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Real-life Carrie Bradshaw steps out into the snow-dusted NYC streets looking, naturally, flawless. One minute, Sarah Jessica Parker is tempted by a roasted nuts vendor. The next, she’s sitting in a cozy, “Ralph Lauren Christmas”–coded living room, typing into her phone the following prompt: “I’m shopping for an outfit that has a classic holiday New York City vibe, perfect for a friend’s downtown party.”
This isn’t a heart-to-heart with ChatGPT but a snippet of a campaign video depicting SJP’s latest obsession: Google Shopping’s AI–powered try-on tool that helps users not only pick out and shop for a spot-on getup across various occasions but also see how billions of apparel listings will look on their own bod (or that of their gift recipient) once the clothing in question is unwrapped and put on.
In the aforementioned campaign, shot by Chloe Horseman and directed by Max Bartick, Parker ends up settling on a bow-bedecked cocktail dress that we can easily imagine taking her from the holiday dinner to that downtown soirée in no time. She whizzes away in a taxi, carried by the spirit of Christmas, of course, but also the ease that comes with having your holiday outfit equations all figured out thanks to modern-day tech.
During our phone-call interview, I ask Parker if she thinks Google‘s innovation comes close to mimicking the je ne sais quoi of visiting a designer store in person — of touching each fabric, speaking to the sales reps, and catching a glimpse of your final, breathtaking look in the dressing-room mirror.
“I’m certain AI hasn’t been able to replicate that yet,” she tells WWD. “But all the in-between guesswork that happens [during online shopping] — like, ‘Does it suit my height and hair color? Will this be a good gift for somebody who’s a little taller than me?’ — will be cut out.”
Parker herself has had no shortage of online shopping–related disappointments in the past, caused by feeling “seduced,” as she says, by how something looks on a model, only to realize upon receiving the item that said model’s dimensions were wildly different from Parker’s own 5’3″ frame: effectively annulling its allure. Google, though, makes it easy to gauge the proportions of a given dress, pair of jeans, blouse, and anything else that’s piqued your interest on the internet recently.
There’s also an element of whimsy attached to it all. Per Parker, “[the technology] allows you to live in a fantasy” — dabbling in sartorial aesthetics that, to date, you’ve only been able to admire from afar.
I decided to trial the try-on feature myself, which proved to have a nonexistent learning curve. To initiate the process, I uploaded a full-length selfie to the online software, before choosing a body size for my mini-me (key to ensuring the state-of-the-art technology caters to your unique body type) and generating four stylized versions of myself wearing ‘fits spanning from a loafers-and-leather pants combo to an unlikely Canadian tuxedo mashup.

Courtesy WWD/Stacia Datskovska
The next step was perusing through Google Shopping’s “Holiday Party Outfit” and “New Year’s Eve” edits, replete with trending styles like bubble-skirt sweater dresses, swathed-in-satin ones, and striking, cutout-clad maxi gowns. Clicking on the ones I fancied most allowed the platform to seamlessly transfer them onto my avatar, and the result was three distinct holiday ensembles that I don’t have in my closet (yet) but which seemed to come alive on my figure: no IRL trip to a label’s flagship location required.
Indeed, the visuals I got back were nothing if not natural, testament to the sophistication of Google’s latest. According to the company, its software “understands the human body and nuances of clothing — like how different materials fold, stretch and drape on different bodies,” all while “preserv[ing] these subtleties when applied to poses in your photos.”

Courtesy WWD/Stacia Datskovska
If you so happen to find a look that’s “the one,” you can hit “Shop” next to your AI-generated image mockup — which allows Google to find the closest matching style that can actually be shopped. And if you’re trying on an already-shoppable offering (say, a festive, cropped cardi from Old Navy, Madewell’s bestselling pair of straight-leg jeans, or a softer-than-soft Ralph Lauren blazer), simply search for the “Try it on” icon on the product’s Google listing and watch as it’s fitted to you, as if by magic.

Old Navy SoSoft Cropped Fair Isle Cardigan Sweater
Price upon publish date of this article: $13.99
As for my interview subject’s advice on nailing the ideal cold-weather outfit? It’s not as prescriptive as you’d think (though Carrie Bradshaw would, no doubt, suggest something maximalist and Manolo Blahnik–based).
“I never tell anybody what is right or wrong or what they should or shouldn’t be wearing. In a million years, I would never,” Parker shares. “I would simply say to feel most like yourself.”
The star reveals that she’s usually “shy” in settings with a lot of people: “Bigger parties intimidate me, so I try to do anything I can to feel closer to myself when I’m out in the world, especially in social engagements.”
Other than that? Follow that one fashion vision you can’t get out of your head. “If you have a fantasy about tartan and colors and jewel-toned tights and patent leather, then wear it! All those rules now, they’re just gone,” Parker adds.
WWD even managed to get the scoop on the Emmy-winning actress’ most recent holiday acquisition, one that has managed to spark utter joy for her in the past few weeks. “It’s a houndstooth coat with one gold thread running through it,” which she discovered while filming the Google Shopping campaign.
Only time will tell what your special piece will end up being, but finding out is now as simple as uploading a flattering photo of yourself in clear lighting and clicking a few buttons. A true Christmas miracle!
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Courtesy WWD/Stacia Datskovska

Madewell The Dean Easy Straight Jean in SoftDrape
Price upon publish date of this article: $158

Courtesy WWD/Stacia Datskovska

Ralph Lauren Combed Cotton Blend Blazer
Price upon publish date of this article: $225
The SJP Shopping Edit

‘And Just Like That…’
Price upon publish date of this article: from $10.99/month

Lovely by SJP Eau de Parfum
Price upon publish date of this article: $32.39

‘Sex and the City: Kiss and Tell’ by Amy Sohn
Price upon publish date of this article: $16.89
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Stacia Datskovska is a Senior Commerce Writer at WWD. Previously, she worked at ELLE DECOR as an assistant digital editor, covering all things luxury, culture, and lifestyle through a design lens. Her bylines over the past five years have appeared in USA Today, Baltimore Sun, Teen Vogue, Boston Globe, Food & Wine, and more. Prior to joining ELLE DECOR, Datskovska learned the ins and outs of e-commerce at Mashable, where she tested products, covered tentpole sales events, and curated gift guide roundups. She graduated from NYU with a bachelor’s degree in journalism and international relations. Datskovska regularly reports on celebrity-backed fashion campaigns, often interviewing the stars in question.