I pirate sometimes, however my only issue is money flow, I tend to buy games if I have money, but if I don't, I pirate.
Photoshop is getting mental to buy now, seeing they've gone the whole Yearly upgrade now, rather than in years past, when a version of PS was out for 2 years or so before a new one, now the entire CS is getting a new one every 10 months or so.
Windows is the only other thing I majorly pirate, because I don't typically use Windows as my main OS (OSX FTW!).