OP

Quoted from local_single:

The shirt retailed for like $45 in 2001, I'm assuming all of it like the Japan Relief tee they did in 2011. https://www.highsnobiety.com/2011/03/31/supreme-japan-relief-benefit-t-shirt/
They made a ton of them, and donated the money in 2001.
I in no way bought that in 2001. bought that shirt resale last year becuase of it's age and history. Yea $800 is a lot but it's 15 year old piece of history.

I bought it second hand from another collector, the shirt is 15 years old.

I don't see it, as beanie babies had arbitrary value and no function outside of being beanie babies. It was something everyone was buying into to get rich so the market collapsed. Yes more people are buying into supreme and trying to flip it quick, and yes will see the bubble pop but I doubt it we become .50 status. As the initial retail price for some items are upwards of $250. You can't create something and say "this has value and this is collectable" it has to happen naturally.
It's why magic cards are collectable or vinyl records, supply and demand on top of function and design.
I think beanie babies or baseball card are an extreme examples as they were just fabric or pieces of paper with no external value attached. That people only bought because someone said they are worth money, when nobody saw the value That why stuff like a CDG supreme wallet holds more value than a normal Supreme or CDG wallet.