For those interested, I've added a test for the Photoshop CS 2 demo installer (http://code.google.com/p/winezeug/source/detail?r=580 / http://winezeug.googlecode.com/svn/trunk/appinstall/scripts/photoshopcs2.ahk). Currently, the test only installs the demo and verifies the install. I'll add tests to make sure it starts up in the next day or so.
Whlie it works, I found a few previously hidden bugs: http://bugs.winehq.org/show_bug.cgi?id=19342 - Adobe Photoshop CS2: Doesn't display license screen for installation (appinstall) http://bugs.winehq.org/show_bug.cgi?id=19343 - Adobe Photoshop CS2: Edit controls have wrong names (appinstall) http://bugs.winehq.org/show_bug.cgi?id=19344 - Adobe Photoshop CS2: Some files missing on installation (appinstall)
If you've got a few minutes, check out those bugs and see if you have any information about them. Other than that, CS 2 seems to install fine.
P.S., I'm working on some instructions for writing new tests, that I'll put on the wiki (later tomorrow-ish). While the testing framework is mostly complete, it's still pretty alpha/beta, and stuff may change, as I find different features that I need/bugs to workaround. It's at a point though that most of the 'core' stuff shouldn't change. If you'd like to help with adding tests, shoot me an e-mail if you've got more specific questions.