When you hear someone talking about a 'good ol' boy,' it conjures up the image of a guy who lives in a small, rural town, drives an old beat-up pick-up truck with a Confederate flag in the back window (which he sees as a symbol of Southern pride), probably chews tobacco and may or may not have a high school education. They are perceived to be prejudiced and racist. Calling someone this is not a compliment, unless you also happen to be a 'good ol' boy.'
Example:
-I live in New York now, but back home, I knew a lot of good ol' boys.
-Really?
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