I'm still kicking myself because when I first heard about Bitcoin (in 2010) I was working on a research project that required three GPU clusters (each costing between $15k and $20k). The contract for the project was delayed and I seriously thought about "benchmarking" the hardware by Bitcoin mining until work on the project could continue. I never actually did any mining and the hardware sat idle in our lab for a couple of months. I don't have the stomach to calculate what the Bitcoins that hardware was capable of generating would be worth today.
Actually the first person known to GPU-mine (supposedly an Apple OS engineer, friend of "BitcoinEXpress" on bitcointalk.org) claims he did it in May 2010, wrote his own miner, running on 3 x AMD Radeon HD 4850 graphics cards. The claim sounds plausible. There was a small bump in the global hashrate in May that seems to correspond to the power of this setup.