whichforwhat
Everyday life

Best AI for outfits and fashion

You want to be told what to wear for an occasion, with real items you can buy. We gave nine assistants the same wedding - garden formal, outdoors, 28 degrees, Portugal, with three things already in the wardrobe - and then opened every link they gave us.

People also look for this as fashion advice, what to wear, outfit ideas or dress code help.

Our picks, side by side

Rated for this task · 0–3
Measured
Quality
Effort
Cost
Free tier
From
Why
★ Best overall

Microsoft Copilot

$19.99/mo · free tier: usable
Measured2/5 links right · top pick in stock · photo 3/3, 0/2 links
Quality
Effort
Cost
Free tierThe Copilot app on web, Windows and mobile with usage limits
From$19.99/mo
Why

The one answer whose top pick opens on a product page, in stock, at the price it said - a Massimo Dutti linen blazer at €160 - with a second verified blazer in reserve. The outfits are jacketed, under budget, and use what you own. Its third outfit puts a knit polo under the blazer after its own list said no polos, and it says as much. Two of its five links are shop pages, not products.

Best if you will do the shopping

Kimi

$19/mo · free tier: usable
Measured1/7 links right · top pick in stock · photo 3/3, 2/2 links right
Quality
Effort
Cost
Free tierUnlimited basic chat, file upload and web access on the free plan
From$19/mo
Why

It tells you where the prices came from and that EU prices differ from the US listings it found, gives one product link that checks out - the Zara linen blazer at €89.95, in stock, its pick - and a named fallback if your size is gone. Everything else is a shop page with an approximate price, which is honest but leaves you to find the item. With the photo it read all three pieces, cufflink included, and both of its product links opened at the price it gave - the cheapest complete plan of the nine at about EUR 141 - but it answered in Russian, the account's interface language, to an English brief.

Best on what to wear

ChatGPT

$8/mo · free tier: usable
Measured1/6 links right · top pick sold out · photo 3/3, 0/2 links
Quality
Effort
Cost
Free tierUnlimited text chat on the default model, with limits on uploads, images, voice and deep research
From$8/mo
Why

The best styling advice of the nine - why beige over navy, keep the tie for the ceremony, check that your chinos are actually tailored, loafers are right for grass, no bridal white - and the fullest list of what the code rules out. Then the blazer it picked is sold out in every size and both ties cost about double what it said. Read it for the thinking; buy from someone else's links. With the photo it read all three pieces and kept all three, then linked a blazer and a belt whose pages no longer exist.

Best if you send a photo

Grok

$30/mo · free tier: usable
Measured0/2 links right · categories only · photo 3/3, 1/1 link right
Quality
Effort
Cost
Free tierChat with web and X search within generous limits, no card required
From$30/mo
Why

Given one photo of the wardrobe, it read all three pieces - the double cuffs and the cufflink, the suede, the tassels, the Tod's stamp on the insole - and was the only tool to say, correctly, that none of them is a problem for garden formal. Its one link opens on the Zara linen blazer at the price it quoted with six sizes in stock, and the whole plan comes to about EUR 110. Kimi read the photo as well and verified two links, but answered in Russian.

Evidence

2 of 5 item links right - Massimo Dutti IE 100% linen suit blazer €160 (Copilot said ~€169), add to basket available; ASOS Mango Milan sage blazer ~€120, in stock in four sizes. The Mango pocket square, Mango tie and Massimo Dutti polo links are home or category pages.

measured number · · Read the record · All 12 artifacts

Not on our roster

Zara — Four of the nine tools converged on the same Zara linen blazer, and it was one of the few links in the whole test that opened on a product in stock. Take the outfit idea from the assistant and do the shopping on the shop's own site.

Zara →

Some links here earn us a commission and carry rel="sponsored". It never affects the ranking or the ratings — how we make money.

All 9 tools we tested

Rated for this task only · 0–3
Ratings support the verdict; they do not compute it. Prices checked on the date shown in the byline.
ToolQualityEffortCostFree tierMeasuredFrom
Microsoft CopilotFree: The Copilot app on web, Windows and mobile with usage limits2/5 links right · top pick in stock · photo 3/3, 0/2 links$19.99/mo
ChatGPTFree: Unlimited text chat on the default model, with limits on uploads, images, voice and deep research1/6 links right · top pick sold out · photo 3/3, 0/2 links$8/mo
ClaudeFree: Chat with web search and file uploads, with a usage cap per five-hour session0/4 links right · one outfit has no jacket · photo 3/3, best eye$20/mo
GeminiFree: The default model with usage limits, plus Gemini inside Maps, Gmail and Docs on a free Google account0/11 links right · 9 Google searches · photo 3/3, 0 links$19.99/mo
PerplexityFree: Unlimited basic searches with a weekly cap on Pro-model searches2/6 links right · cut off before its pick · photo 3/3, 0/2 links$20/mo
DeepSeekFree: The full chat app with web search and file uploads; there is no paid consumer tier0 links · in Chinese · one outfit €355 · photo 1/3Free
GrokFree: Chat with web and X search within generous limits, no card required0/2 links right · categories only · photo 3/3, 1/1 link right$30/mo
QwenFree: The full chat app; there is no paid consumer tier0/9 links right · dead Mango URLs · photo 3/3, 0/2 linksFree
KimiFree: Unlimited basic chat, file upload and web access on the free plan1/7 links right · top pick in stock · photo 3/3, 2/2 links right$19/mo

How we tested

One brief, sent once to each of ChatGPT, Claude, Gemini, Perplexity, Microsoft Copilot, DeepSeek, Grok, Qwen and Kimi on their free tiers. It asked for three complete outfits using what the man already owns where sensible, each item with brand, name, a link to an EU shop and a price, under EUR 250 per outfit, then a pick and what "garden formal" rules out. This was the text-only round.

Before asking, we wrote down what two wedding etiquette guides say the code means - a jacket over a collared shirt with tailored trousers and proper shoes, lighter fabrics and colours welcome, tie optional; no shorts, jeans, T-shirts, polos, trainers or sandals. Every outfit was checked against that. Every item link was opened the same hour and counted right only if it landed on a product page for the item named, in stock in at least some sizes, from a shop that ships to the EU, at a price within ten percent of the page.

Round two, the next evening, sent the same nine a photo of three pieces laid out - stone pleated chinos, a white shirt with double cuffs and cufflinks in, tan suede tassel loafers with the maker's name on the insole - and asked each to say exactly what it saw, build one outfit around them under EUR 250 with links, and say whether anything was a problem. What the photo showed was written down before the run. Fresh chats, so nothing from round one could help.

The ideas were fine almost everywhere - a light linen blazer over the navy chinos, or a light linen suit. The links were not. Of the fifty item links across nine tools, six opened on a product you could buy. Nine of Gemini's were Google searches. Half of Perplexity's were dead. ChatGPT's top pick was sold out in every size. Two tools sent us to Zara's category page and told us to pick a colour. One answered in Chinese. Copilot and Kimi were the only two whose top pick opened on a product, in stock, at the price they said.

With the photo, eight of nine read all three pieces; six saw the double cuffs, seven read the brand off the insole, two saw the pleats. DeepSeek saw only the trousers and tried to sell the shirt and the loafers. Seven called something in the photo a problem - the chinos, the loafers, or for Claude the cufflink shirt - when the reference rules none of them out; Grok alone said so. Of the sixteen links, three opened on the item at the price - Grok's blazer and Kimi's jacket and belt. ChatGPT's two product pages had gone. Kimi answered in Russian.

The test was run by, or under the direction of, the one person who runs this site, with AI assistance, and every output and fact-check was reviewed by them. The surrounding text was drafted with AI assistance from our own ratings and evidence, then checked and edited by the same person. If something here is wrong, tell us and we will fix it and say so.

Questions people ask

Can an AI actually pick an outfit I can buy?

It can pick the outfit. Buying it is the problem. Fashion stock and prices change weekly, and in this test the tools' links were mostly categories, searches or products that had sold out since the tool last saw them. Ask for the outfit and the brand, then find the item on the shop yourself.

Which one got the dress code right?

All nine knew what garden formal means and eight put a jacket in every outfit. Claude offered one outfit with no jacket and called it risky itself. ChatGPT's list of what to avoid was the fullest - down to "no bridal white" and "loafers are right for grass". Kimi's line is the one to remember - ties are optional, a jacket is not.

Why did so many links fail?

Three ways. Some tools link a shop's category page and let you find the item (Claude, Grok, Kimi). Some link a Google search dressed as a product link (Gemini). And some link a real product that has since sold out or changed price (ChatGPT's beige blazer, Perplexity's Zara trousers). Only a link opened the same day tells you which you have.

Should I send a photo of my clothes?

Yes, most of them can read it. Eight of nine told stone chinos, a double-cuff shirt and tan suede tassel loafers apart, and seven read the brand off the insole; DeepSeek saw only the trousers. The catch is what they do next. Seven declared something in the photo a problem that the dress code does not rule out, and only three of sixteen links opened on the item at the price. Send the photo, take the description, and check the shop yourself.

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