| No. | Item | Definition |
|---|---|---|
| 1. | aching | feeling persistent emotional pain |
| 2. | afflicted | troubled by suffering |
| 3. | anguished | experiencing severe emotional pain |
| 4. | benumbed | emotionally numb |
| 5. | bereaved | suffering the loss of someone |
| 6. | bereft | left deeply deprived and sad |
| 7. | bleak | sad and without hope |
| 8. | blue | sad or depressed |
| 9. | bowed with grief | weighed down by sorrow |
| 10. | bowed with sorrow | weighed down by sadness |
| 11. | broken | emotionally crushed |
| 12. | brokenhearted | crushed by sadness or loss |
| 13. | bruised | emotionally hurt |
| 14. | cheerless | sad and lacking cheer |
| 15. | consumed by grief | overwhelmed with sorrow |
| 16. | crestfallen | sad and disappointed |
| 17. | crushed | emotionally overwhelmed |
| 18. | crying | shedding tears from sadness |
| 19. | dejected | sad and discouraged |
| 20. | desolate | lonely and deeply sorrowful |
| 21. | devastated | shattered by emotional loss |
| 22. | disconsolate | deeply unhappy and uncomforted |
| 23. | dispirited | lacking hope or enthusiasm |
| 24. | distressed | deeply upset or troubled |
| 25. | doleful | sad and mournful |
| 26. | dolorous | expressing deep sorrow |
| 27. | downcast | sad and discouraged |
| 28. | downhearted | sad and discouraged |
| 29. | filled with grief | overcome by sorrow |
| 30. | filled with sorrow | deeply saddened |
| 31. | flooded with grief | overwhelmed by sorrow |
| 32. | forlorn | sad, lonely, and abandoned |
| 33. | full of grief | filled with intense sorrow |
| 34. | full of sorrow | deeply sad |
| 35. | gloomy | sad and without hope |
| 36. | grief-stricken | overcome with grief |
| 37. | gutted | devastated and deeply upset |
| 38. | haunted | troubled by painful memories |
| 39. | heartbroken | overwhelmed by deep sadness |
| 40. | heartsick | deeply sad and troubled |
| 41. | heartsore | sad from emotional hurt |
| 42. | heavyhearted | weighed down by sadness |
| 43. | hurting | feeling emotional pain |
| 44. | in grief | feeling intense sorrow |
| 45. | in mourning | grieving after a death |
| 46. | in sorrow | feeling deep sadness |
| 47. | inconsolable | unable to be comforted |
| 48. | joyless | without happiness or pleasure |
| 49. | lamentful | full of lament or sorrow |
| 50. | lamenting | expressing sorrow for a loss |
| 51. | languishing | suffering through longing or sadness |
| 52. | longing | yearning sadly for someone |
| 53. | lorn | lonely and forsaken |
| 54. | lost in grief | absorbed in sorrow |
| 55. | lost in sorrow | absorbed in sadness |
| 56. | low-spirited | sad and lacking cheer |
| 57. | lugubrious | exaggeratedly mournful |
| 58. | mad with grief | overwhelmed by sorrow |
| 59. | melancholy | sad in a quiet way |
| 60. | miserable | extremely unhappy |
| 61. | mournful | showing or feeling sorrow |
| 62. | mourning | feeling sorrow after a loss |
| 63. | numb with grief | stunned by sorrow |
| 64. | overcome | overwhelmed by emotion |
| 65. | overwhelmed | overpowered by strong emotion |
| 66. | pained | hurt emotionally |
| 67. | pierced by grief | hurt deeply by sorrow |
| 68. | pining | suffering from longing |
| 69. | plaintive | sounding sad and mournful |
| 70. | racked with grief | tortured by sorrow |
| 71. | racked with sorrow | tormented by sadness |
| 72. | reeling | staggering from emotional shock |
| 73. | sad | feeling sorrow or unhappiness |
| 74. | saddened | made unhappy or sorrowful |
| 75. | saturnine | gloomy and sullen |
| 76. | shattered | emotionally devastated |
| 77. | somber | serious, dark, and sad |
| 78. | sorrowful | full of sadness |
| 79. | sorrowing | feeling or showing sorrow |
| 80. | stricken | overcome by sorrow or shock |
| 81. | suffering | enduring pain or sorrow |
| 82. | sunk in grief | deeply absorbed in sorrow |
| 83. | tearful | close to or full of tears |
| 84. | tormented | troubled by severe anguish |
| 85. | torn by grief | deeply divided by sorrow |
| 86. | torn with grief | overcome by sorrow |
| 87. | torn with sorrow | overcome by sadness |
| 88. | tortured | in intense emotional pain |
| 89. | troubled | worried or distressed |
| 90. | undone | emotionally overwhelmed |
| 91. | unhappy | not happy; sad |
| 92. | upset | emotionally disturbed or unhappy |
| 93. | wailing | crying out in sorrow |
| 94. | weeping | crying from sadness |
| 95. | woeful | full of sorrow or misery |
| 96. | wounded | emotionally injured |
| 97. | wracked with grief | tormented by sorrow |
| 98. | wracked with sorrow | tortured by sadness |
| 99. | wretched | very unhappy or distressed |
| 100. | yearning | aching with desire or loss |