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Attending SNL after party | New York City, NY | October 14, 2023

Versace ‘Medusa Detail Corset’ – $1,750.00

Taylor’s second corset/bustier moment in the last week. I personally love the combination of something more inherently sensual and feminine combined with menswear and tailoring. To me it exudes a level of comfort and confidence and ease that’s powerful and admirable.

The gold strap detailing also is a great tie in to her latest approach to more is more with gold jewelry – tones of that also layered her throughout the outfit to create a consistent level of shine throughout.

The iconic Medusa motif is one signature to Versace, present as one of the house’s most key design pieces. It’s inclusion here is a double whammy reference to the Eras Tour, where Versace opens her concert looks, and also continues to underline a story of feminine reclamation, strength, and power.

And, well, the snake backstory of it all is a bit on the nose isn’t it.

Worn with: Maria Tash earrings, Gant coat, Mazin Jewels necklace, Aupen bag, and Greymer sandals

Get the look: Urban Outfitters, $44.99

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Attending SNL after party | New York City, NY | October 14, 2023

Aupen ‘Nirvana Bag’ – $340.00

Taylor previously carried this braided bag at Jack Antonoff’s wedding. It does a great job of marrying the black and gold elements present through the rest of the ‘fit while also balancing the straighter lines of the bustier and slacks with the organic texture of its handle.

Worn with: Maria Tash earrings, Gant coat, Mazin Jewels necklace, Versace corset, and Greymer sandals

Also worn: Jack Antonoff’s wedding

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Attending SNL after party | New York City, NY | October 14, 2023

Gant ‘Houndstooth Wool Trench’ – $825.00

How does one dress for a hard launch? For an outing that all parties involved would know would garner headlines, it’s a lot to ask of an outfit.

Stepping out in NYC to make a surprise appearance on SNL in support of Ice Spice, Taylor attended the show’s after parties with Travis Kelce.

Her outfit of choice falls in line as of late with her tendency for luxe neutrals and suiting. This particular choice of outerwear is her third time in recent weeks to opt for Gant – the most recent being her MetLife outfit at the Chiefs v Jets game courtesy of a leather shirt jacket.

Gant is a brand steeped in the American collegiate prep fashion and, since the 70s and changing trends post-war, has had quality clothes informed by athletics and comfort at its core. According to the brand, “As sports activities influenced many creative tailoring features, the demand for a comfortable look continued to spread. GANT shirts helped define the casual-yet-smart look”. What better brand to turn to that nods to both Americana and athleisure to kick off the official public start to a relationship with an NFL player.

The added level of intrigue is Taylor’s choice of outerwear here is from the brand’s menswear line. Pairing it with ultra feminine pieces (a bustier, heels) and wearing it casually one shoulder feels simultaneously powerful yet effortless.

The jacket around her shoulders? Hers.
And in case you forgot, she is The Man.

What a message.

Worn with: Maria Tash earrings, Mazin Jewels necklace, Versace corset, Aupen bag, and Greymer sandals

Get the look: Steve Madden, $176.47

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At Arrowhead Stadium | Kansas City, MO | October 12, 2023

Prada ‘Black Lace Up 110 Military Boots’ – $1,205.00

Despite not having HQ images of Taylor’s full ensemble (which I’d love!), I still feel reasonably confident on these boots which I suspect are an older pair by Prada that Taylor previously wore in September 2019 while on stage during her City of Lover concert.

Worn with: WEAR by Erin Andrews jacket and Balenciaga corset

Also worn: City of Lover concert

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At Arrowhead Stadium | Kansas City, MO | October 12, 2023

WEAR by Erin Andrews ‘Kansas City Chiefs Windbreaker’ – $112.99

It wasn’t really a matter of ‘if’ but ‘when’ Taylor would opt for a piece of football attire by Erin Andrews. Known most for being a prominent NFL sideline reporter, Erin launched her ‘WEAR’ womenswear apparel line in 2019 to give a variety of wearable options for women. Born out of necessity and what Erin perceived as a major gap in the market. “There was … not a lot of options for female fans,” she told Insider of her launch.

A natural choice for Taylor to wear as she opts for home team sportsball merch.

Worn with: Balenciaga corset and Prada boots

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Eras Tour Film premiere | Los Angeles, CA | October 11, 2023

Giuseppe Zanotti ‘Intriigo Strap Sandals’ – $950.00

As a lover of a minimalist ankle strap sandal, my eye happily went to this pair of Giuseppe Zanotti heels. While I do personally love a tonal moment, looking at the lewk as a whole, I also can totally picture a champagne or silver pair of heels to complement her tennis jewelry and finish the ‘fit off on a brighter, complementary shimmery note.

Worn with: Oscar de la Renta gown, Cartier necklace + Anabela Chan bracelets, and Cartier studs + Cathy Waterman + Akillis + Anabela Chan rings

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Eras Tour Film premiere | Los Angeles, CA | October 11, 2023

Oscar de la Renta ‘Cutout Floral Gown’ – $11,990.00 $5,995.00

In my predictions post for this premiere on the TSS Patreon I selected a different dress by Oscar de la Renta (a longtime favourite designer of Taylors) and noted that my ideal styling with said gown would be a “red lip and pinned faux bob with tons of bangles and chandelier diamond earrings … for an old Hollywood glam feel.”

Needless to say, I support and love this outing.

It’s dramatic and ladylike while also honouring and extending the #1989Blue precedent she set during the final stages of the U.S. 2023 leg of the Eras Tour. Dressing to a colour palette is a perfect connector and reminder to bridge both the event at hand of the concert tour movie and her most pressing upcoming record with 1989 (Taylor’s Version) set to release on October 27.

All in, this is a beautiful gown and perhaps one of her best appearances ever. The elegant styling (dainty rings and eye-popping matching diamond tennis necklace and bracelet) were the perfect choices. And maybe I’m just jealous that Taylor is someone who can pull off blue eyeshadow (any other brown eyed girls who were told that blue makeup would make your eyes pop and subsequently did not look like Taylor Swift when you tried a powder blue shadow look? anyone? just me?).

Designer Fernando Garcia also noted during the Resort 2023 collection’s presentation that “cut-outs have become a go-to for our customer”. The ones on this gown feel like an organic nod to the spliced crop tops that were signature to the original 1989 fashion run in 2014. But here, they’re more organic and integrated into the design – a natural part of fully blossoming some might say. And if you missed the subtle cut-out nod, there’s always the faux bob that might double take you into believing you were back in 2014/15 and also nods to the messy, slightly undone style seen on the 1989 TV cover.

As backstory, it should surprise no one that this particular collection happened to debut on June 13, 2022 at (where else) the New York Botanical Garden.

Worn with: Cartier necklace + Anabela Chan bracelets, Cartier studs + Cathy Waterman + Akillis + Anabela Chan rings, and Giuseppe Zanotti heels