Say hello to a very specific kind of nostalgia: Microsoft has turned one of the late-90s/early-2000s computing’s most comfortingly dated visuals into footwear. The company quietly rolled out a limited-edition Crocs Classic Clog patterned with the Windows XP “Bliss” sky-and-hill motif, complete with a set of themed Jibbitz — Clippy, Internet Explorer, the pixel pointer, Recycle Bin and other icons — and a matching drawstring backpack. It’s a playful, slightly absurd merch drop that reads like an affectionate wink to anyone who grew up staring at that default desktop.

The shoes were announced as part of Microsoft’s 50th-anniversary programming. Rather than a standard retail launch, the company is using scarcity as part of the moment: the Crocs aren’t being listed for general sale. Instead, Microsoft opened a sweepstakes on its Instagram account that asks fans to like and comment “#MicrosoftCrocSweepstakes” on the company’s post for a chance to win a pair — the giveaway runs through Tuesday, October 7th at 11:59 pm PT, and the Instagram post explicitly notes “NO PURCHASE NECESSARY.” If you’re picturing a queue outside a sneaker shop, this is more low-stakes internet raffle than drop day chaos.

A quick look at the clogs: sky-blue uppers printed with the recognizable rolling hillside and soft clouds, green footbeds and outsoles that nod to the grassy foreground of Charles O’Rear’s photograph (the real-world origin of the “Bliss” wallpaper), and a handful of small, enamel-style charms that clip into the Crocs’ holes. The whole package leans hard into early-2000s iconography — a design choice that’s more museum-of-personal-memory than strictly fashion-forward. The release first circulated internally at Microsoft in August, and now a small public audience will be able to snag pairs only if the algorithm (or random drawing) smiles on them.

Why make Crocs out of Windows XP? For one thing, nostalgia sells — and technology brands are unusually good at mining their own archives. Microsoft’s 50th anniversary has generated a capsule of retro nods across its products and marketing, and the XP Crocs are a tactile, shareable manifestation of that strategy. They transform a digital memory into something you can Instagram with your lunch, pop on for a summer barbecue, or, more likely, list on resale sites if you do win them. Limited runs, employee exclusives and social-media raffles are now a staple playbook for brands that want hype without a full commerce operation.

There’s also a charm to the absurdity. Clippy — Microsoft’s oft-ridiculed but oddly beloved paperclip assistant — is now literally a shoe charm, and Internet Explorer’s legacy gets the same small ceremonial treatment. For critics who think nostalgia is a cheap trick, this will read as a harmless bit of corporate nostalgia; for fans, it’s a perfectly executed memetic object. Either way, it’s a reminder that the icons we used to curse at are now collectible artifacts.

If you want one, head to Microsoft’s Instagram, find the official post and follow the entry instructions before the October 7th deadline. Beyond that, your best bet is to watch resale markets or keep an eye on any future expansions of the campaign — brands sometimes test the waters with a sweepstakes before deciding whether to offer a wider release. And if you do win, you’ll own a very literal piece of Windows history that doubles as a summertime clog.

The XP Crocs are small, fun evidence of how culture now recycles its own tech past: a wallpaper that once calmed many first-time computer users has been reframed as patterning for footwear, and a digital assistant once lampooned in corporate presentations now serves as a tiny dangling talisman on someone’s shoes. Whether you call it kitsch, clever merch, or the latest chapter in corporate nostalgia, it’s an oddly fitting celebration for a company reflexively thinking about the past while pitching its future.