I have been using computers since about the Apple IIe and they have just gone downhill ever since.
My favorite operating systems are Windows 3.1, Windows 2000 and Windows Vista.
My all time top 5 pieces of software include Realplayer, Apple Quicktime, IE6, My Comet Cursor and iTunes (for Windows).
Personally, I was very disappointed when AOL(best online service EVER!) stopped offering its wonderful service discs. Thankfully, they have a helpful article on how to do it yourself at BURN-YOUR-OWN-AOL-CD.