I JUST bought the upgrade to Photoshop CS for Windows (not CS2, don't like it...) and I've had CS for my Powerbook for quite a while now along with Final Cut Pro HD and After Effects 5.5 Std. I just snagged up a copy of the Illustrator CS upgrade (again, I see no point in CS2). I won a copy of 3ds Max 7 so I don't have to upgrade (I'll be on subscription very soon for the free 3ds Max 8 update). I also just bought and upgraded to After Effects 6.5 Pro for Windows (now my Powerbook is a tad outdated). I bought Zbrush 2 at the Siggraph convention......I also own licenses to Flash MX Pro and Director MX.
Other than that, it took me forever to upgrade. I was on Photoshop 7 for the longest as well as Illustrator 9/10. For coding I use Notepad2 or Crimson Editor. I use free FTP software as well as free encoders for video.
I started with all educational versions of the software. Going to the Siggraph conventions each year has opened up my eyes about the software industry. They put in a lot of hard work and give back to the community. Plus I've won stuff each time I've gone and they throw killer parties
So those of you that are under age or still in school, don't rule out educational software....Adobe has a policy that allows students to use their educational versions commercially.