| No. | Item | Definition |
|---|---|---|
| 1. | agony | extreme mental pain |
| 2. | anguish | severe emotional pain |
| 3. | be anguished | feel severe emotional pain |
| 4. | be at one’s lowest | be in deepest emotional decline |
| 5. | be at rock bottom | be at the lowest point |
| 6. | be at wit’s end | be desperate and overwhelmed |
| 7. | be bleak | feel hopeless and grim |
| 8. | be brokenhearted | feel devastated by sorrow |
| 9. | be comfortless | feel without comfort or hope |
| 10. | be crushed | feel emotionally devastated |
| 11. | be defeated | feel beaten and hopeless |
| 12. | be dejected | feel sad and discouraged |
| 13. | be demoralized | feel stripped of hope |
| 14. | be desolate | feel empty and hopeless |
| 15. | be despondent | feel low and without hope |
| 16. | be devastated | be overwhelmed by sorrow |
| 17. | be discouraged | feel less hopeful or confident |
| 18. | be disheartened | feel deprived of hope |
| 19. | be distraught | be extremely upset and desperate |
| 20. | be downhearted | feel sad and discouraged |
| 21. | be forlorn | feel pitifully sad and alone |
| 22. | be heartsick | feel deeply sorrowful |
| 23. | be heartsore | feel hurt and sorrowful |
| 24. | be heavy-hearted | feel burdened by sadness |
| 25. | be hopeless | feel that nothing will improve |
| 26. | be hopelessly sad | feel deeply and hopelessly sad |
| 27. | be in agony | suffer extreme emotional pain |
| 28. | be in anguish | suffer intense emotional pain |
| 29. | be in deep distress | feel severe emotional suffering |
| 30. | be in deep gloom | feel intense gloom |
| 31. | be in dejection | be in a low mood |
| 32. | be in desolation | feel bleak emptiness |
| 33. | be in despairing mood | be feeling hopeless |
| 34. | be in despondency | be in a hopeless state |
| 35. | be in low spirits | feel sad and discouraged |
| 36. | be in misery | be in deep unhappiness |
| 37. | be in the depths | be in profound misery |
| 38. | be in torment | suffer severe mental pain |
| 39. | be in woe | be in great sorrow |
| 40. | be joyless | feel without happiness or hope |
| 41. | be miserable | feel deeply unhappy |
| 42. | be shattered | be emotionally devastated |
| 43. | be sick at heart | feel deeply distressed |
| 44. | be tormented | suffer intense mental pain |
| 45. | be undone | be emotionally ruined |
| 46. | be without hope | have no hope left |
| 47. | be woeful | feel full of sorrow |
| 48. | bleakness | grim hopelessness or misery |
| 49. | brokenheartedness | deep sorrow from emotional pain |
| 50. | dejectedness | a state of low spirits |
| 51. | dejection | low spirits and discouragement |
| 52. | demoralization | loss of spirit and hope |
| 53. | depression | persistent deep sadness and hopelessness |
| 54. | desolation | bleak emptiness and hopeless sorrow |
| 55. | despairfulness | fullness of hopeless feeling |
| 56. | despairingness | a hopeless state of mind |
| 57. | desperateness | a state of hopeless urgency |
| 58. | desperation | extreme hopelessness or urgent distress |
| 59. | despond | lose hope completely |
| 60. | despondency | loss of hope and courage |
| 61. | discouragement | loss of confidence or hope |
| 62. | disheartenment | loss of hope or confidence |
| 63. | dismay | sudden loss of courage or hope |
| 64. | dispiritedness | low energy and lost hope |
| 65. | distress | extreme anxiety, sorrow, or pain |
| 66. | dolefulness | mournful sadness |
| 67. | downheartedness | sadness and loss of hope |
| 68. | forlorn | pitifully sad and hopeless |
| 69. | forlornness | pitiful loneliness and hopelessness |
| 70. | gloom | dark sadness and hopelessness |
| 71. | gloominess | dark, hopeless sadness |
| 72. | heartache | deep emotional pain |
| 73. | heartsickness | deep emotional sorrow |
| 74. | heartsore | deeply hurt and sorrowful |
| 75. | helplessness | feeling unable to change things |
| 76. | hopeless | without any expectation of improvement |
| 77. | hopelessness | a feeling that nothing can improve |
| 78. | inconsolability | state of being beyond comfort |
| 79. | lose heart | become discouraged and hopeless |
| 80. | lose hope | stop believing improvement is possible |
| 81. | loss of hope | the end of hopeful feeling |
| 82. | melancholy | deep, pensive sadness |
| 83. | miserableness | a state of deep unhappiness |
| 84. | misery | deep unhappiness and suffering |
| 85. | mournfulness | sadness marked by grief |
| 86. | oppression | crushing emotional heaviness |
| 87. | prostration | complete emotional collapse |
| 88. | resignation | hopeless acceptance of defeat |
| 89. | sadness | the feeling of being sad |
| 90. | sink into gloom | fall into deep sadness |
| 91. | sink into misery | fall into deep unhappiness |
| 92. | sorrow | deep sadness or grief |
| 93. | suffering | the state of enduring pain |
| 94. | torment | severe mental suffering |
| 95. | unhappiness | a state of sadness |
| 96. | unhope | absence of hope |
| 97. | utter hopelessness | complete absence of hope |
| 98. | woe | great sorrow or distress |
| 99. | woefulness | quality of deep sorrow |
| 100. | wretchedness | a state of deep misery |
