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I am trying to make a similar design for myself as seen on this site: http://postertext.com/ and am running into some trouble in CS6. I first select the layer that I would like to overlay with text, right click to make a work path, switch to text and click within the area so that the text sticks within the work path. From here if I paste in too much Photoshop waits for a few seconds while it processes, and then ....nothing. I've been reducing the text that I paste in little by little and once I hit some magic threshold it will work but that is becoming a major pain in the ass and now I have hit a point where I need to get more text in there but am simply unable to.

Has anyone come across this before? Is this a real bug or is there something else I should be doing?

I also think there may be a better way to do this but I simply don't know how, in my last revision I removed parts of the image for highlighting, hoping to have a lack of text in some parts. But when I created the work path it ignored these unselected areas and just make a path around everything. Like making a work path from a donut and having it fill in the hole in the middle. Is there a different better way I should be doing that?

Thanks for the help!