The new tech shopping for you while you sleep

Read the original at The Sydney Morning Herald ↗
Cite

Thompson, C. (2026, October 20). The new tech shopping for you while you sleep. The Sydney Morning Herald. https://www.smh.com.au/lifestyle/fashion/the-new-tech-shopping-for-you-while-you-sleep-20261020-p616lz.html?ref=rss&utm_medium=rss&utm_source=rss_feed

Dated from the outlet's own feed. Check the original for its byline.

The Sydney Morning Herald · collected 2026-10-20 · by Courtney Thompson

Quick Summary

The article discusses how artificial intelligence (AI) is transforming online shopping and fashion in ways similar to those depicted in the 1995 film "Clueless." It highlights that AI now influences every stage of online shopping, from fit recommendations and virtual try-ons to trend forecasting and stock management. According to a report by Stripe and Thoughtworks, 81 percent of Australian and New Zealand shoppers have already used AI for advice while shopping online. A new development in this area is agentic commerce, where an AI assistant handles the bulk of the shopping process on behalf of the consumer, from finding options based on specific criteria to making purchases directly. This service aims to reduce the administrative burden but may also diminish the pleasure of discovery inherent in traditional shopping experiences.
Written locally by qwen2.5:14b on 2026-10-20, using this article's own text rather than the other coverage of the same event (that is the story summary below).

AI analysis runs on qwen2.5:14b, locally

Story summary

In 2026, AI technology has advanced to a point where it closely resembles the futuristic shopping experience depicted in the 1995 film *Clueless*. In that movie, the character Cher Horowitz consults a computer for outfit suggestions and receives virtual images of how clothes would look on her. Fast-forward to today, Oroton was one of the first Australian brands to experiment with augmented reality (AR) in 2023, allowing customers at stores in Sydney and Brisbane to virtually try on bags through AR windows. Since then, AI has become integral to online shopping, enhancing features like fit recommendations and virtual try-ons across the fashion industry.

Written for “Sleep Shopping Tech” on 2026-10-20, grounded in this article and the 0 other(s) covering the same event.

Story

📰 Sleep Shopping Tech
Technology · 1 article(s) covering the same event.

Compared with similar articles

Nothing to compare against. No article is close enough to this one for the pipeline to have linked or judged the pair.
How this article was measured signals, leaning charts, publisher record, byline, topics and claims

Signals How these are calculated →

Claims extracted
33
sentences that state something as happening or true
Uncertain
9%
3 of 33 hedged ("reportedly", "may", "according to")
Leaning
not political
takes no side on a contested political question
Publisher signals
61/100
The Sydney Morning Herald's corrections and hedging, across everything collected from it. Not a measure of accuracy.
Outlets on this story
1
Technology
Same framing elsewhere
1
articles that frame the event the way this one does
Analyzed 2026-10-20 · how these are computed

How this is being covered How these are calculated →

Article leaning vs. publisher reliability
Source leaning vs. consistency

Publisher

The Sydney Morning Herald · 4261 article(s) · 11 correction(s) detected
Running correction rate · 11 correction(s)

Who wrote this

Courtney Thompson
18 article(s) here · 1 carrying a prediction
🔮 When she finds an outfit she wants to wear, it gives her an image of what it would look like on her.
2026-10-20 · assertive framing · The new tech shopping for you while you sleep
🔮 Model Montana Cox could wear a hessian sack and people would still probably reverse Google image search it to find out where they could get one just like it – such is the power when you’re as stunning as Cox.
🔮 The Caulfield Cup is celebrating a momentous 150 years in 2026, but you wouldn’t know it looking at the crowds.
2026-10-17 · assertive framing · A lesson in elegance: The Caulfield Cup fashion winners
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🔮 “Aurelia will always drop me off at the train in the morning, and we’ll have a kiss goodbye, and then she’ll pick me up with our dog, and we have a kiss hello,” Natt, 35, says.
🔮 Max Mara opted to keep things streamlined with a solid, practical leather style, and at Balenciaga, Pierpaolo Piccioli asked: why have one belt when you could wear two?
🔮 It’s where Lady Gaga debuted the meat dress that would become pop culture lore, Lil Kim made the case for purple nipple pasties and where Britney Spears established herself as a chameleon who can pull off a black lace mini dress one minute and a Swarovski-crystal-embellished bodysuit the next.
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Also by Courtney Thompson
A lesson in elegance: The Caulfield Cup fashion winners
2026-10-17 · The Sydney Morning Herald
Nothing else under this byline is closely related to this article, so these are simply their most recent.
All 18 articles by Courtney Thompson →

Topics

Brisbane Oroton Stripe Sydney Thoughtworks

Subjects

Gotham ORG · 2× Kapoor PERSON · 2× Thoughtworks ORG · 2× Alicia Silverstone PERSON · 1× Brisbane GPE · 1× Cher PERSON · 1× Cher Horowitz’s PERSON · 1× Horowitz PERSON · 1× Oroton ORG · 1× Sydney GPE · 1×

Narrative

Chris Ran Lin, Club Venus, Hunter Gatherer x BSL, Liandra, Perple, R.Sport, Toilè Studios, Wah-Wah Australia and Wilson Jedd Adams are all inspired by subcultures that sprout from the underground, their work challenging the hyper-perfection of AI in favour of experimentation and individuality.
framing: assertive · carried by 1 article(s) · first seen 2026-10-20
🔮 When she finds an outfit she wants to wear, it gives her an image of what it would look like on her.
2026-10-20 · The Sydney Morning Herald
The new tech shopping for you while you sleep · assertive framing

Claims (33 extracted, 3 hedged)

One of the most memorable scenes from the 1995 cult classic film Clueless (a movie full of memorable scenes) occurs early on, inside Cher Horowitz’s bedroom. asserted
One → occur → bedroom
After waking up, Horowitz, played by Alicia Silverstone, walks over to her closet and consults a computer for what she should wear to school that day. asserted
she → wake → school
The computer shows her different combinations of her clothes, and informs her when something clashes via an aggressive “MISS-MATCH” warning. asserted
something → show → warning
When she finds an outfit she wants to wear, it gives her an image of what it would look like on her. asserted
it → find → her
In 1995, the scene felt like a far-flung possibility. asserted
scene → feel → possibility
In 2026, it’s not that far off how AI is shaping the way we interact with fashion and shopping today. asserted
we → ’ → fashion
Like all industries, AI is disrupting fashion. asserted
AI → disrupt → fashion
In 2023, Oroton was one of the first local labels to experiment with augmented reality (AR) similar to Cher’s computer in Clueless, unveiling AR windows at the Queen Victoria Building in Sydney and Queen Street Mall in Brisbane where customers could virtually try on their bags in the windows. uncertain
customers → experiment → windows
Since then, AI has become deeply embedded in every stage of how people shop online, improving fit recommendations, virtual try-on, trend forecasting and stock management. asserted
people → become → recommendations
According to a new report by Stripe and Thoughtworks, 81 per cent of shoppers in Australia and New Zealand have already used AI to help them shop online. “Most use it for advice rather than buying and the businesses we talk to are asking, not whether this is coming, but how quickly they need to build the trust, capability and infrastructure to keep up,” says Kathryn Heffernan, Thoughtworks managing director for retail and travel, APAC. uncertain
Heffernan → accord → retail
One of the most recent developments has been agentic commerce, with spending on the technology projected to grow from $5 billion to $47 billion by 2030. asserted
spending → project → 2030
Traditionally, when you shop online you do all the work: search, scroll, filter, compare and then buy. asserted
you → shop → work
Agentic commerce outsources the bulk of that labour to an AI assistant. asserted
commerce → outsource → assistant
You tell the assistant what you’re looking for – “a cotton midi dress for a summer wedding that is under $300 and will arrive by the end of the week” – then it goes out, finds sites with options in your size, and compares them for you. asserted
it → tell → you
If you allow it, the assistant can also make the purchase. asserted
assistant → allow → purchase
Heffernan says it’s a welcome advancement for time-poor people who want to cut back on the admin of online shopping. asserted
who → say → shopping
“Comparing options is tedious: opening tabs, checking fabrics, decoding size charts. asserted
Comparing → compare → charts
An AI assistant can read product descriptions, reviews and size guides in seconds and pull them into one side-by-side summary,” she explains. “Done well, it can also help people buy less but better. asserted
people → read → less
When it’s easy to compare fabrics, care instructions and reviews, you can make a more considered choice rather than an impulse one. asserted
you → ’ → one
That depends on the tool being built to serve the shopper rather than to push more sales, which is why trust matters so much. asserted
trust → depend → sales
In this process, however, the joy of discovery is lost. asserted
joy → lose → discovery
Ask any fashion editor, and they’ll tell you about the meditative state they enter when they start trawling online websites for the specific cut of black pants they’ve spent months searching for. asserted
they → ask → months
Likewise, designers are still figuring out how they can meaningfully integrate AI into their business without affecting their creative output. asserted
they → figure → output
“AI has helped me code my website and add plugins that track sales and improve the site layout,” says Gautam Kapoor, founder and designer of Melbourne-based label Gotham. asserted
Kapoor → help → Gotham
While the technology is helpful, Kapoor isn’t worried about it impeding their creativity. asserted
it → impede → creativity
“AI usually creates from what has already come before. asserted
what → create → ?
Designing involves going back and forth with an idea many times, and that push and pull is what creates something original and unique,” Kapoor says. asserted
Kapoor → involve → something
“In fashion, this happens in the toiling process, when prototyping a garment, and I don’t believe AI could replicate that.” uncertain
AI → happen → that
On Wednesday evening, Gotham will be one of nine designers showing designs as part of the Cult Status runway at Melbourne Fashion Week. asserted
Gotham → show → Week
Chris Ran Lin, Club Venus, Hunter Gatherer x BSL, Liandra, Perple, R.Sport, Toilè Studios, Wah-Wah Australia and Wilson Jedd Adams are all inspired by subcultures that sprout from the underground, their work challenging the hyper-perfection of AI in favour of experimentation and individuality. asserted
work → inspire → experimentation
“AI has made me value the importance of the creative journey at a deeper level and appreciate the unique perspective designers across all mediums bring to their art form,” says Huiliana Chandra-Curry, designer of slow fashion label, Perple. asserted
Curry → make → label
“Without a doubt, the importance of well-made, intentional garments will continue to command respect and attention. asserted
importance → make → respect
In an era where AI models will homogenise aesthetics, there is an opportunity for originators to find their people.” See more from Melbourne Fashion Week: Make the most of your health, relationships, fitness and nutrition with our Live Well newsletter. asserted
originators → homogenise → newsletter
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