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1001 Windows Hints and Tips is a compilation of sample articles from Ziff-Davis Press books in Windows help format.
WinDVD is a DVD Player bundled with many DVD drives for Microsoft windows.
Wine Guide is a "multimedia" CD of wines from around the world. Enjoy some vintage wine with your vintage computing!
A media player for Windows. It really whips the Llama's ass.
Windows Media Center was a full-screen media player and video recorder designed for use on home theater PCs. It competed against digital recording devices like the Tivo.
The media player built-into Windows
Windows Personal Librarian is a CD database application for Microsoft Windows 2. It installs fine in a VM, but seems to need some additional configuration after that, but there are no instructions. This is likely a "client" tool meant only to display databases created elsewhere.
WinPlay3 was the first real-time MP3 audio player for PCs running Windows.