prepossessing implies the existence of postpossessing; likewise unprepossessing implies the existence of unpostpossessing, which is not dialectically speaking, simply prepossessing.
In fact the movement from prepossessing to unprepossessing runs parallel with the movement from postpossessing to unpostpossessing and the movement that traverses them both is the move from possessing to unpossessing, which is the culmination of communism.
What's MORE, the transitional lemma: you can only go beyond postpossessing and unpostpossessing through the determinate negation of that bad infinity.

Concluding theorem: going beyond postposession, as such, is the only way to ground unpossession. QED.
This is how you marry aesthetics with communist politics. You're welcome.
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