Abstract: This essay tracks down the negative, undesirable and traumatic effect of masculinity over feminityin regards to two great obstacles as “blackness” and “feminine” entwined together to suppress black women and at the same time to show their abilities in liberating themselves as the title of the novel shows, “I know why the caged bird sings.”Angelou herself believes that to be African American Women the conditions are difficult; women should harshly struggle against masculine prejudices, white illogical hate and black lack of power. She urges women to respect themselves and to be active in taking the offence. Thus women should struggle against masculine world and go on their quest for subjectivity by revising the terms of love, autonomy and liberty. So the present study intends to show the ability of a young and inexperienced black woman in resisting all kinds of oppressions as abusing and even the controlling negative stereotypes like “mule” and “jezebel.” This is done through womanist approach.