| No. | Item | Definition |
|---|---|---|
| 1. | abject | miserably low or hopeless |
| 2. | aching | full of emotional pain |
| 3. | afflicted | troubled by pain or sorrow |
| 4. | aggrieved | hurt and resentfully sad |
| 5. | anguished | showing severe emotional pain |
| 6. | bereft | saddened by loss |
| 7. | bleak | cold, empty, and sad |
| 8. | blue | feeling sad or low |
| 9. | broken | emotionally shattered |
| 10. | brokenhearted | saddened by heartbreak |
| 11. | burdened | weighed down with sadness |
| 12. | cast down | feeling sad and discouraged |
| 13. | cheerless | lacking cheer or comfort |
| 14. | choked-up | overcome with emotion |
| 15. | comfortless | without comfort or cheer |
| 16. | crestfallen | sad and disappointed |
| 17. | crushed | emotionally devastated |
| 18. | crying | shedding tears in sadness |
| 19. | cut up | deeply upset and sad |
| 20. | dejected | low in spirits |
| 21. | depressed | very unhappy and low |
| 22. | despondent | without hope; very sad |
| 23. | dispirited | lacking hope or enthusiasm |
| 24. | distressed | upset and unhappy |
| 25. | doleful | showing sorrow |
| 26. | down | feeling unhappy |
| 27. | downcast | feeling discouraged and sad |
| 28. | downhearted | discouraged and sad |
| 29. | forlorn | pitifully sad and lonely |
| 30. | full of sorrow | very sad |
| 31. | funereal | grimly mournful |
| 32. | gloomy | dark in mood |
| 33. | glum | quietly sad or moody |
| 34. | grey | dull and depressing |
| 35. | grief-filled | full of grief |
| 36. | grief-stricken | overwhelmed by grief |
| 37. | grieving | feeling sorrow after loss |
| 38. | harrowed | deeply distressed |
| 39. | heartbroken | deeply hurt and saddened |
| 40. | heartsick | deeply saddened |
| 41. | heartsore | hurt and sorrowful |
| 42. | heavyhearted | feeling deep sadness |
| 43. | hopeless | feeling no hope |
| 44. | hurt | emotionally wounded |
| 45. | in the dumps | feeling low and sad |
| 46. | inconsolable | unable to be comforted |
| 47. | joyless | without happiness |
| 48. | lamenting | expressing sorrow |
| 49. | leaden | heavy and dull in mood |
| 50. | listless | lacking energy; low |
| 51. | lonely | sad from being alone |
| 52. | lonesome | feeling lonely and sad |
| 53. | long-faced | looking unhappy |
| 54. | low | feeling depressed or sad |
| 55. | lugubrious | exaggeratedly mournful |
| 56. | melancholy | sad in a thoughtful way |
| 57. | mirthless | without joy or laughter |
| 58. | miserable | very unhappy or distressed |
| 59. | mopey | gloomily unhappy |
| 60. | morose | sullenly gloomy |
| 61. | mournful | expressing deep sadness |
| 62. | mourning | grieving a loss |
| 63. | mournsome | causing sadness or mourning |
| 64. | oppressed | weighed down emotionally |
| 65. | pained | emotionally hurt |
| 66. | pathetic | sadly pitiful |
| 67. | pitiful | deserving sympathy; sadly poor |
| 68. | plaintive | sounding sad and mournful |
| 69. | poignant | deeply touching and sad |
| 70. | raw | emotionally exposed and hurt |
| 71. | regretful | feeling sadness and regret |
| 72. | rueful | sadly regretful |
| 73. | sad | feeling unhappy or sorrowful |
| 74. | shattered | deeply emotionally broken |
| 75. | sick at heart | deeply saddened |
| 76. | somber | dark and serious in mood |
| 77. | sorrowful | full of sorrow |
| 78. | sorrowing | feeling sorrow |
| 79. | soul-sick | deeply unhappy inside |
| 80. | spiritless | without energy or cheer |
| 81. | stricken | deeply affected by grief |
| 82. | tearful | full of tears |
| 83. | teary | full of tears |
| 84. | tormented | suffering great mental pain |
| 85. | tragic | causing or showing great sadness |
| 86. | tristful | sad and wistful |
| 87. | troubled | distressed or worried |
| 88. | uncheerful | not cheerful; gloomy |
| 89. | undone | emotionally overwhelmed |
| 90. | unhappy | not happy; feeling down |
| 91. | unsmiling | serious and sad-looking |
| 92. | upset | disturbed and unhappy |
| 93. | wistful | gently sad with longing |
| 94. | wistless | sadly vacant or listless |
| 95. | woe-struck | struck by sorrow |
| 96. | woebegone | looking very sad |
| 97. | woeful | full of sorrow or misery |
| 98. | world-weary | tired and sadly disillusioned |
| 99. | wounded | emotionally hurt and sad |
| 100. | wretched | very unhappy or miserable |