Read This
I don't really have anything to add to this LiP Magazine article, Uh-Obama:
Note, never has a white politician been confronted with questions about his or her ability to transcend race, or specifically, their whiteness. And this is true, even as many white politicians continue to pull almost all of their support from whites, and have almost no luck at convincing people of color to vote for them. In the Democratic primaries this year, Obama has regularly received about half the white vote, while Hillary Clinton has managed to pull down only about one-quarter of the black vote, yet the question has always been whether he could transcend race. The only rational conclusion to which this points is, again, that it is not race per se that needs to be overcome, but blackness. Whiteness is not seen as negative, as something to be conquered or transcended. Indeed, whereas blacks are being asked to rise above their racial identity, for whites, the burden is exactly the opposite: the worst thing for a white person is to fail to live up to the ostensibly high standards set by whiteness; it is to be considered white trash, which is to say, to be viewed as someone who has let down whiteness and fallen short of its pinnacle. For blacks, the worst thing it seems (at least in the minds of whites) is to be seen as black, which is no doubt why so many whites think it's a compliment to say things to black folks like, "I don't even think of you as black," not realizing that the subtext of such a comment is that it's a damned good thing they don't, for if they did, the person so thought of would be up the proverbial creek for sure.