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When you blew something so monumentally that not only your entire [circle of friends], but your biological family is aware of just how deeply you screwed up. Apart from the generic, the connotation of this term transcends the platonic, romantic, and sexual; especially when you allowed your partner's [judgement] to override basic [common sense], costing you something far greater than they could ever offer. Bonus points if your losing the draw was directly analogous to a friend or, say, father's gambit.
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