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I would say Mastodon already has. I’ve been spending a lot of time there over last few weeks and there’s more content than I can consume. Breaking news stories are covered well, including live blogging, although a lot of that content is cross-posed from Xitter. Plenty of people to follow, including authors, photographers, journalists and scientists. An increasing number of media outlets have a presence there, as well.
Xitter still has an order of magnitude more users, but Mastodon is mostly Nazi-free (which is nice).
Ubuntu 9.04, because of WUBI (anyone remember that?). Unstable as hell, but allowed you to run a near bare metal Linux install without the hassle of setting up dual-booting and a separate partition. Liked Ubuntu it so much that I soon replaced Windows completely. Currently running Debian, so I haven’t strayed far from the family.