Originally Posted by jaara
Ok, let's take a close look.
I have my Win OS and I need to be anonymous for some time, I run Incognito in virtual machine. Then apart from regular browsing, I need to run a windows app anonymously. It cannot be done (simply) in my regular Windows (host) environment, but inside Incognito (guest system), I would have nothing to fear of. All traffic goes throught tor and inside guest OS the app cannot do any harm (and cannot get any info about true me). But I need wine for running the app.
That's not necessarily true -- it depends on the application you use. Sure, in your scenario it's very unlikely that your wine:ed windows app would leak you IP address (since Incognito wouldn't have access to it), but depending on the application, it can leak other dangerous information (system time, files, user name/passwords, etc) which could be used to pinpoint your true identity.
What's worse, the app could contain backdoors or bugs (which is more difficult to tell if the application is closed source, which is usually the case with windows apps) which potentially could compromise your entire Incognito session. It should be mentioned that the latter (Incognito compromise) is very unlikely, but, on the other hand, the former (leaks) is very likely. To prevent leaks each app has to be auditted, and I've done some of that for most of the apps included.
In any case, what you're talking about is very
different from what john99 wants -- he wants a "windows emulator", i.e. a virtual machine, running a complete virtualk Windows session under Incognito. Wine is neither an emulator nor a virtual machine, and in general I believe it would be a much safer approach. I barely dare to think about how much information and how many backdoors a complete Windows system contains...