Welll... bound to happen. This is recipe for why things are worth money:
Good/beautiful/useful - generally desirable (high demand) + Hard to find (low supply) + publicized (demand) + in great shape (supply modifier; only a given % of supply is desirable)
Things that people think will be collector's items are not usually hard to find because people save them and keep them in nice shape. Things that are garbage are not worth money because they are not "good", they have little utility, beauty, or fun factor. Things that are cool but not well known are not worth money because there is no demand. You understand all this, i'm sure.
Things that will be worth money are either things we do not think of as being valuable (things we throw away that are beautiful or useful, like ephemera such as flyers, posters, etc) or thinks that lose value easily because they are damaged easily. PSX games are packaged (mostly) in brittle jewel cases and put out in the notoriously fragile CD format. They have a high attrition rate as they're easily damaged or thrown away due to having a low perceived value to most people (not old enough to be collectible or new enough to be current). They're not widely collected for. Nobody expected them to be worth money in the future, so they're not usually well-cared for. This is actually the recipe for something to be worth money. If River Raid carts cracked in half easily, the game would be worth a lot more than it is.
Another funny one: sneakers and t-shirts. Nobody expected Nike Air's from the early 90's to appreciate in value, but they fit the criteria. They are beautiful and useful (not to me, hell no, but to many), and they have a high attrition rate. There aren't many older sneakers in good shape. They were used, damaged, and thrown away. The remaining pairs are rare, especially if they were already harder to find because of some specific design or whatever. The same goes for t-shirts of early punk and hardcore bands. These things might have had runs of 100 or 500 shirts, they are beautiful (to some people), were often subjected to some very shirt-unfriendly conditions almost immediately after purchase, and even if they were not moshed to pieces, t-shirts are not naturally long-lasting. Now that the collector or nostalgia factor enters, their extremely limited supply makes them hot items. If you want an original judge or gorilla biscuits t-shirt these things are going well into the hundreds, I imagine there are some fakes out there once that amount of money comes into the picture. Bizarre, but again, it all makes sense if you look at it right. The job is to predict which things will actually be worth more in the future than they are now. VHS, 8-track, Cassette and CD/DVD copies of most items are not worth much money right now; to some the idea of them ever being valuable is laughable. However, these are physically weak formats, prone to failure. Certain titles (that have inherent appeal for whatever reason) will become harder and harder to find in any good shape. They WILL be worth money.
Cars are funny like that... few people look at their own newer car and think of it as a future classic, since it looks boring to them. People in the sixties never imagined their cars would be worth money now, they scoffed, they were wrong, we scoff now, we'll be wrong. Just like hairstyles; you think "how could we have thought those looked good", imagining that what you have on your head is not subject to that same ruling or will not be twenty years later. Then again, storing a car over such a long time comes with a cost unless you have all that space and are willing to wait anyway. Ephemera is the way to go, since it's often free. Any appreciation is a lot of appreciation when you pay 0$ to start. It's easy to store, fun to collect, often fairly obscure. All that needs to happen is for the band to really break, the drug to be banned, the actor to get shot, whatever. As long as most other people don't get the same idea and hold on to it, as long as they throw it away and add value to your copy, and people in the future want it... there you go.
Ok, sorry for such a long reply. Bit of a topic I've been thinking about lately.
Edited by DickNixonArisen, Mon Apr 11, 2011 1:52 PM.