I've always had this urge to buy some fat, symmetrical (or nearly symmetrical) skis.
But truth be told, I live in the east and spend most of my time on crappy, cruddy groomers. I don't ski switch as often as I'd like to think, and the parks near me are no fun. So I always end up getting the ski that I think best suits my conditions and riding style. I had Chronics back in the day (the 2005-ish ones with the skull on a stake in front of a red horizon graphics) and later switched to Blends. They are pretty directional, they hold it together on the hardpack, they don't float much on the rare occassion that I see powder: they are utilitarian and they suit my needs.
But I have this dream of getting something wide and soft and symmetrical, and changing my style to fit them. I picture jibbing on natural features at the edge of runs, or buttering on those flat, boring rides back to the lift to make them more interesting. This year I may pull the trigger on some YLEs or Bacons and give it a shot.
So what do YOU do? Get the skis that match the way you ride, and keep doing the same old thing? Or get the skis that match the way you wish you rode, and try a new style?