If I've understood #1 correctly, this year's node knockout winner does exactly this. http://observer.no.de/features

The demo appears to be buggy, but they seem to have something substantial in the works. From the website:

Please note that Observer was build during the Node Knock Out, a 48 hour coding competition. The commercial version currently in developement, this free service will stay online as long as there are resources to support it.

update: ClickTale does this perfectly, down creating playable videos. http://www.clicktale.com/