Artificial intelligent assistant

smooth-boots

ˈsmooth-boot(s Obs.
  [f. smooth a. + boot n.3 Cf. sly-boots.]
  One who uses flattering, ingratiating, or plausible language; a bland or smooth-tongued person. Usually in pl. form.

1599 Minsheu Sp. Dict., Halagadór, a smoothbootes, a flatterer, a faire spoken man, a cunning tongued fellow. a 1610 [see sleekstone 2]. 1691 Wood Life 21 Apr., Dr. Nathaniel Foy bishop of Waterford:..a smooth boots. 1707 Hearne Collect. (O.H.S.) II. 8 The V.C. (whom some Waggs call a second Smoothboots). 1709 Ibid. 175 Old Smoothboots the Vice-Chancellor.

  Hence smooth-booted a., flattering, fawning, soft-spoken. Obs.

1706 Hearne Collect. (O.H.S.) I. 231 Just such another smooth-booted Complyer. 1708 Ibid. II. 101 Y⊇ last smooth booted, sneaking Oxford Address. 1710 Ibid. III. 28 That old smooth-booted, self-interested,..paultry Lancaster.

Oxford English Dictionary

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