| No. | Item | Definition |
|---|---|---|
| 1. | accursed | under a curse; miserable |
| 2. | afflicted | suffering from something painful |
| 3. | agonized | in severe mental pain |
| 4. | ailing | in poor health or condition |
| 5. | anguished | suffering intense emotional pain |
| 6. | awful | very bad |
| 7. | badly off | in poor condition |
| 8. | bereft | saddened by loss |
| 9. | bleak | grim and depressing |
| 10. | blue | feeling sad or low |
| 11. | brokenhearted | deeply saddened by loss |
| 12. | bummed | disappointed and unhappy |
| 13. | cheerless | lacking cheer or comfort |
| 14. | crestfallen | sad and disappointed |
| 15. | cruddy | very poor or unpleasant |
| 16. | crummy | poor in quality |
| 17. | crying | shedding tears from sadness |
| 18. | cursed | plagued by misfortune |
| 19. | dejected | sad and discouraged |
| 20. | depressed | very sad and low in mood |
| 21. | desolate | very lonely and unhappy |
| 22. | despondent | without hope; deeply unhappy |
| 23. | discouraged | less confident and unhappy |
| 24. | disheartened | having lost hope or spirit |
| 25. | dismal | very bad and depressing |
| 26. | distressed | upset and suffering |
| 27. | doleful | sad and mournful |
| 28. | down | feeling sad or low |
| 29. | downcast | sad and discouraged |
| 30. | excruciating | extremely painful |
| 31. | fed up | annoyed and unhappy |
| 32. | forlorn | pitifully sad and lonely |
| 33. | funereal | sadly solemn |
| 34. | ghastly | very unpleasant or bad |
| 35. | gloomy | sad and lacking cheer |
| 36. | glum | quietly sad or sullen |
| 37. | grief-stricken | overwhelmed by grief |
| 38. | grieving | feeling sorrow |
| 39. | grim | harsh and depressing |
| 40. | hangdog | looking ashamed and miserable |
| 41. | hard up | short of money |
| 42. | hard-pressed | under strain or hardship |
| 43. | heartbroken | deeply hurt by grief |
| 44. | heartsick | deeply saddened |
| 45. | heavyhearted | feeling deep sadness |
| 46. | ill-fated | marked by bad luck |
| 47. | ill-starred | doomed by bad luck |
| 48. | impoverished | made poor |
| 49. | inconsolable | unable to be comforted |
| 50. | indigent | poor and needy |
| 51. | intolerable | too bad to endure |
| 52. | joyless | without happiness or pleasure |
| 53. | lamentable | very bad and regrettable |
| 54. | listless | lacking energy or enthusiasm |
| 55. | long-faced | looking sad and gloomy |
| 56. | lousy | very poor or unpleasant |
| 57. | low | feeling sad or weak |
| 58. | luckless | having no luck |
| 59. | lugubrious | excessively mournful |
| 60. | mean | unkind or harsh |
| 61. | melancholy | sad in a thoughtful way |
| 62. | morose | sullenly gloomy |
| 63. | mournful | expressing sadness or grief |
| 64. | nasty | very unpleasant |
| 65. | needy | very poor |
| 66. | oppressive | causing distress or discomfort |
| 67. | out of sorts | slightly unwell or unhappy |
| 68. | pained | emotionally hurt or troubled |
| 69. | pathetic | sadly inadequate or pitiable |
| 70. | penniless | having no money |
| 71. | pitiful | deserving pity; very sad |
| 72. | poor | lacking money or quality |
| 73. | poorly | slightly ill or unwell |
| 74. | regretful | feeling sorrow or remorse |
| 75. | rotten | very bad or unpleasant |
| 76. | rueful | sadly regretful |
| 77. | run-down | in poor condition |
| 78. | sad | feeling unhappy |
| 79. | saturnine | gloomy in manner |
| 80. | sick at heart | deeply saddened |
| 81. | somber | dark and gloomy |
| 82. | sorrowful | feeling deep sadness |
| 83. | sorry | feeling bad or unhappy |
| 84. | sullen | gloomy and bad-tempered |
| 85. | tearful | crying or close to crying |
| 86. | terrible | extremely bad |
| 87. | tormented | suffering great pain or worry |
| 88. | troubled | worried and unhappy |
| 89. | unbearable | too painful to endure |
| 90. | underprivileged | poor and disadvantaged |
| 91. | unfortunate | having bad luck; regrettable |
| 92. | unhappy | feeling sad or not content |
| 93. | unwell | not feeling well |
| 94. | upset | disturbed and unhappy |
| 95. | weeping | crying with sadness |
| 96. | wistful | sadly longing for something |
| 97. | woebegone | showing great sadness |
| 98. | woeful | full of sorrow or misery |
| 99. | worse off | in a poorer condition |
| 100. | wretched | extremely unhappy or distressed |
