> buying x times the exact same car when times comes to change cars is kinda just weird.

I would totally do that if I could. I have done it with shoes when I've had the good insight of thinking about it. I do it often with clothes when I find a good product that suits my needs. And I wish I could do it with my very-average-but-reliable car.

I'm dreading the moment I have to buy the next one and take the risky decision.

I am very fortunate to have an above average salary for where I am from, but what surprised me from going to pretty much broke to quite well off, is that my life didn't become flashy, it just became VERY comfortable with normal, everyday things.