Note that some built-in applications like Safari won't allow you to modify tags or comments. From there, right click on the new Finder sidebar item, and choose 'Add to Dock'. Then, save the search, which adds it to your Finder sidebar. Add comments or tags to the applications you want to group, making a new Smart Folder in /Applications, and then setting the search criteria to be the comment or tag you chose. I realize this question was asked awhile back, but if someone with a newer OS stumbles upon it, here's another trick you can try. Convenient!) The results look like this: All this being said, an alternative if you have OS X 10.7 Lion is to use to organize and access your apps, keeping the contents of your Dock as minimal as possible. (Note that dragging an app from the Applications folder to another folder makes an alias by default. You can then click the folder to see something like this: If you want subsets of your Applications as separate Stacks, you can create folders for each somewhere in your filesystem, and add for the desired applications. Dragging the Applications folder from the Finder into the 'Stacks section' (right of the white-dashed line) of the Dock will add it as a Stack. While the Dock doesn't have the concept of 'folders' for the apps that are pinned to or running in it, as of Mac OS X 10.5 Leopard the feature can provide something similar.
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