| No. | Item | Definition |
|---|---|---|
| 1. | aching | filled with emotional pain |
| 2. | adrift | emotionally lost and aimless |
| 3. | afflicted | troubled by pain or sorrow |
| 4. | agonized | suffering intense emotional pain |
| 5. | alienated | feeling separated and unhappy |
| 6. | anguished | showing severe emotional pain |
| 7. | bereaved | sad after a death |
| 8. | bleak | coldly sad and hopeless |
| 9. | blue | informally sad or low |
| 10. | brokenhearted | deeply hurt by loss |
| 11. | bruised | emotionally hurt |
| 12. | burdened | weighed down emotionally |
| 13. | cast down | made sad or discouraged |
| 14. | cheerless | without cheer; gloomy |
| 15. | comfortless | without comfort; sad |
| 16. | crestfallen | sad after disappointment |
| 17. | crushed | emotionally devastated |
| 18. | dejected | sad and lacking hope |
| 19. | depressed | deeply unhappy; low in mood |
| 20. | despondent | very sad and hopeless |
| 21. | discouraged | less hopeful and somewhat sad |
| 22. | disheartened | sadly discouraged |
| 23. | dispirited | lacking energy and cheer |
| 24. | distressed | very upset and troubled |
| 25. | down | feeling sad or low |
| 26. | downcast | visibly sad and discouraged |
| 27. | downhearted | feeling discouraged and sad |
| 28. | empty | emotionally hollow and sad |
| 29. | forlorn | pitifully sad and lonely |
| 30. | funereal | grimly mournful |
| 31. | gloomy | darkly sad or pessimistic |
| 32. | glum | quietly sad and moody |
| 33. | grief-stricken | deeply affected by grief |
| 34. | grieving | feeling sorrow after loss |
| 35. | gutted | deeply disappointed and sad |
| 36. | haunted | troubled by painful memories |
| 37. | heartbroken | overwhelmed by emotional pain |
| 38. | heartsick | deeply saddened |
| 39. | heartsore | hurt and sorrowful |
| 40. | heavyhearted | feeling burdened with sadness |
| 41. | hollow | feeling empty inside |
| 42. | hopeless | without hope; despairing |
| 43. | hurt | emotionally wounded or upset |
| 44. | in tears | crying from sadness |
| 45. | inconsolable | unable to be comforted |
| 46. | isolated | sadly cut off from others |
| 47. | jilted | sad after romantic rejection |
| 48. | joyless | without happiness |
| 49. | lachrymose | tearfully sad |
| 50. | lamenting | expressing grief or sorrow |
| 51. | leaden | heavy with sadness |
| 52. | let down | disappointed and saddened |
| 53. | lonely | sad from being alone |
| 54. | lonesome | feeling sad and alone |
| 55. | lost | confused, lonely, and sad |
| 56. | lovelorn | sad because of love |
| 57. | low | feeling emotionally down |
| 58. | lugubrious | exaggeratedly mournful |
| 59. | maudlin | tearfully sentimental and sad |
| 60. | melancholy | thoughtfully and gently sad |
| 61. | miserable | very unhappy or uncomfortable |
| 62. | mopey | gloomy and self-pitying |
| 63. | moping | moving sadly and listlessly |
| 64. | morose | sullenly sad and withdrawn |
| 65. | mournful | expressing grief or sadness |
| 66. | mourning | feeling grief after loss |
| 67. | pained | showing emotional hurt |
| 68. | pathetic | arousing sadness or pity |
| 69. | regretful | sad about something past |
| 70. | rejected | sad after being refused |
| 71. | remorseful | sadly guilty and sorry |
| 72. | rueful | sadly regretful |
| 73. | sad | feeling unhappy or sorrowful |
| 74. | saddened | made sad |
| 75. | shattered | emotionally broken by grief |
| 76. | sick at heart | deeply unhappy |
| 77. | sobbing | crying hard with sadness |
| 78. | somber | seriously sad and dark |
| 79. | sorrowful | full of sorrow |
| 80. | stricken | deeply affected by sorrow |
| 81. | sullen | silent, gloomy, and resentful |
| 82. | tearful | close to crying |
| 83. | teary | full of tears |
| 84. | tired | emotionally worn and sad |
| 85. | tormented | deeply troubled and pained |
| 86. | tristful | sad; melancholy |
| 87. | troubled | worried and emotionally burdened |
| 88. | unconsoled | not comforted after loss |
| 89. | unhappy | not happy; feeling down |
| 90. | unmoored | emotionally unsettled and lost |
| 91. | upset | disturbed and unhappy |
| 92. | weary | tired and emotionally low |
| 93. | weepy | easily moved to tears |
| 94. | wistful | gently sad with longing |
| 95. | woe-struck | struck by deep sorrow |
| 96. | woebegone | showing great sadness |
| 97. | woeful | full of sorrow or misery |
| 98. | wounded | emotionally injured |
| 99. | wretched | very unhappy and miserable |
| 100. | yearning | sadly longing for something |