Most dramatic fiction these days takes places in a world of the color blind, unconscious to the racial contours of society, as if race were incidental, and certainly showing no thought on the character’s behalves of their own whiteness. Here I to look at three films to show a kind of time lapse of a similar racial story tropes, separated by about twenty-five years and all having Sidney Poitier as a symbolic touchstone. These three films all touch a kind of inflection point in white racial awareness in their respective eras – Get Out, Guess Who’s Coming to Dinner (the boilerplate for these type of movies) and Six Degrees of Separation. These dramas don’t present one-stop answers, nor are they meant to, but they do demonstrate and dramatize the contours of the problems of whiteness with different levels of fledgling racial self-awareness.