Microsoft has unveiled this year's Windows Ugly Sweater, and this time it's celebrating iconic iconography from Windows' history. In keeping with Microsoft's 50th anniversary celebrations for 2025, this fall's Ugly Sweater features the likes of Clippy and Paint for that sweet, sweet nostalgia juice.
You can buy Microsoft's Windows Ugly Sweater for 2025 directly from the online Company Store.
1:07 PM ET: Microsoft's own website seems to be buckling under traffic and demand. W e assure you the links are correct, but you may have to F5 that puppy and hope you can snag one! - Daniel Rubino, Editor-in-Chief
That one was followed up with the Windows XP Ugly Sweater in 2019, which was also only sent to a limited number of influencers and fans. 2020 was the first year where the Windows Ugly Sweater became more widely available, being available to purchase on the Microsoft Company Store. This one was themed after the classic Windows Paint app.
In 2021, the Ugly Sweater was themed after Minesweeper, and in 2022 it was themed after Clippy. The last Ugly Sweater until now was in 2023, and was themed after the iconic Windows XP Bliss wallpaper. For some reason, Microsoft didn't do an Ugly Sweater in 2024, but they're thankfully back for 2025.
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What is 2025's Windows Ugly Sweater theme?
This year's Windows Ugly Sweater theme celebrates iconic products, apps, and services from Microsoft's 50 year long existence. It features icons such as Paint, Clippy, MSN, and Internet Explorer.
Can I buy the Windows Ugly Sweater 2025?
Yes, the Windows Ugly Sweater can be purchased directly from the online Microsoft Company Store.
More Cyber Monday 2025 - quick links
- All our TOP recommended Cyber Monday deals: Just the best
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- Xbox accessories: best deals on gadgets for your Xbox Series X|S and PC
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- ANC headphones: great Cyber Monday deals on the best ANC headphones
Even more Cyber Monday deals: - Dell deals: 13 deals from Dell.com that you shouldn't miss
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- Walmart: 7 top laptop deals you shouldn't miss
- Samsung monitors: the best Samsung display deals we've found
- Retro gaming: handhelds, arcade machines, old school consoles, and more
- Gamer merch: Blizzard’s Warcraft, Overwatch, and Diablo IV collectibles
- Game keys: 10 PC game codes are even cheaper at Loaded (formerly CDKeys)
- Accessories: Even more PC accessories starting at $17
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