Ipredia OS
To be honest, this is not just my first choice in favor of an anonymous OS. This is primarily due to its user interface and general functions. However, it is certainly one of the oldest operating systems and can keep you and your actions private.
The anonymous network technologies built into IprediaOS allow users to gain confidential Internet access and automatically protect your online activity.
Its file sharing features are pretty reliable. You can share files with other users without relying on a central server! The rules of decentralization, right? Similarly, it is pre-installed with the I2P router, as well as with the Bittorrent client.
It has software for everything including file sharing, email, encrypted chat and more, making it easier for users to communicate and share files securely.
Oh, and it wouldn't be what it is today if it wasn't open source. No secrets at all.