I wish to call attention to a passage in Senator Barack Obama's book Dreams of My Father (ask any Obama-follower if they have ever read his book(s) and you will hear a loud silence!) that explains a deep subconscious (or who knows, perhaps conscious) dislike he has for America and why it’s certainly plausible that his wife really meant it when she uttered the now infamous remark “…for the first time in my life I am proud of America…”

From Dreams of My Father:
“... As we walked back to the car, we passed a small clothing store full of cheap dresses and brightly colored sweaters, two aging white mannequins now painted black in the window. The store was poorly lit, but toward the back I could make out the figure of a young Korean woman sewing by hand as a child slept beside her. The scene took me back to my childhood, back to the markets of Indonesia: the hawkers, the leather workers, the old women chewing betel nut and swatting flies off their fruit with whisk brooms ... I saw those Djakarta markets for what they were: fragile, precious things. The people who sold their goods there might have been poor, poorer even than folks out in Altgeld [the Chicago housing project where Obama engaged in community organizing]. They hauled fifty pounds of firewood on their backs every day, they ate little, they died young. And yet for all that poverty, there remained in their lives a discernible order, a tapestry of trading routes and middlemen, bribes to pay and customs to observe, the habits of a generation played out every day beneath the bargaining and the noise and the swirling dust. It was the absence of such coherence that made a place like Altgeld so desperate, I thought to myself.”

The coherence of traditional society imposes a structure on life, a structure so rigid that such societies cannot adapt to change and must crumble before encroaching empire. In return for the sanctity of individual rights, Americans are freed from the constraints of traditional society and made responsible for their own actions. For an American presidential candidate to refer to traditional society as the model for the solution to American problems has no precedent. It is one thing to denounce American errors while upholding American principles. Never before has America considered electing a president who prefers the alternative, and that might just be the most dangerous thing to happen to the United States since its Civil War.

Consider what one reads reveals about oneself:

“I read just about anything by Toni Morrison, E.L. Doctorow, or Philip Roth. And I've got a soft spot for John le Carre.”- Barack Obama

IN case you don’t know anything about these authors, well lets just say they aren’t mainstream or moderate or conservative thinkers. All four authors are most definitely idealists. While that may very well be an admired moral trait, idealists as opposed to pragmatists have tended to not be well executives of the country’s they lead. All four authors have most definitely been critics of America for not living up to the author’s opinion of what America should be. Thus, when his wife says “…for the first time in my life” the obvious conclusion that she has never been proud of America, you can understand why: America doesn’t live up to Obama’s sense of where it should be, hence he is “embarrassed” by America.

Toni Morrison is known as a black feminist critical of American life. Morrison caused a stir when she called Bill Clinton "the first Black President;" saying "Clinton displays almost every trope of blackness: single-parent household, born poor, working-class, saxophone-playing, McDonald's-and-junk-food-loving boy from Arkansas." in the 2008 presidential race, Morrison has endorsed Senator Barack Obama over Senator Hillary Clinton.
E.L. Doctorow is a socialist, He delivered a commencement address critical of President George W. Bush at Hofstra University on May 23, 2004..
Philip Roth, he wrote a book titled “I Married a Communist”, says it all.
Note that the first three (not sure about Carre) are all excellent writers.
John le Carre (pseudonym of David John Moore Cornwell) is known as a good espionage writer, the Englishmen wrote one essay titled “The Unites States has gone Mad” protesting the US led war in Iraq. He has had a long-running feud with the author Salman Rushdie, arguing that the publication of Rushdie's novel The Satanic Verses, as an affront to Muslim sensibilities, predictably put Rushdie and other people connected with the publication in danger. Rushdie in turn accused le Carré of misunderstanding his work and siding with those who imposed a fatwa on him, forcing him into hiding.

You are what you “eat”. If this is what he reads, no wonder America "embarrases" him and he dislike her.