Win95 was the first OS I ever bought separate from getting a new computer. It was pretty cool at the time, though not the most stable thing in the world — I seem to recall that Win98 was a much more stable OS that was mostly the same in terms of look and feel.
I skipped 95 and eventually upgraded to 98 toward the end of 1999. Since then I have acquired a couple of Win95 laptops that I use for simple data logging and the like.