Sudhir Venkatesh, an author and expert on gang culture in American cities, has reported in the New York Times "Freakonomics" blog that The Wire's portrayal of city life is an accurate one, a conclusion he's supported by watching the show with gang leaders in Chicago.
The feedback that came from another viewing, this time in Harlem, of the first episode of the fifth season is enlightening. The former gang members who watched offer Venkatesh insight on favorite characters, predictions about their likely futures, and comments on the show's every detail.
You can read their analysis at freakonomics.blog.nytimes.com. Beware of potential season spoilers if their predictions come true.