On the other hand, keeping a car forever, really has it's advantages. If you follow "roadkill" David Freiburger has talked about Mike Finnegan and his gasser, "blasphemi". Mike has kept the car and dumped huge money into it. Frieburger talks about how Finn knows the car and drives it really well. I have an 06 mustang gt that I bought new in December of 05. Great story on how I bought the car, and I got a smashing deal on it. But I also bought it new, so it wasn't cheap. The problems I have had with the car are minor and I have done 99 percent of the work myself, especially putting the blower on it.
The joy of working on the car is immense. I have had my moments of frustration, due to my lack of skill and facilities. Here in the rust capitol of the world, working on a car that still has paper hangers from the factory is like being in a resort. Fun and pampered. I wouldn't have that if I didn't pay top dollar.
I also "learned" to auto cross in the car. I know most of the time when she is ready to bite and can catch it. I have grown with the car and been able to experience the improvements in tires and suspension. I think I love that car more today than the day I drove it home. I am hoping to find another and make it a winter car. I never hated winter until I started to take the car off the road when it snows. I don't hate winter as much since I'm driving a fox body, but I dearly miss my big mustang.
I planned on this being a legacy car, so I have treated this car well, pampered, but not spoiled. The paint looks amazing, to the point someone asked me last year when the car was painted last. I have just been anal about where I parked it, and how it was washed. The interior mods have all been as close to oem as I could make them, no holes drilled anywhere obvious.
With hindsight being what it is, it would be nice to but the best model of what we want and keep improving them. It would be cheaper in the long run. As I said before, I have rarely in my life had a car that I didn't love and wasn't a pleasure to drive. This is why it has been so hard to sell a car. Usually it was because of lack of storage an I didn't want to be responsible for a car being destroyed by the elements. We lost most of the money when we sold our truck, but we never used it an it was rusting. The kid who bought it for really cheap was more than thrilled with it. That made it at least palatable.
Sorry for the long story, but my point is: Sometimes I'm just not going to say goodbye. I have too many memories in my big mustang. My kids rode in car seats in that thing, auto cross schools, almost epic road trips, Mt. Washington....you get the point. I have asked to be buried in the car, if I am, my son wants to pull the engine for another car. I'd say that would be fitting and I wouldn't be saying good bye!