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I've been really happy with the options Omnigraffle offers towards wireframing. Right now, and this isn't likely to change, we tend to offer a printed bundle with functional templates to our analogue-minded clients. Before pushing the print button the wireframes are put into an Indesign doc, just for the pagination and automatic table of contents generation.

I would really love to see a simple table of contents generation system in Omnigraffle, so I won't have to leacve the app for Adobe bloatware. This post is basically a feauture request, awaiting support from other users :-) Keep it up