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From awkwardness +‎ -ful.
This word may have been invented as an example of a word that is self-descriptive.


awkwardnessful ‎(comparative more awkwardnessful, superlative most awkwardnessful)

  1. (rare) Full of awkwardness.
    • 1979, Douglas R. Hofstadter, Gödel, Escher, Bach: An Eternal Golden Braid, Vintage Books (1980), ISBN 0-394-74502-7, pages 20–21:
      Divide the adjectives in English into two categories: those which are self-descriptive, such as “pentasyllabic”, “awkwardnessful”, and “recherché”, and those which are not, such as “edible”, “incomplete”, and “bisyllabic”.
    • 1992 November 7, “The Democrats and Me”[1], bit.listserv.words-l, Usenet:
      Please have some consideration for non-natives' awkwardnessful sentences.
    • 2001 February 2, “CHAT: Restructuring vs. Restructuralization”[2], Czechlist, Usenet:
      I think it's very awkwardnessful.
    • 2001 May 15, “Arrays and databases”[3], comp.lang.tcl, Usenet:
      Right now we have an awkward situation, because the [array startsearch/anymore/nextelement/donesearch] commands are not only awkwardnessful, but also SLOW -- until [foreach x [array names y] {...}] starts thrashing.