Earlier quoted context omitted.
But I think examples like Sparrow (Mail app) represent the idea that if you make it obvious that it's worth paying for, people will do it. Maybe if they had a freemium system. It starts off free but if you want no ads and more features you pay $X/month. A user could lobby friends to make the jump to the paid version.
You just described LJ's model. It didn't work well (outside of Russia).
However, while I say 'I want to pay for Facebook' I'm really saying I want to pay for a service that allows me to keep in touch with my friends and nothing else. Not a service that allows me to keep in touch with my friends while also selling my data, and the problems that go with that.
I wrote a very short thought on this idea: