I'm pretty sure I can trump nearly everyone in this thread. When I started out BTC was sub-$1, and there used to be faucet's that gave out around 0.05 BTC once a day or so (which would be close to ~750 USD now). I didn't purchase a lot and spent a lot of it as well (which I chalk up to supporting the ideals of Bitcoin as a currency) - but I'm fairly happy with my holdings.