Washington is a place where people have always been suspect of style and overt sexuality. Too much preening signals that you're not up late studying cap-and-trade agreements.
Reagan didn't socialize with the press. He spent his evenings with Nancy, watching TV with dinner trays. But he knew that to transcend, you can't condescend.
For two centuries, the South has feared a takeover by blacks or the feds. In Obama, they have both.
Wooing the press is an exercise roughly akin to picnicking with a tiger. You might enjoy the meal, but the tiger always eats last.