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Grade-D Jackassery is Jackassery at any-level of Jackassery, while really referring to the "D", or, "Dick", and is a reference to the sexual theme of a form of Jackassery. Grade-D Jackassery is, in essence, responding in giving your opinion of something or someone by choosing to say option "d" - all of the above, and while simultaneously saying something was kinky, or otherwise sexually themed humor.
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