| No. | Item | Definition |
|---|---|---|
| 1. | abandoned | left alone and sad |
| 2. | aching | filled with emotional pain |
| 3. | afflicted | troubled by suffering or sorrow |
| 4. | anguished | showing severe emotional pain |
| 5. | bereaved | grieving after a death |
| 6. | bereft | deprived and sorrowful |
| 7. | bleak | cold, sad, and hopeless |
| 8. | bleary | sad, tired, and tearful-looking |
| 9. | blue | sad or depressed |
| 10. | brokenhearted | deeply saddened by loss |
| 11. | brooding | gloomily thoughtful |
| 12. | cheerless | lacking happiness or warmth |
| 13. | choked | strained by emotion or tears |
| 14. | crestfallen | sad after disappointment |
| 15. | crushed | emotionally defeated and saddened |
| 16. | crying | shedding tears from sadness |
| 17. | dejected | sad and low-spirited |
| 18. | demoralized | discouraged and saddened |
| 19. | desolate | sad, lonely, and hopeless |
| 20. | dirgelike | resembling a mournful funeral song |
| 21. | disconsolate | unable to be comforted |
| 22. | dispirited | sad and without enthusiasm |
| 23. | distressed | upset and troubled |
| 24. | doleful | expressing sorrow or sadness |
| 25. | dolorous | full of sorrow or pain |
| 26. | downcast | sad and discouraged |
| 27. | downhearted | discouraged and sad |
| 28. | elegiac | mournful like a lament |
| 29. | forlorn | sad and abandoned-looking |
| 30. | forsaken | abandoned and sorrowful |
| 31. | funereal | sad and suited to funerals |
| 32. | gloomy | sad and without cheer |
| 33. | glum | quietly sad or gloomy |
| 34. | grave | serious and sorrowful |
| 35. | gray | gloomy, sad, or dull |
| 36. | grief-stricken | overcome by intense grief |
| 37. | grieving | showing grief or loss |
| 38. | grim | stern, bleak, and sorrowful |
| 39. | heart-wrenching | causing severe emotional pain |
| 40. | heartbreaking | causing deep sadness |
| 41. | heartbroken | overwhelmed by grief |
| 42. | heartrending | causing intense sadness |
| 43. | heartsick | deeply sad and distressed |
| 44. | heartsore | aching with sadness |
| 45. | heavy | sad and emotionally weighty |
| 46. | heavyhearted | sad and burdened emotionally |
| 47. | hopeless | sad and without hope |
| 48. | hushed | quiet in a solemn way |
| 49. | inconsolable | too sad to be comforted |
| 50. | joyless | without joy or happiness |
| 51. | keening | wailing in grief |
| 52. | lachrymose | tearful or prone to weeping |
| 53. | lamentful | full of lament or sorrow |
| 54. | lamenting | expressing grief or regret |
| 55. | lonely | sad from being alone |
| 56. | lonesome | lonely and sad |
| 57. | lorn | lonely, forsaken, and sad |
| 58. | low-spirited | sad and lacking energy |
| 59. | lugubrious | exaggeratedly sad or gloomy |
| 60. | melancholic | characterized by melancholy sadness |
| 61. | melancholy | sad in a thoughtful way |
| 62. | minor-key | sad-sounding, like minor music |
| 63. | miserable | extremely unhappy or distressed |
| 64. | misty-eyed | tearful with emotion or sadness |
| 65. | moody | gloomy or emotionally changeable |
| 66. | moping | sad and listlessly inactive |
| 67. | mopish | gloomy and dejected |
| 68. | morose | gloomy and ill-tempered |
| 69. | muted | softened and quietly sad |
| 70. | pained | showing emotional hurt |
| 71. | pathetic | arousing pity through sadness |
| 72. | pensive | quietly sad and thoughtful |
| 73. | piteous | sad and pitiable |
| 74. | pitiful | sad and deserving pity |
| 75. | plaintive | sounding sad and mournful |
| 76. | poignant | deeply moving and sad |
| 77. | regretful | sad about something lost |
| 78. | rueful | sad with regret |
| 79. | sad | feeling or showing sorrow |
| 80. | saddened | made or feeling sad |
| 81. | saturnine | gloomy and grave |
| 82. | shattered | emotionally devastated |
| 83. | solemn | serious and grave in mood |
| 84. | somber | dark, serious, and sad |
| 85. | sorehearted | sad and emotionally wounded |
| 86. | sorrowful | full of deep sadness |
| 87. | stricken | overwhelmed by grief or trouble |
| 88. | sullen | gloomily silent or resentful |
| 89. | tearful | showing sadness through tears |
| 90. | teary | full of tears |
| 91. | threnodic | expressing lamentation for the dead |
| 92. | tragic | very sad and disastrous |
| 93. | unhappy | not happy; sad |
| 94. | wailing | crying out in sorrow |
| 95. | wan | pale and sad-looking |
| 96. | weeping | crying from sadness |
| 97. | weepy | inclined to cry from sadness |
| 98. | wistful | sadly longing for something |
| 99. | woeful | very sad or sorrowful |
| 100. | wretched | deeply unhappy or miserable |
