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Issa Rae has come a long way since writing, producing, and starring as the awkward black girl in her YouTube webseries aptly titled Awkward Black Girl.

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It seems like a lifetime ago that I was in middle school, humming the lyrics to Eve's Gotta Man and pretending to embody the confidence of my then-idols. In my mind, I had the love of my life, the bomb career, and the sex appeal.

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