| No. | Item | Definition |
|---|---|---|
| 1. | accursed | under a curse; wretched |
| 2. | adverse | unfavorable; harmful |
| 3. | agonizing | causing great pain |
| 4. | alarming | causing fear or concern |
| 5. | anguished | in severe mental pain |
| 6. | awful | extremely bad or unpleasant |
| 7. | awkward | causing difficulty or embarrassment |
| 8. | bad | not good; undesirable |
| 9. | belated | happening later than expected |
| 10. | benighted | in a state of misery |
| 11. | bleak | lacking hope; depressing |
| 12. | blue | sad or depressed |
| 13. | brokenhearted | overwhelmed with sorrow |
| 14. | calamitous | involving catastrophe or disaster |
| 15. | catastrophic | causing sudden great damage |
| 16. | crestfallen | sad and disappointed |
| 17. | cursed | doomed to misfortune |
| 18. | deficient | lacking; inadequate |
| 19. | deplorable | deserving strong disapproval; bad |
| 20. | dire | extremely serious or bad |
| 21. | disappointing | failing to meet hopes |
| 22. | disastrous | causing great damage or failure |
| 23. | disquieting | causing unease or worry |
| 24. | distressing | causing anxiety or sorrow |
| 25. | dreadful | very bad or unpleasant |
| 26. | embarrassing | causing shame or discomfort |
| 27. | excruciating | intensely painful |
| 28. | fateful | having serious consequences |
| 29. | foolish | lacking good sense |
| 30. | foreboding | suggesting future misfortune |
| 31. | forlorn | lonely and unhappy |
| 32. | ghastly | horrible; shocking |
| 33. | gloomy | dark or depressing |
| 34. | glum | looking sad or unhappy |
| 35. | grim | bleak and depressing |
| 36. | hapless | unlucky and unfortunate |
| 37. | hard-luck | marked by bad luck |
| 38. | harrowing | extremely distressing |
| 39. | heartbreaking | causing great sadness |
| 40. | heartrending | deeply distressing |
| 41. | hexed | under a spell of bad luck |
| 42. | hopeless | without hope of success |
| 43. | horrible | extremely unpleasant or bad |
| 44. | ill-advised | not wise; regrettable |
| 45. | ill-fated | destined to fail or suffer |
| 46. | ill-starred | marked by bad luck |
| 47. | imprudent | not careful; unwise |
| 48. | inadequate | not enough; insufficient |
| 49. | inauspicious | not favorable; unlucky |
| 50. | inferior | lower in quality or value |
| 51. | inopportune | happening at a bad time |
| 52. | jinxed | cursed with bad luck |
| 53. | lamentable | worthy of regret or sorrow |
| 54. | low | sad; lacking energy |
| 55. | luckless | without luck; unlucky |
| 56. | melancholy | sad and thoughtful |
| 57. | menacing | threatening; foreboding |
| 58. | misbegotten | badly conceived; ill-fated |
| 59. | miserable | very unhappy or wretched |
| 60. | misguided | based on poor judgment |
| 61. | morose | sullen and gloomy |
| 62. | mortifying | very embarrassing |
| 63. | mournful | expressing sorrow |
| 64. | ominous | suggesting something bad ahead |
| 65. | out of luck | having no luck |
| 66. | out of sorts | not feeling well or happy |
| 67. | painful | causing physical or emotional pain |
| 68. | pathetic | sad and weak; pitiable |
| 69. | pitiful | arousing pity; very poor |
| 70. | plaintive | sad and mournful |
| 71. | poor | of low quality; bad |
| 72. | premature | happening too early |
| 73. | rash | done without thinking |
| 74. | regrettable | causing regret; unfortunate |
| 75. | ruinous | causing ruin or great harm |
| 76. | sad | causing or showing sorrow |
| 77. | sinister | suggesting harm or evil |
| 78. | somber | dark; serious; sad |
| 79. | sorrowful | full of sorrow |
| 80. | sorry | bad or disappointing |
| 81. | star-crossed | doomed by bad luck |
| 82. | subpar | below an expected standard |
| 83. | sullen | silent and gloomy |
| 84. | terrible | very bad; dreadful |
| 85. | tormented | severely troubled or pained |
| 86. | tragic | involving great suffering or loss |
| 87. | tricky | difficult to deal with |
| 88. | troubling | causing concern or distress |
| 89. | unblessed | not favored; unlucky |
| 90. | unfavorable | not advantageous; negative |
| 91. | unhappy | sad; not pleased |
| 92. | unlucky | having bad luck |
| 93. | unpromising | unlikely to succeed |
| 94. | unpropitious | not favorable; adverse |
| 95. | unsatisfactory | not good enough |
| 96. | upsetting | causing distress or worry |
| 97. | woebegone | looking sad and miserable |
| 98. | woeful | very sad or bad |
| 99. | worrying | causing anxiety or concern |
| 100. | wretched | very unhappy; in poor condition |
