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  "title": "Cheeky-Fit Launches an End-to-End AI Fashion Stack",
  "headline": "Cheeky Fit launches an end to end AI fashion stack, from semantic search to the courier's door",
  "description": "Cheeky-Fit launches CheekyML, meaning-based search, Picks and courier-integrated checkout that shows the real delivery price and arrival date before you pay.",
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      "Find my color and Find my fit",
      "AI sizing: a size recommendation from one photo in US, UK, EU, and IN sizes",
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      "Social: real-outfit discovery through a fashion feed",
      "Marketplace: brands sell direct at 0% seller commission, duty-paid shipping to 22+ countries, 14-day returns, payments by Stripe"
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    {
      "heading": "Cheeky Fit launches an end to end AI fashion stack, from semantic search to the courier's door",
      "level": 1,
      "text": "A purpose built machine learning engine that understands garments and wardrobes, a recommendation system that learns taste from a single swipe, and real time courier integration that puts an honest price and an arrival date in front of every shopper. By Kabir Singh Khanuja , Head of Engineering · 13 October 2026"
    },
    {
      "heading": "Key facts",
      "level": 2,
      "text": "Announcement: Cheeky-Fit Inc. launches CheekyML, meaning-based search, Picks, Shop Match closet checks and courier-integrated checkout Date: 13 October 2026 For shoppers: Real courier price and arrival date at checkout; saved addresses and cards; Google Pay alongside cards and UPI Price change: Domestic Indian orders no longer carry an import duty estimate, making them around 6% cheaper For brands: Own pickup addresses, per-piece weight and size, automatic courier booking and labels, self-serve storefronts Technology: CheekyML, an in-house engine for search and Shop Match, working alongside the CheekyAI styling assistant Coming next: Cash on delivery, video on listings, brand insights, taste learned from shopping behaviour Most fashion marketplaces are a shop window standing in front of somebody else's warehouse. Cheeky Fit is built the other way round. A maker in Pune lists a jacket, a courier collects it from their studio, and a shopper in Nagpur knows what delivery costs and when the parcel will arrive before deciding to buy. Today we are launching the work that makes that real: shipping built into the marketplace, honest prices at checkout, a seller portal a brand can run without us, and a machine learning engine of our own that understands clothes."
    },
    {
      "heading": "What changes for shoppers?",
      "level": 2,
      "text": "Delivery is no longer a number you discover late. At checkout we ask the courier what it actually costs to send that parcel, at its real weight, from that maker's address to yours, and we show you the date it should arrive. The figure on the button is the figure that leaves your account, and if you change your mind at that point nothing is charged. While building this we found that every order carried an import duty estimate, including parcels travelling between two Indian cities, which never cross a border and never meet customs. Those orders are now around six percent cheaper. Your details finally stay where you put them. Save as many delivery addresses as you need and choose one at checkout, save a card for next time, and pay with Google Pay alongside cards and UPI. Finding things is quicker too. Picks is a new tab and the fastest way to teach the app your taste: two racks, tops and bottoms, each a deck of cards you swipe right or left. Because the racks are judged separately you can love the shirt and pass on the trousers, and the feed reorders itself as you go. Search understands what you mean rather than what you typed, so asking for something elegant for a beach wedding returns floral midis and silk slips that contain none of those words. And Shop Match now checks a piece against the clothes already in your closet, telling you when you own something almost identical before you buy it twice. Your closet is only ever compared with your own."
    },
    {
      "heading": "What changes for brands?",
      "level": 2,
      "text": "Until now every parcel left from a single address, which works for one shop and not for a marketplace. Brands can now add their own pickup addresses and have couriers collect from the door, so a studio in Pune ships from Pune. Parcels carry their real weight and size, measured per piece, so a coat is priced as a coat and a scarf as a scarf. When a payment clears, the courier is booked and the label is made without anyone pressing anything; cancel an order and the collection cancels with it. Joining takes one link, and progress saves as you go, so a storefront begun on Tuesday can be finished next week exactly where it stopped. That storefront is the brand's to shape, from the banner and profile photo to the social accounts and whichever contact details they choose to publish. Photographs stay as they were shot: brands frame each image inside the window shoppers see rather than having a hem cropped away automatically, and decide per piece whether a garment is cut out onto clean white or left exactly as taken. Prices can be entered in rupees or dollars, whichever the brand thinks in."
    },
    {
      "heading": "What is CheekyML?",
      "level": 2,
      "text": "The understanding behind search and Shop Match runs on CheekyML , our own engine. It reads what a piece of clothing actually is, whether that is a marketplace listing or a photograph from your wardrobe, and matches them in milliseconds. It works alongside CheekyAI , our styling assistant, which handles conversation and advice. Owning this layer means we improve it on our own schedule rather than somebody else's, and it is the foundation for what comes next."
    },
    {
      "heading": "What comes next?",
      "level": 2,
      "text": "Cash on delivery. Video on listings, so a brand can show how a fabric moves. Deeper insight for brands into what shoppers respond to. And an app that learns your taste from how you shop, not only from what you have photographed."
    },
    {
      "heading": "Frequently asked questions",
      "level": 2,
      "text": "What did Cheeky-Fit launch on 13 October 2026? Shipping built into the Cheeky marketplace with real courier prices and arrival dates at checkout, saved addresses and cards, Google Pay, the Picks swipe feed, meaning-based search, Shop Match closet checks, a self-serve seller portal, and CheekyML, its own machine learning engine for clothes. How does Cheeky work out the delivery price? At checkout Cheeky asks the courier what it costs to send that parcel, at its real weight, from the maker's address to the shopper's, and shows the expected arrival date. The amount on the button is the amount charged, and nothing is charged if the shopper stops at that point. Why are orders within India cheaper now? Every order used to carry an import duty estimate, including parcels between two Indian cities that never cross a border. That estimate is gone for those orders, which are now around six percent cheaper. What is Picks on Cheeky? A tab with two swipe decks, tops and bottoms. Each is judged separately, so a shopper can like a shirt and pass on the trousers, and the feed reorders itself as they swipe. What does Shop Match do? It checks a piece against the clothes already in the shopper's closet and says when they own something almost identical. A closet is only ever compared with its owner's. What is the difference between CheekyML and CheekyAI? CheekyML is Cheeky-Fit's own engine that understands garments and powers search and Shop Match. CheekyAI is the styling assistant that handles conversation and advice. Can brands on Cheeky ship from their own studio? Yes. Brands add their own pickup addresses and couriers collect from the door. Once a payment clears the courier is booked and the label made automatically, and cancelling an order cancels the collection. Which payment methods does Cheeky accept? Cards, UPI and Google Pay, with saved cards for next time. Cash on delivery is planned."
    },
    {
      "heading": "About Cheeky-Fit",
      "level": 3,
      "text": "Cheeky is an AI-native closet app with a global fashion marketplace, built by Cheeky-Fit Inc. Brands sell direct at 0% seller commission. www.cheeky-fit.com"
    },
    {
      "heading": "Media contact",
      "level": 3,
      "text": "Press enquiries: jpande-cfo@cheeky-fit.com"
    }
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  "plainText": "Cheeky Fit launches an end to end AI fashion stack, from semantic search to the courier's door\nA purpose built machine learning engine that understands garments and wardrobes, a recommendation system that learns taste from a single swipe, and real time courier integration that puts an honest price and an arrival date in front of every shopper. By Kabir Singh Khanuja , Head of Engineering · 13 October 2026\n\nKey facts\nAnnouncement: Cheeky-Fit Inc. launches CheekyML, meaning-based search, Picks, Shop Match closet checks and courier-integrated checkout Date: 13 October 2026 For shoppers: Real courier price and arrival date at checkout; saved addresses and cards; Google Pay alongside cards and UPI Price change: Domestic Indian orders no longer carry an import duty estimate, making them around 6% cheaper For brands: Own pickup addresses, per-piece weight and size, automatic courier booking and labels, self-serve storefronts Technology: CheekyML, an in-house engine for search and Shop Match, working alongside the CheekyAI styling assistant Coming next: Cash on delivery, video on listings, brand insights, taste learned from shopping behaviour Most fashion marketplaces are a shop window standing in front of somebody else's warehouse. Cheeky Fit is built the other way round. A maker in Pune lists a jacket, a courier collects it from their studio, and a shopper in Nagpur knows what delivery costs and when the parcel will arrive before deciding to buy. Today we are launching the work that makes that real: shipping built into the marketplace, honest prices at checkout, a seller portal a brand can run without us, and a machine learning engine of our own that understands clothes.\n\nWhat changes for shoppers?\nDelivery is no longer a number you discover late. At checkout we ask the courier what it actually costs to send that parcel, at its real weight, from that maker's address to yours, and we show you the date it should arrive. The figure on the button is the figure that leaves your account, and if you change your mind at that point nothing is charged. While building this we found that every order carried an import duty estimate, including parcels travelling between two Indian cities, which never cross a border and never meet customs. Those orders are now around six percent cheaper. Your details finally stay where you put them. Save as many delivery addresses as you need and choose one at checkout, save a card for next time, and pay with Google Pay alongside cards and UPI. Finding things is quicker too. Picks is a new tab and the fastest way to teach the app your taste: two racks, tops and bottoms, each a deck of cards you swipe right or left. Because the racks are judged separately you can love the shirt and pass on the trousers, and the feed reorders itself as you go. Search understands what you mean rather than what you typed, so asking for something elegant for a beach wedding returns floral midis and silk slips that contain none of those words. And Shop Match now checks a piece against the clothes already in your closet, telling you when you own something almost identical before you buy it twice. Your closet is only ever compared with your own.\n\nWhat changes for brands?\nUntil now every parcel left from a single address, which works for one shop and not for a marketplace. Brands can now add their own pickup addresses and have couriers collect from the door, so a studio in Pune ships from Pune. Parcels carry their real weight and size, measured per piece, so a coat is priced as a coat and a scarf as a scarf. When a payment clears, the courier is booked and the label is made without anyone pressing anything; cancel an order and the collection cancels with it. Joining takes one link, and progress saves as you go, so a storefront begun on Tuesday can be finished next week exactly where it stopped. That storefront is the brand's to shape, from the banner and profile photo to the social accounts and whichever contact details they choose to publish. Photographs stay as they were shot: brands frame each image inside the window shoppers see rather than having a hem cropped away automatically, and decide per piece whether a garment is cut out onto clean white or left exactly as taken. Prices can be entered in rupees or dollars, whichever the brand thinks in.\n\nWhat is CheekyML?\nThe understanding behind search and Shop Match runs on CheekyML , our own engine. It reads what a piece of clothing actually is, whether that is a marketplace listing or a photograph from your wardrobe, and matches them in milliseconds. It works alongside CheekyAI , our styling assistant, which handles conversation and advice. Owning this layer means we improve it on our own schedule rather than somebody else's, and it is the foundation for what comes next.\n\nWhat comes next?\nCash on delivery. Video on listings, so a brand can show how a fabric moves. Deeper insight for brands into what shoppers respond to. And an app that learns your taste from how you shop, not only from what you have photographed.\n\nFrequently asked questions\nWhat did Cheeky-Fit launch on 13 October 2026? Shipping built into the Cheeky marketplace with real courier prices and arrival dates at checkout, saved addresses and cards, Google Pay, the Picks swipe feed, meaning-based search, Shop Match closet checks, a self-serve seller portal, and CheekyML, its own machine learning engine for clothes. How does Cheeky work out the delivery price? At checkout Cheeky asks the courier what it costs to send that parcel, at its real weight, from the maker's address to the shopper's, and shows the expected arrival date. The amount on the button is the amount charged, and nothing is charged if the shopper stops at that point. Why are orders within India cheaper now? Every order used to carry an import duty estimate, including parcels between two Indian cities that never cross a border. That estimate is gone for those orders, which are now around six percent cheaper. What is Picks on Cheeky? A tab with two swipe decks, tops and bottoms. Each is judged separately, so a shopper can like a shirt and pass on the trousers, and the feed reorders itself as they swipe. What does Shop Match do? It checks a piece against the clothes already in the shopper's closet and says when they own something almost identical. A closet is only ever compared with its owner's. What is the difference between CheekyML and CheekyAI? CheekyML is Cheeky-Fit's own engine that understands garments and powers search and Shop Match. CheekyAI is the styling assistant that handles conversation and advice. Can brands on Cheeky ship from their own studio? Yes. Brands add their own pickup addresses and couriers collect from the door. Once a payment clears the courier is booked and the label made automatically, and cancelling an order cancels the collection. Which payment methods does Cheeky accept? Cards, UPI and Google Pay, with saved cards for next time. Cash on delivery is planned.\n\nAbout Cheeky-Fit\nCheeky is an AI-native closet app with a global fashion marketplace, built by Cheeky-Fit Inc. Brands sell direct at 0% seller commission. www.cheeky-fit.com\n\nMedia contact\nPress enquiries: jpande-cfo@cheeky-fit.com",
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