Artificial intelligent assistant

bootlessly

ˈbootlessly, adv.
  [f. bootless a.1 + -ly2.]
  Without success or advantage; unsuccessfully; unprofitably; uselessly.

1612 T. Taylor Comm. Titus i. 15 (1619) 309 Bootlessly to employ all their paines in keeping themselues from outward pollution. 1863 Pilgrim. over Prairies II. 264 The hunters, returning bootlessly and sullenly from a large ‘cast’.

Oxford English Dictionary

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