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Refers to someone who is "kind" or "thoughtful" to someone else by spending excessive/unnecessary money on him, or by giving the person undeserved/unearned cash gifts. Often used in a sarcastic/disapproving manner, where the speaker feels that the fiscally-generous person is either just being overindulgent (like a doting gramma/grampa to a spoiled/impressionable child whose old-school/austere parents want to train the child with the "you have to earn what you spend, and good behavior should be practiced without expecting to be bought/bribed" mentality), or is trying to manipulate/pressure the "favored" individual by paying him to perform dishonest actions and/or sexual favors for the giver.
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