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A jessiefail is similar to an "epic fail". But, epic fail is all worn out and overrated. Jessiefail is the new "epic fail..
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when three afro americans stand around one white woman and one sticks his man genitals into the anus of the woman, while the other two s..
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When something great is expected, but only a very disappointing substitute is received.
I thought she was gonna blow me, but instead sh..