I thought I would keep my SS/SC forever. It was quick, great on gas, reliable and cheap to maintain. But the day-to-day realities of what I had done started to become a drag. I began to hate the FWD, stiff suspension, and loud exhaust. (Of course, most was my own doing lol) I decided I need 2 cars: a comfy daily with room that I didn't car if it got beat up, and a dedicated fun car.
I ALMOST went with a CTS-V wagon instead of having 2 cars -- but I thought I would regret getting a car that was "everything" wrapped into one.
I plan to drive both my current vehicles until they die.. however I bet in a few years I will get an itch to move on.