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4. In a larger and more general context, a Trustafarian is someone who lives off of a trust-fund or off of rental income from property that he/she inherited. In previous centuries certain rich kids received stipends or allowences from their parents to live a cultured life (usually before settling down while looking for a suitable spouse, and later getting a sinecure in the family business) without actually working for it, those could be now called proto-trustafarians. Anyone who livess off of income he/she hasn't actually earned and keeps it quiet is a Trustafarian, who may in fact be, and often is a decendant of proto-trustifarians.
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