| inapt(unsuitable, unfitting, untimely) |
| malapropos(adjective, negative, improper, inappropriate, unsuitable) |
| misfortunate(adjective, unhappy, unpleasant, adverse, annoying) |
| paltry(adjective, sad, unhappy, unpleasant, woe) |
| piteous(adjective, sad, unhappy, sorrowful, mournful) |
| plaintive(adjective, sad, dark, sorrow, depression) |
| portentous |
| repugnant(adjective, hostile, unfriendly, antagonistic, contrary) |
| rueful(adjective, sad, sorrow, depression, woe) |
| ruined(adjective, bad, poor, unhappy, awkward) |
| sad sack(noun, adjective, person, sad, sorrow) |
| unacceptable(adjective, unsuitable, unfitting, endured, untimely) |
| unpleasant(adjective, sad, sorrow, depression, woe) |
| unspeakable(adjective, endured) |
| wistful(adjective, sad, dark, sorrow, depression) |
| woebegone |
| abhorrent(adjective, endured) |
| abominable(adjective, endured) |
| acute(adjective, endured) |
| badly off(verb, expression, phrasal verb, poor, depressed) |