unsmartly

adverb2

1. •
   Without a smart appearance; looking shoddy or unfashionable.

   • […] this monocled, somewhat foolish-looking, unsmartly-dressed but knowledgeable aide […] — 1966
2. •
   Without intelligence; foolishly.

   • I confess that I was unsmartly naive. Now I need to fix my sexual trauma to be happy. — 2014