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From: Webster's Revised Unabridged Dictionary (1913)

 In·gra·ti·ate v. t. [imp. & p. p. Ingratiated p. pr. & vb. n. Ingratiating ]
 1. To introduce or commend to the favor of another; to bring into favor; to insinuate; -- used reflexively, and followed by with before the person whose favor is sought.
    Lysimachus . . . ingratiated himself both with Philip and his pupil.   --Budgell.
 2. To recommend; to render easy or agreeable; -- followed by to. [Obs.]
    What difficulty would it [the love of Christ] not ingratiate to us?   --Hammond.