| No. | Item | Definition |
|---|---|---|
| 1. | abandoned | left behind and hurt |
| 2. | aching | filled with emotional pain |
| 3. | achingly sad | painfully sad |
| 4. | adrift | without emotional direction |
| 5. | afflicted | suffering pain or distress |
| 6. | anguished | suffering intense emotional pain |
| 7. | appalled | shocked and saddened |
| 8. | bereft | deprived by loss |
| 9. | bittersweet | both sad and sweet |
| 10. | bleak | without hope or comfort |
| 11. | blue | feeling sad |
| 12. | broken | emotionally damaged |
| 13. | brokenhearted | overwhelmed by sorrow |
| 14. | cheerless | lacking cheer or comfort |
| 15. | choked up | close to tears |
| 16. | clouded | darkened by sadness |
| 17. | crestfallen | sad and ashamed |
| 18. | crushed | deeply disappointed and hurt |
| 19. | dejected | sad and disappointed |
| 20. | depressed | very sad and low |
| 21. | desolate | empty and deeply sad |
| 22. | despairing | without hope |
| 23. | disconsolate | unable to be comforted |
| 24. | doleful | expressing sorrow |
| 25. | downcast | sad and discouraged |
| 26. | drained | emotionally exhausted |
| 27. | dreary | dull and sad |
| 28. | empty | feeling hollow inside |
| 29. | forgotten | sadly overlooked |
| 30. | forlorn | lonely and sad |
| 31. | funereal | grim and mournful |
| 32. | gloomy | dark and depressing |
| 33. | glum | quietly unhappy |
| 34. | grieving | feeling deep sorrow |
| 35. | grim | harsh and joyless |
| 36. | guilty | feeling responsible and sad |
| 37. | gutting | deeply upsetting |
| 38. | harrowing | extremely distressing |
| 39. | haunted | troubled by the past |
| 40. | haunting | lingering in a troubling way |
| 41. | heart-rending | causing deep sorrow |
| 42. | heart-wrenching | causing intense sadness |
| 43. | heartbroken | deeply hurt by loss |
| 44. | heartsick | deeply unhappy |
| 45. | heavyhearted | feeling burdened with sadness |
| 46. | homesick | sad from missing home |
| 47. | inconsolable | impossible to comfort |
| 48. | isolated | feeling alone and cut off |
| 49. | joyless | without happiness |
| 50. | lachrymose | tearfully sad |
| 51. | let down | disappointed and hurt |
| 52. | lonely | sad from being alone |
| 53. | lost | confused and sorrowful |
| 54. | low | feeling down |
| 55. | melancholy | gently sad and reflective |
| 56. | miserable | very unhappy and sad |
| 57. | misted | filled with tears |
| 58. | moping | moving sadly and listlessly |
| 59. | morose | sullenly sad |
| 60. | mournful | expressing sorrow or grief |
| 61. | mournsome | sad and mournful |
| 62. | neglected | not cared for |
| 63. | nostalgic | longing for the past |
| 64. | numb | unable to feel fully |
| 65. | painful | causing emotional hurt |
| 66. | plaintive | sadly expressive |
| 67. | poignant | deeply touching and sad |
| 68. | raw | emotionally exposed and hurt |
| 69. | regretful | feeling sorry about the past |
| 70. | rejected | hurt by refusal |
| 71. | remorseful | full of remorse |
| 72. | rueful | sadly regretful |
| 73. | sad | feeling sorrow |
| 74. | saddened | made sad |
| 75. | scarred | marked by past pain |
| 76. | shattered | emotionally broken |
| 77. | sickened | deeply upset |
| 78. | somber | darkly serious and sad |
| 79. | sorrowful | full of sadness |
| 80. | soul-crushing | emotionally devastating |
| 81. | spent | emotionally exhausted |
| 82. | sullen | gloomy and withdrawn |
| 83. | tear-stained | marked by crying |
| 84. | tearful | full of tears |
| 85. | tragic | very sad and disastrous |
| 86. | undone | emotionally overwhelmed |
| 87. | unhappy | not happy; sad |
| 88. | unhealed | not emotionally recovered |
| 89. | unmoored | emotionally unsettled |
| 90. | unresolved | not settled emotionally |
| 91. | unwanted | not desired or valued |
| 92. | upsetting | causing emotional distress |
| 93. | wan | pale and sorrowful |
| 94. | weary | tired and emotionally drained |
| 95. | weeping | crying with sadness |
| 96. | wistful | sadly longing for the past |
| 97. | woebegone | showing great sadness |
| 98. | woeful | very sad or sorrowful |
| 99. | wounded | emotionally hurt |
| 100. | yearning | full of longing |