Microsoft’s 2025 Limted Edition Windows Ugly Sweater celebrates 50 years of nostalgia with Clippy, DOS, MSN, and more— and it’ll sell out fast, so act now!

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Microsoft just released its annual ‘Ugly Sweater’ design, and this year it’s a tribute to classic Windows images. To celebrate Microsoft’s 50th anniversary next year, the sweater features beloved characters like Clippy and the Paint program, bringing back fond memories for many.

You can buy Microsoft’s Windows Ugly Sweater for 2025 directly from the online Company Store.

Microsoft has created collectible “Ugly Sweaters” each year for the past few years, each with a unique design. The very first one, released in 2018, is particularly rare. It wasn’t sold in stores, and only a small number were given to fans and influencers. The sweater showcased the classic Windows 95 logo and started what has become a popular annual tradition.

The Windows XP Ugly Sweater followed in 2019, and like the first, it was only given to a small group of influencers and fans. In 2020, the Windows Ugly Sweater became available for purchase by the general public for the first time, sold through the Microsoft Company Store. This version featured a design based on the beloved Windows Paint application.

Microsoft’s annual Ugly Sweater series has featured fun themes from the tech world. In 2021, it was inspired by the game Minesweeper, followed by Clippy in 2022, and the classic Windows XP Bliss wallpaper in 2023. There wasn’t a sweater released in 2024, but thankfully, Microsoft is bringing it back for 2025.

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What is 2025’s Windows Ugly Sweater theme?

This year’s Windows holiday sweater design is a fun tribute to Microsoft’s 50th anniversary, showcasing beloved classics like 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.

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2025-12-01 21:39