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An African American or black person who does not identify with black people and identifies with white people for their own personal gain or because they are afraid of them.
Clarence Thomas is a handkerchief head because he is a black person that does not identify with or help black people and only identify or acknowledges white people for their attributes.
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someone that influences people of high stature for their own personal gain.
That handkerchief head is mowing his boss' yard again so that he can be off on weekends.
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a subservient, role-playing, white-stereotyped black person. A lone black person in a friend group of white people.
That underclassman Liam is a handkerchief-head negro to all the white popular kids at lunch.