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

Mansur Gavriel ’M Frame Box Bag’ – $895.00

This bag personally appeals to my more minimalist accessory preferences. This particular outfit also employs one of my favourite styling tactics which is ‘sandwich styling’ in the coordinating of purse to shoes to keep a consistent running neutral tone through a look.

Worn with: Ralph Lauren top + skirt and Aeyde sandals

Photo by Gotham ℅ Getty

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

Ralph Lauren ‘Calfskin Welington Shoulder Bag’ – $1,690.00

Taylor has worn and loved many a Ralph Lauren cognac brown saddle bag over the years. This new ‘Welington’ style is a more oblong one to her collection and coordinates nicely in a sandwich styling moment with the brown tone of her sandals.

Worn with: R13 shirtR13 shorts, and A. Emery sandals

Photo by Gotham ℅ Getty

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

Stella McCartney ‘Tan Falabella Box Wicker Shoulder Bag’ – $990.00 (no longer available)

Taylor has carried quite a few different Stella ‘Falabella’ styles over the years. Including backpacks (black and leopard), quilted styles, limited edition graphics, and even an animal carrier.

This particular ‘wicker’ style is an older one from 2018 that Taylor first wore (incidentally) during a string of candids leading up to her MetLife shows on the reputation Tour back in July 2018.

Worn with: Magnolia Pearl jeans and The Row sandals

Also worn: July 15, 2018

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Out and about with Joe Alwyn | New York City, NY | October 18, 2022

Ralph Lauren ‘Tremont Leather Cross-Body’ – no longer available

It brings me indescribable joy to continue to see Taylor continue to carry this bag. It’s one of the oldest in her collection and debuted back in October 2010. It recently resurfaced in candids from this past June but any glimpse of it is so exciting!

Worn with: Aritzia skirt

Check out the multiple times Taylor has toted this bag here.

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Attending the premiere of The Banshees Of Inisherin | New York City, NY | October 10, 2022

Etro ‘Adjustable Strap Satchel’ – no longer available

What a nice throwback to see this purse back in Taylor’s rotation! Taylor is a serial purse repeater and loves bringing back throwbacks or carrying a certain bag for months at a time. We last saw this particular Etro bag in October 2019 but it first made its debut back in July 2016.

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Out and about | Beverly Hills, CA | June 29, 2022

Ralph Lauren ‘Tremont Leather Cross-Body’ – no longer available

*Taylor very clearly did not want to be seen in these images. In keeping with TSS identification principles, I’ve cropped her face to retain focus on the clothes for those interested in such details.

Talk about a blast from the past. This bag was a go-to of Taylor’s in the fall of 2010 – she toted it most often while on promotional appearances for Speak Now.

Worn with: Stella McCartney hoodie and Juju sandals

Check out the multiple times Taylor has toted this bag here.

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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