A fine sentiment and it's one that I held onto myself for a good while following the loss of support for XP (which was a great OS), but an OS is only as useful as the applications that you run on it and I soon discovered that even though there was no technical reason why new applications could not run on XP, nevertheless Microsoft changed all the installers so as to reject installing onto XP as soon as it was out of support. Not a problem if you happen to already have downloaded an old installer, but there were enough new applications and technologies of interest that I wanted to play with, and I was also finding that even where I still liked the old applications they steadily became incompatible with the evolving world around them, and so I was forced to upgrade to W7 (which thankfully turned out not to be too bad at all). And this is the ongoing issue - as long as you're happy and able to keep using old applications and your digital hygiene is good, then yes it's practical to keep using an OS after it's out of support, but sadly I have found that the constraints of the real world interrupt what would otherwise be a happy reverie.
