10 AI-Designed Outfits That Revamped My Style

Published On Sat May 03 2025
10 AI-Designed Outfits That Revamped My Style

I asked ChatGPT to make my outfit — here's what happened ...

I am terrified of using artificial intelligence, I don’t know if it’s because of professors’ constant warnings, or the many socially dangerous ramifications of its use. Either way, I have a genuine fear of getting accustomed to life with AI. But recently, I’ve been wanting to try things that I wouldn’t typically try — which is why I decided to ask the elusive, all-knowing entity of ChatGPT to choose my outfits.

I began with a simple question: “Hi ChatGPT! Can you help me pick out outfits?” ChatGPT responded: Hey! Absolutely, I’d love to help you pick out outfits. Just let me know a few things:

Outfit 1

“My outfit today is for a casual day with friends, walking around SoHo and hanging out in Washington Square Park. I want something trendy, yet comfortable — it would be great if it included either my low-waisted baggy jeans or combat boots. The weather is springtime.”

The enthusiasm I received was far from the mechanical response that I expected: “Okayyyy I see you — that’s a vibe. Spring in SoHo and Washington Square? We need something that looks effortlessly cool, but still lets you chill comfortably while you’re out and about.”

What impressed me most were the creative, quirkily-titled options that ChatGPT cooked up:

Casual Cool-Girl Fit (Baggy Jeans + Combat Boots Edition)

The pieces recommended all have a similar vibe, and likely are pieces that you already have some variation of in your closet. Based on the recommendations, I chose a beige utility jacket, my old graphic t-shirt from third grade, low-rise baggy blue jeans and leather combat boots. I paired these with tiny sunglasses and carried a small leather shoulder bag. This is surely an outfit I have worn before — ChatGPT didn’t necessarily teach me anything new — but it was nevertheless casual, easy to walk in and comfortable to wear the whole day.

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Outfit 2

“My outfit today is for a study date at a coffee shop and then going to a bookstore. I want something flirty and cute while not looking like I’m trying too hard. It would be great if this outfit included either a denim miniskirt or a leather jacket. The weather is springtime.”

Just like the previous response, the ever-sassy ChatGPT did not disappoint with its introduction: Ugh YES — study date + bookstore in the spring? That’s such a dreamy vibe. You want to look effortlessly flirty, like ‘Oh this? I just threw it on’ energy, while still giving main character. Let’s build a look around both the denim mini-skirt and the leather jacket — we’ll make them work together in the cutest way:

Flirty Coffee Shop Date Fit (with denim mini + leather jacket)

Think soft meets edgy, like Meg Ryan x modern Pinterest girl. If you want to swap the cami for a button-up shirt half-tucked or a simple graphic baby tee, that also works and adds to the ‘I’m not trying too hard but I still look amazing’ aesthetic.

Cute/Flirty Outfit with Jungkook

Following ChatGPT’s suggestion, I wore my low-rise dark-wash denim miniskirt, a long-sleeve ribbed button-up, a black leather jacket, sheer black tights and leather Camper sneakers. I accessorized the outfit with my small leather shoulder bag and tied a scrap strip of flannel fabric as a headband. Needless to say, ChatGPT did well — I ran into some of my friends when wearing this outfit who confirmed the effortlessly cute vibe I wanted.

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Ultimately, these AI-generated outfits are objectively good. By feeding the program with clothing pieces, it was able to pair them with appropriate garments and accessories. Though the outfits are rather basic, this was expected. At its most basic level, ChatGPT synthesizes information from across the web, which in this case, meant borrowing heavily from pre-existing fashion media. But even as someone who usually avoids using AI at all costs, this was honestly a fun experiment. I would urge others to try it at least once, especially if you’re struggling to choose an outfit for the day. While you might not be satisfied with ChatGPT’s unoriginal suggestion, you’ll still get a laugh out of its sassy tone.