is her SOTY nomination in the general field. This is one particular category at the Grammys that has eluded Taylor and god it would be so great if she won for “ATW10MV”.

Her other nominations are “IBYTAM” for Best Country Song, “Carolina” for Best Song for Visual Media, and the “ATW10MV” short film for Best Music Video. Given the obvious opportunity to nod to the RED era, I’m making my prediction choices based on paying that time period a modern homage rather than something that more obviously furthers the Midnights aesthetic.

With that in mind …

Alberta Ferretti Pre-Fall 2022

The inspiration for this look comes from the 2014 Grammys performance of “All Too Well” when Taylor wore a Pre-Fall 2013 gown by this same designer. It was such a special moment for Taylor and for us as fans to see this song come to be something greater than itself by being performed on music’s biggest stage. People who were not fans of Taylor’s may not have understood the decision to play one of the album’s deepest cuts, but isn’t it so wild almost a decade later to have a ten minute version of that song nominated for an award in the general field? And much like the bow design on this dress - what a gift winning that particular award for this particular song wearing this particular designer would be. There’s no other option but some big fluffy curls, a black winged liner, and a bold red lip - of course.

Michael Kors Spring 2023

This actually feels like a fun slideshow continuation of her gold 70s jumpsuit by The Blonds at the American Music Awards a few months ago. It ties into the current Midnights motif of sexy glam while obviously still being a very scarlet homage to RED. Super smoked out glam, a glossy red lip, and a slicked back bun would be great here.

Elie Saab Pre-Fall 2023

I could actually convincingly see this on Selena Gomez as well. The neck tie and floral embellishments seem up her girlish alley. But as we know, Taylor can rock the classically feminine styles so well. With the inclusion of the neck tie, I’d actually love to see a fun ponytail happen to go with the playful feel of the gown. Contrasting pink drop studs and a swipe of Dragon Girl (a watermelon red) for nostalgia would go with this so nicely.

Naeem Khan Spring 2023

It doesn’t feel quite like a Taylor predictions list unless I include a metallic. I can personally see Taylor turning this into a cap sleeve moment with big, teased hair and a dark, gunmetal smoky eye. Red lip, for once, optional.

Who do you hope Taylor wears to the Grammys (should she attend)?


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Performing at The 1975 | London, England | January 12, 2023

Gibson ‘J-180 Acoustic Guitar’ - not available (similar)

Taylor has owned and played the acoustic J-180 style from Gibson since approximately 2015. She debuted a black version in 2015 and this matte white version in 2017.

Taylor appears to have a soundhole cover placed here - which helps with sound in the live setting on stage and is covering the first distinctive decorative ring around the soundhole.


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Performing at The 1975 | London, England | January 12, 2023

Christian Louboutin ‘Yazefine Platform Metallic Embellished Sandal’ - $2,495.00

A deceptive pair of Louboutins that are usually so distinctive by its red sole. This pair is from the Fall/Winter 2022 collection and instead of the typical red backing you would see on the platform heel, I like that the motif was relaxed here to emphasize the really intricate, almost fairylike, textured embellishments on the heel.

Worn with: Paco Rabanne dress

Get the look: ASOS, $63.00


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Performing at The 1975 | London, England | January 12, 2023

Paco Rabanne ‘Paillette Chainmail Sparkle Dress’ - $3,950.00

Who would have thought the first performance of the Midnights era would come at a The 1975 concert?

This is a classic Taylor performance outfit. Short, flirty, with a ton of sparkle to catch the stage lights. The chunky paillettes also feel like an in-line nod to the 70s style she’s been sporting lately and is a glammed up disco version of that.

Get the look: Nasty Gal, $115.20


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Directors on Directors | December 12, 2022

Jennifer Zeuner ‘Lou Hoops’ - $98.00

Worn with: The Row sweater, Brunello Cucinelli skirt, and Prada loafers

Get the look: Madewell, $22.00


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Instagram | December 13, 2022

Vintage tee

It appears Taylor’s festive and on-brand Christmas Cats shirt is a vintage print.


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Directors on Directors | December 12, 2022

The Row ‘Sibem Wool and Cashmere Jumper’ - $795.00

Worn with: Jennifer Zeuner earrings, Brunello Cucinelli skirt, and Prada loafers

Get the look: Nordstrom, $59.00


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Directors on Directors | December 12, 2022

Prada ‘Triangle Logo Loafer’ - $1,150.00

These shoes bring out the warmer tones in the check of her skirt while also being a very cute, subtle reference to RED don’t you think?

Worn with: The Row sweater, Jennifer Zeuner earrings, and Brunello Cucinelli skirt


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Directors on Directors | December 12, 2022

Brunello Cucinelli ‘Linen and Silk Tweed Miniskirt’ - $1,595.00

I love this very cozy combination of oversized sweater and check skirt - but it strikes an interesting juxtaposition for the interview given Martin McDonagh’s sharper suit. It’s a very Taylor outfit (check the burgundy loafers in the full body shot) that plays with layering, interesting colour combinations, and schoolgirl accents (which checks the boxes for a lot of her street style moments) - but a chic trouser set would not have been unwelcomed by me for this particular occasion.

As an aside, whether intentional or not, the smart navy colour story between the two of them interplays nicely on screen as they go back and forth talking about their craft (Aside on the aside: I could listen to Taylor talk about her creative passions for hours!).

Worn with: The Row sweater, Jennifer Zeuner earrings, and Prada loafers

Get the look: Max Studio, $29.99


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“All Too Well” the short film behind-the-scenes | December 8, 2022

Reformation ‘Cynthia Button Fly Corduroy Pants’ - $148.00 $88.80


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“All Too Well” the short film behind-the-scenes | December 8, 2022

Free People ‘Margate Pleated Trouser’ - $91.00 (sold out)

Worn with: Z Supply top


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