| No. | Item | Definition |
|---|---|---|
| 1. | abandoned | left alone and sorrowful |
| 2. | afflicted | troubled by suffering or sorrow |
| 3. | aggrieved | upset by unfair treatment |
| 4. | anguished | experiencing severe emotional pain |
| 5. | black | gloomy, hopeless, or despairing |
| 6. | bleak | hopeless and depressing |
| 7. | blue | informally unhappy or depressed |
| 8. | brokenhearted | deeply hurt by sorrow |
| 9. | brooding | darkly thoughtful and unhappy |
| 10. | burdened | weighed down by sorrow |
| 11. | careworn | worn by worry and sorrow |
| 12. | cast down | made unhappy or discouraged |
| 13. | cheerless | without happiness or brightness |
| 14. | choked up | too emotional to speak clearly |
| 15. | crestfallen | disappointed and humiliated |
| 16. | crushed | overwhelmed by emotional pain |
| 17. | dejected | low in spirits |
| 18. | depressed | very unhappy and low in spirits |
| 19. | desolate | bleakly lonely and sorrowful |
| 20. | despondent | hopeless and deeply discouraged |
| 21. | disappointed | unhappy because hopes failed |
| 22. | disconsolate | unable to be comforted |
| 23. | distressed | greatly upset or troubled |
| 24. | doleful | expressing sorrow or grief |
| 25. | down | unhappy or discouraged |
| 26. | downcast | feeling discouraged or dejected |
| 27. | downhearted | discouraged and unhappy |
| 28. | elegiac | mournfully reflective |
| 29. | fed up | unhappy and annoyed |
| 30. | forlorn | lonely, abandoned, and unhappy |
| 31. | funereal | mournful like a funeral |
| 32. | gloom-ridden | filled with gloom |
| 33. | gloomy | darkly unhappy or pessimistic |
| 34. | glum | quietly unhappy or disappointed |
| 35. | grief-stricken | overwhelmed by grief |
| 36. | grieving | feeling grief after loss |
| 37. | grievous | causing great sorrow or pain |
| 38. | grim | stern, bleak, and gloomy |
| 39. | harrowed | deeply distressed or tormented |
| 40. | heartbreaking | causing intense sorrow |
| 41. | heartbroken | overwhelmed by grief or loss |
| 42. | heartrending | causing deep sorrow |
| 43. | heartsick | deeply distressed or despondent |
| 44. | heavyhearted | burdened with sadness |
| 45. | hopeless | without hope or optimism |
| 46. | hurt | emotionally wounded or upset |
| 47. | inconsolable | too upset to be comforted |
| 48. | joyless | without joy or pleasure |
| 49. | lachrymose | tearful or inclined to weep |
| 50. | lonely | unhappy from being alone |
| 51. | lonesome | lonely and unhappy |
| 52. | low | low in spirits |
| 53. | lugubrious | excessively mournful or gloomy |
| 54. | melancholic | characterized by melancholy |
| 55. | melancholy | quietly and thoughtfully sorrowful |
| 56. | mirthless | without gladness or amusement |
| 57. | miserable | extremely unhappy or uncomfortable |
| 58. | misty-eyed | tearful with emotion |
| 59. | moody | given to gloomy mood changes |
| 60. | morose | sullenly unhappy or gloomy |
| 61. | mournful | expressing grief or sorrow |
| 62. | mourning | grieving a death or loss |
| 63. | nostalgic | longing sadly for the past |
| 64. | oppressed | weighed down emotionally |
| 65. | out of heart | discouraged or dispirited |
| 66. | out of humor | in a bad, unhappy mood |
| 67. | out of sorts | slightly unhappy or unwell |
| 68. | overwrought | extremely upset or emotional |
| 69. | pained | hurt or distressed emotionally |
| 70. | pensive | quietly thoughtful and melancholy |
| 71. | plaintive | sounding mournful or sorrowful |
| 72. | poignant | touchingly sorrowful |
| 73. | red-eyed | showing signs of crying |
| 74. | regretful | sorry about something past |
| 75. | resigned | unhappily accepting something unavoidable |
| 76. | rueful | showing regretful sorrow |
| 77. | saddening | causing sorrow or unhappiness |
| 78. | shattered | emotionally devastated |
| 79. | somber | serious, dark, and gloomy |
| 80. | sorrowful | full of sorrow |
| 81. | sorry | feeling regret or sorrow |
| 82. | subdued | quiet and low in mood |
| 83. | sulky | silent and resentfully unhappy |
| 84. | sullen | gloomily silent or resentful |
| 85. | tearful | ready to cry |
| 86. | teary | having tears in the eyes |
| 87. | threnodic | like a song of mourning |
| 88. | tormented | suffering severe mental pain |
| 89. | tragic | deeply sorrowful or disastrous |
| 90. | troubled | worried or emotionally disturbed |
| 91. | uncheerful | not cheerful or happy |
| 92. | unhappy | feeling sorrow or displeasure |
| 93. | upset | unhappy, worried, or disturbed |
| 94. | watery-eyed | having eyes wet with tears |
| 95. | weepy | easily moved to tears |
| 96. | wistful | sadly longing or reflective |
| 97. | woebegone | visibly miserable or sorrowful |
| 98. | woeful | full of woe or misery |
| 99. | woesome | full of woe |
| 100. | wretched | extremely unhappy or unfortunate |
