So have been doing more work on this to make it work as an actual tag cloud portrait generator. Before, as in the image above, I simply found rectangles and then picked words that would fit the space. To make it right I had to find rects that matched the word size. Right now I'm using a service that provides Twitter hashtags along with usage counts and I use the counts to figure out font sizes. Anyway, made this test image just now - only problem I'm having now is that it's taking about 20sec to produce. I'd like to improve that for sure.
