When I was a little kid I did. At first I was a Canadiens fan due to Saku Koivu and Theodore, but then I guess I got bored with that and moved onto loving Miikka Kipprusoff. Though I don't remember ever really caring about wins/losses back then, just that Koivu/Theodore/Kipper played well. If Calgary lost 1-0 in OT but Kipper got 30+ saves and was amazing, I was happy.
Then I remember watching Colorado in the 05-06 playoffs. I always had a soft spot for them (had a Forsberg photo framed on my wall for years before this) but never really got to see them on TV too often, (before the days of NHL.tv and such) and I just loved their jerseys, how loud the arena was, Sakic, Hejduk, Tanguay etc. And from then on I was hooked, even during the absolute miserable years it never really wavered.