Yeah a lot of it is how you save and where you choose to spend your money too... some people might say 'wow you must have a lot of money to have that car' but at the same time they will spend $100 per weekend going out drinking.... Someone who is more careful with their money could easily put away a chunk each month and end up with enough to get a nice car after a couple of years.
Another thing I notice is that if someone has an SUV or truck that cost say $50k nobody will really think 'woah they must be loaded!' but if someone has say a couple of year old 911 or nsx or something that they picked up for $50k, people will have a different attitude and think they're rich and showing off their money. When all it is is that they have different priorities from the person with the SUV, and spend their money differently.
Anyway my car history is pretty simple!
Bought a '90 Miata in 2001, and still have it now! Bought it with 90,000km on the clock, now it has 240,000km. Been my daily driver for 7 years, and my autocross car for the last three. I've abused the heck out of it and it's not given me any trouble at all!
Also bought a Kawasaki 650R motorcycle last year, and have put 19,000km on that since I got it. Starting to do motorcycle track days now, just did one this year but I'm looking forward to doing a few of them next year.