It sounds like the cars might have slightly more than broken even on cost for you which sounds like a terrible investment option when you've got everything from real estate to mutual funds that will generally outperform cars - and, much like stock picking, most of the models you purchased didn't significantly appreciate - just one ended up gaining in value.
I suppose I was misinformed in that I thought that cars of all value ranges were pretty disastrous assets to hold - but it sounds like holding on to them for value appreciation still isn't a particularly good tactic.
When you have enough cash on hand to buy one, chances are you already have investments in money-returning assets, and you're diversifying into entertainment-returning ones. No point making a bunch of money just to spend it all on making more money. If you can tie up a bundle of cash for a year, get a bunch of entertainment out of it, then liquidate for approximately the same amount, who is to complain?
I suppose I was misinformed in that I thought that cars of all value ranges were pretty disastrous assets to hold - but it sounds like holding on to them for value appreciation still isn't a particularly good tactic.