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Out and about | New York City, NY | October 3, 2023

Louis Vuitton ‘Camera Box Bag’ – $3,450.00

For those perhaps not aware or even blown away by Taylor’s ongoing carrying of this cute little LV bag (understandable given repeating fashion in the celeb world is typically a Kate Sanders-worthy no no) – it’s a key part of what I love about Taylor’s fashion is just how often she keeps things in her closet and rotates them. Back in the original 1989 era, she’d carry a nude bag of choice (often D&G or Prada) for months on end before switching to something new.

Worn with: Still Here hat, Free People shirt, Free People socks, and New Balance x Ganni sneakers

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Out and about | New York City, NY | October 3, 2023

Still Here ‘Dad Cap in Khaki’ – $45.00

Switching gears completely from the weekend where she was at a sporting event to looking more sporty while out in NYC.

The mix/match of luxury (Louis Vuitton), accessible high street (Free People), casual yet unique (New Balance x Ganni), and local indie designers (Still Here) is the exact epitome of Taylor’s approach to style. In my opinion, it’s this careful balance that makes her style so interesting and fun to watch and observe (and imitate).

Worn with: Free People shirt, Louis Vuitton bag, Free People socks, and New Balance x Ganni sneakers

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Out and about | New York City, NY | October 3, 2023

Free People ‘Daydreamer Shania Twain Any Man Of Mine Tee’ – $88.00

The combination here of evoking a few different icons of fashion (peak fall athleisure Princess Di) and genre busting (the iconic and incomparable country/pop of Shania Twain) plus a Karma-worthy accessory denoting that she is Still Here (plus that not so subtle reminder to any man who may enter her life) … that’s some impeccable candid styling.

Worn with: Still Here hat, Louis Vuitton bag, Free People socks, and New Balance x Ganni sneakers

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Out and about | New York City, NY | October 1, 2023

Gant ‘240 Mulberry Street Relaxed Leather Shirt’ – coming soon (pictured similar)

I’ve mentioned before being a fan of what I call ‘sandwich’ styling – which is to have two similar elements in an outfit bookend a contrasting element. To sandwich is to imbue an outfit with balance. In this case, the blue of her crystallized denim shorts is anchored by a lot of black accessories. Including this edgy leather shirt by #Gant from their upcoming exclusive FW 2023 collection dubbed ‘240 Mulberry Street’ – named after the address of their creative headquarters in NYC.

The impact of this in the context of sandwich styling also works in multiple regards. Proportionally, the longer length of both the jacket and her Louboutin boots (also leather, upping the sandwichification of the ‘fit) offsets the short hem of her shorts. In short – I loved this styling.

You may recall that last week Taylor actually popped into the very same Gant NYC store to purchase a coat on a whim while out with friends. I’d hazard a guess the team was so delighted they sent through this coat as thanks.

Worn with: Logan Hollowell necklace, Area shorts, and Christian Louboutin boots

Get the look: ASOS, $79.99 / Abercrombie, $90.00

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At MetLife Stadium | East Rutherford, NJ | October 1, 2023

Logan Hollowell ‘Queen Cuban Choker w/ Pavé Diamond Trillion Toggle’ – $7,995.00

Of Taylor’s recent gold jewelry additions to her collection this particular front clasp trillium choker might be one of my favourites for its simplicity but special details and meaning. The brand notes the individualism inherent to the trillion toggle design – “the three sided sort of versatility in a triangle captures themes of magic, wonder and creativity in its meaning. None of the other basic shapes offer this kind of inherent duplicity.”

Worn with: Gant jacket, Area shorts, and Christian Louboutin boots

Also worn: September 21, 2023

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At MetLife Stadium | East Rutherford, NJ | October 1, 2023

Area ‘Logo Lettering Denim Shorts’ – $528.00

Another very fun (and slightly more spicy) outfit I’d copy + paste from Taylor.

Going back in fashion history, some of you may recall back in November 2021 when Taylor was a musical guest on #SaturdayNightLive that she wore a pair of crystal embellished plaid pants by Area that I said was a travesty we never got to see in full from the back due to the very fun crystal-trimmed slits that are signature of the brand. It’s very fun to see the logo lettering of ‘AREA’ spelled out here and visible thanks to the black bodysuit she layered underneath.

More recently, some of you may remember this brand as the one behind Taylor’s butterfly jeans – the ones she wore for those very first New York candids back in April 2023.

Worn with: Gant jacket, Logan Hollowell necklace, and Christian Louboutin boots