Artificial intelligent assistant

shoeless

shoeless, a.
  (ˈʃuːlɪs)
  [f. shoe n. + -less.]
  Without shoes.

1627 Drayton Agincourt 59 A shoolesse Souldier there a man might meete. 1825 Lamb Elia Ser. ii. Barbara S―, And then came staring upon her the figures of her little stockingless and shoeless sisters. 1875 Jowett Plato (ed. 2) I. 134 He found that the other animals were suitably furnished, but that man alone was naked and shoeless.

  Hence ˈshoelessness.

1843 [G. P. R. James] Commissioner xxxvi. 220 She had found her shoelessness not very pleasant.

Oxford English Dictionary

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