saddest

adjective
  1. 1

    (heading) Emotionally negative.

  2. 2

    Sated, having had one's fill; satisfied, weary.

  3. 3

    Steadfast, valiant.

  4. 4

    Dignified, serious, grave.

  5. 5

    Naughty; troublesome; wicked.

  6. 6

    Unfashionable; socially inadequate or undesirable.

    โ€œI can't believe you use drugs; you're so sad!โ€

  7. 7

    Soggy (to refer to pastries).

  8. 8

    Heavy; weighty; ponderous; close; hard.

    โ€œsad breadโ€

Source: https://en.wiktionary.org/wiki/sad, https://en.wiktionary.org/wiki/saddest