I Asked AI to Come Up With 6 Chic and Easy Outfits—This Is How It Went

If the evolution of modern technology has taught us anything, it's that there is an app or a programme for everything. We can order food from the sofa and see who's at the front door whilst we're not home, and there are even apps to tell us when it's dark outside and whether we've sliced our pizza accurately and fairly. But despite these so-called "advances", it's still difficult to answer some of the simplest day-to-day questions, like "What should I wear?". That is, until now.

Fans of 1995's Clueless will remember what was by far the highlight of the entire movie in my opinion: Cher Horowitz's digital wardrobe; an online algorithm that pieced together the perfect outfit so she didn't have to. The dream scenario, right? No surprise then that as soon as the AI bot Chat GPT was launched, we immediately thought about the ways we could apply artificial intelligence to fashion. We've already had 3D-printed clothing and digitally designed models, so why not have technology revolutionise the way we get ready in the morning too?

Intrigued by the idea (and curious about Chat GPT's limits), I set about asking the programme for outfit ideas for everyday scenarios, and below you'll find the results. Part of me had hoped that AI dressing might be the future, but as it turned out, it had a few… interesting thoughts. In the mix, you'll find some suggestions that I loved, some that were a little bizarre and others that are a little dated, so I took the bot's original answers and attempted to bring them into 2024.

So, should you be planning what to wear over the next week, keep scrolling to see what one chatbot had to bring to the table. I think it's fair to say that this fashion editor's job is safe, for now.

1. French-Inspired Off-Duty Cool

AI Outfit Ideas

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Style Notes: Often, when we're looking for polished outfits that are easy to emulate, we turn to the streets of Paris for inspiration. The French have a way of dressing that is both effortless and elegant, and that seems as good a place as any to start, so when I asked Chat GPT for a French-inspired outfit, I was less than surprised that it automatically suggested a Breton top. Thankfully, there were no berets or red neckerchiefs included, and the rest of the outfit is surprisingly good, so I make almost no adjustments here and even managed to weave in Lemaire's Croissant crossbody bag. Too on the nose? I don't think so.

The Final Outfit

AI Outfit Ideas

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2. What to Wear to Brunch When You're Bored of Jeans

AI Outfit ideas

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Style Notes: In my opinion, putting together a brunch outfit is where AI starts to fall down and needs a little more assistance. It's clear that it's pulling references from 1990's Beverly Hills as opposed to 2020's Britain in this respect, and I'm not so keen on the thought of a wide-brimmed hat and pair of wedges whilst eating avocado on toast indoors, so instead I swapped out the shoes for a pair of practical flats, and the giant hat for a cardigan, as you're probably going to need it. I do however take on board the idea of a printed dress, especially as the weather gets warmer, and the bot isn't wrong in suggesting that a classic pair of sunglasses is always the finishing touch that pulls an outfit together.

The Final Outfit

AI Outfit Ideas - what to wear to brunch

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3. What to Wear to Work That Doesn't Include Pinstripes

AI Outfit Builds

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Style Notes: I had wondered if AI would fall into the trap of believing that everyone wears matching suits to work, and it would seem from the suggestions that it had, so when it came to improving on this workwear suggestion, the first thing I did was change up the colour palette. There are moments of greatness here: the blazer, the cropped trousers, the tote bag and the low heel (yay for comfort!), but to make it feel as modern as I'd hoped for, I got rid of the black, navy and grey repetition and added tan, burgundy, cream and white for a look that feels put-together without being stuffy.

The Final Outfit

AI Outfit Ideas - what to wear to work

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4. What to Wear for Date Night

AI outfit ideas

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Style Notes: To kick things off with the classic LBD is a pretty strong start, and it's often my go-to when I'm not sure of the dress code of where I'm going. Black manages to simultaneously stand out and be discreet, feeling dressy despite being such a simple staple, and here, the bot uses this foundational colour to accessorise the look up to formalwear levels. There's not much to argue with in terms of this approach: a black dress, sparkly accessories and heels is a pretty reliable formula, and I particularly enjoy the addition of a statement coat to make things even more interesting. My only advice would be to lower the hemline depending on the level of formality, and if the weather is too chilly for a mini, it's the perfect time to introduce a pair of statement tights.

The Final Outfit

AI Outfit Ideas - what to wear on date night

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5. An Off-Duty Outfit Inspired by Scandi Cool

AI Outfit Ideas

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Style Notes: If the French have mastered dressing up to the nines, the Scandis know all about how to do laidback luxe—after all, it's the region that gave us the concept of hygge (cosiness and comfortable conviviality). Once again, Chat GPT came up with some solid suggestions, and there's a lot to love about this outfit build. My only amends are to make the final look a little less wintery, so gone are the Chelsea boots and chunky scarf, and in their place are mules and a neckerchief. Still, this is the kind of 'fit I'd happily spend a lazy weekend in, so bravo, AI. This wouldn't look out of place on the streets of Copenhagen.

The Final Outfit

AI Outfit Ideas

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6. An Expensive-Looking Outfit That Won't Break the Bank

AI Outfit Ideas

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Style Notes: Many of us want to know how to look rich without having to spend an arm and a leg, so I posed this important query to Chat GPT, expecting very little in the way of solid advice. I was surprised by the results being quite so formal, but I do love the detail of a tailored coat, high-waisted trousers and what I believe is the key to the whole ensemble—burgundy. Our editors agree that this colour trend always looks premium, so even in the form of a mini bag, a dose of oxblood red makes what could be a very safe outfit feel far more interesting, so all in all, AI hasn't done too badly. Scratch the idea of a green shirt and trousers with "a subtle sheen" and we might just have a failsafe combination that will have people asking "Where did you get that from?"

The Final Outfit

AI outfit ideas

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Remy Farrell
Fashion Editor

Remy Farrell is a London-based shopping editor with nearly 10 years of editorial experience covering fashion, beauty and lifestyle. After graduating with a journalism degree and working on the editorial and fashion teams for titles such as Grazia, Elle, Cosmopolitan and British Vogue, she moved into the luxury e-commerce sector, working as fashion assistant at TheOutnet.com styling for the social media channels and helping to develop the collections for the in-house brand Iris & Ink. After expanding an assisting and styling portfolio that includes shooting talent such as Gigi Hadid, Victoria Beckham and Miquita Oliver, she also branched out into beauty, creating tried-and-tested reviews and diverse beauty content.In her role as shopping editor at Who What Wear, Remy is interested in discovering new and exciting brands to share with the Who What Wear readership and particularly loves uncovering hidden gems at affordable prices to make shopping accessible to everyone.Born and raised in Sheffield, Yorkshire, Remy moved to London in 2014 and lives in the Docklands with her partner and pug Billie.