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Speak Now (Taylor’s Version) | July 7, 2023

Capezio ‘Leather Juliet Shoe’ - $42.00

I’ve often seen it said in the past that the lines between Taylor’s fashion demarked by eras is the most blurred at the cusp between Fearless and Speak Now. So it’s all the more interesting to see this next fashionable moment in Speak Now TV’s reclamation to include a subtle homage to Fearless and its neverending “Love Story”.

I personally like to think of Speak Now as that precipice moment. The album that crystallized the falling from the ivory tower. That fleeting moment as a princess realizes the fairytales she once dared to dream perhaps were nightmares after all. It’s the start of a disillusionment with grandeur, yet still hopelessly scrabbling to hold on to something optimistic, dreamy, whimsical, and innocent.

Worn with: Reem Acra gown


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Out and about | New York City, NY | May 31, 2023

Anine Bing ‘Waylon Slides’ - $450.00

I love an outfit that carries consistent colour tones throughout. It’s a simple and underrated styling trick.

This outfit is anchored by a lot of black via her dress, belt, and shoes with secondary neutrals courtesy of her brown tortie sunglasses and cognac bag, plus a subtle sparkle via the gold hardware of her jewelry, belt, and sandal buckles.

Worn with: Cartier necklace, Mansur Gavriel bag and Anine Bing sunglasses

Photo by Gotham ℅ Getty


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“Karma” music video | May 26, 2023

Alexandre Vauthier ‘Crystal Tassel Sandals’ - $1,450.00

I love a strappy minimalist sandal and these come with the addition of a glittery bow-like ankle strap detail which is another quick way to enter my heart.

Worn with: Yousef Aljasmi bodysuit and Vera Belleza earrings


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“Karma” music video | May 26, 2023

Stuart Weitzman ‘Avenue Pump’ - $195.99 (similar style)

Worn with: Erdem dress and Candy Ice + Dylan Lex necklace


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“Karma” music video | May 26, 2023

Christian Louboutin ‘Vernica 55 Patent Leather Pumps’ - $971.00

These mirrored Louboutins are a fresh update on Dorothy’s signature ruby red slippers. If you’re particularly eagle eyed, you may also remember this pair from the “IBYTAM” music video.

Worn with: Faiccia hat, Akaila Reid earrings, and Coach dress

Also worn: “I Bet You Think About Me” music video


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“Karma” music video | May 26, 2023

Christian Louboutin ‘Bombina Pampilla Sandal’ - $3,250.00

In case these sandals look familiar, you might recognize them from the 2022 MTV VMAs. Also known as the night she announced Midnights.

Worn with: Azzi & Osta gown and Erickson Beamon earrings


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

Aeyde ‘Nettie Sandals’ - $275.00

Coordinated neatly with her bag for a nice and complete tonal moment.

I love this outfit not only for its classically pretty lines and summery fabric (linen! eyelet!) but also what a visual respite it is. It allows the eye plenty of space and time to ‘rest’ between the coordinating white set that’s fresh and sweet but also by keeping the accessories tonally similar and very streamlined.

Worn with: Mansur Gavriel bag and Ralph Lauren top + skirt

Get the look: Journee Collection, $64.99

Photo by Gotham ℅ Getty


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Out and about | New York City, NY | May 22, 2023

A. Emery ‘Zahara Sandal’ - $190.00

One thing I love about Taylor is her offbeat approach to brands. It’s one of the things most defining facets of her style is that she’ll often mix high street with designer or opt for independent or smaller brands mixed in with couture or bigger names. In this case, Australian brand A. Emery who have only been around since 2017.

Worn with: R13 shirt, Ralph Lauren bag, and R13 shorts

Get the look: Old Navy, $39.99

Photo by Gotham ℅ Getty


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Leaving Electric Lady Studios | New York City, NY | May 18, 2023

The Row ‘Fisherman Sandals’ - $950.00

Worn with: Magnolia Pearl jeans and Stella McCartney bag


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Heading to Electric Lady Studios | New York City, NY | May 15, 2023

The Row ‘Owen City Leather Sneakers’ - $750.00

These feel like a fresh, sleeker update to the laceup oxford flats that Taylor had long favoured for years.

Paired with (I suspect vintage) NYU sweatshirt (that’s Doctor Swift to you) and a flippy pleated mini skirt, there’s a lighthearted collegiate energy to this ‘fit. It’s not what I would typically think of when I think party ensemble (there was a gathering at Electric Lady this evening) but she does look cute and comfy. It reminds me actually of her oversized sweater + plaid skirt combo from her Directors on Directors interview in silhouette and youthful energy.

Worn with: Vintage sweater, Free People skort, and Tod’s bag

Photo by Robert Kamau via Getty Images


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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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Out to dinner | New York City NY | April 17, 2023

Agolde ‘Criss Cross High Rise Jeans’ - $235.00 $164.00
Rebecca Minkoff ‘Mara Saddle Bag’ - no longer available
The Row 'Black Zipped Boots’ - $1,490.00

Taylor is typically trend agnostic when it comes to her style. She largely eschews “it” bags or of the moment silhouettes in favour of pursuing her own thing (in support typically of her latest era).

So it’s very fun (and intriguing) to see Taylor rock trendy 90s-adjacent baggy denim, chunky gold jewelry, and thick sole.

I personally refer to this kind of outfit styling as “sandwich style”. Anchoring one piece of clothing in between one single colour to create a consistent palette and accessorizing.


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The Eras Tour | 1989 section | Version 3

Roberto Cavalli custom
Christian Louboutin custom

Not only do we all get to benefit from Taylor in orange, but it’s also incredibly charming she chose to debut this colour in Florida - a state known for the fruit.

Photo by Octavio Jones/TAS23 via Getty Images


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Out to dinner w/ Jack Antonoff | New York City, NY | April 11, 2023

The Row ‘Grais Ribbed Virgin Wool Knit Top’ - $1,115.00
Paco Rabanne '1969 Moon Bag’ - $1,600.00
Area 'Embellished Cut Out High Rise Jeans’ - $673.00
Sam Edelman 'Jildie Mary Jane Sling Back Heel’ - $139.95

The post-breakup pap walk is a film we’ve seen before in the fandom - but it’s never looked quite this cute. It’s easy for your eye to flit around on this outfit - black and blue denim is a reliable classic that feels easy and simple, but it’s given a hot girl twist. The interplay of silver metallics between her chainmail bag and the butterfly embellished details (and yes, that necklace) (which no, I can’t confirm at the moment) on her jeans also keep a nice repeating motif that makes the outfit flow.

While we’re out here dressing for revenge, this feels like Taylors own take on Di’s precedent thanks to the subtle curvature of the top’s neckline (it’s not just a v neck!). And yes, scene-stealing jewelry included.

The mary jane silhouette feels like a callback to signature Taylor style - she’s long favoured a chunky heeled silhouette like these in the form of an oxford or platform shoe.

Perhaps this is penance for not getting to see the full picture of her Area cut out pants from her previous SNL performance but whatever made it happen - I’m glad it did.

There’s something to me that feels highly symbolic of the butterfly here, not just in its nod to Lover, but of its original concept of rebirth and renewal. If there’s one thing Taylor has done over her career, it’s perfected coming back. Whether that’s from the dead or stronger than a 90s trend.

Get the look: Top, $38.95 / Bag, $39.00 / Jeans, $69.99/ Shoes, $94.99


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The Eras Tour | Midnights section

Christian Louboutin custom (similar pictured)

As is the case with most of Taylor’s Louboutins, these appear to be a custom crystallized version based somewhat on an existing silhouette. In this case, the ‘Gael’ boot.

Worn with: Oscar de la Renta or Zuhair Murad bodysuit


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