Well one reason could be people's frustration with Bush era policies of unilateralism and interventionism. Obama promised change and he is a changed person than his predecessor.
He does not hail from an 'aristocratic' background like Bush and made people feel that he is one of them.
His foreign policy differs as seen in his overtures towards Iran and other issues like Nuclear Disarmament.
He might be blamed for being a socialist(btw socialism does not sound as bad as it used to be) but he has taken steps to rectify and rein in greedy bankers to some extent or atleast save the common man though it will take time.
He is an African American and he has a Muslim background which is a plus with a large part of the population.
He is liked in Europe since he wants to talk rather than just order Europeans to pack their bags and invade a country.
I think these reasons do not answer your question regarding press but in general why he draws popular support.
I saw him address the regular White House Press briefing himself which was rare incident for a President when he took over from the current Press Secretary.
I hope it helps to some extent.