| No. | Item | Definition |
|---|---|---|
| 1. | accident | an unfortunate unexpected event |
| 2. | adversity | a difficult or unlucky situation |
| 3. | affliction | something causing pain or suffering |
| 4. | agony | extreme pain or suffering |
| 5. | annihilation | complete destruction or defeat |
| 6. | appalling event | a shockingly bad event |
| 7. | awful event | a very bad occurrence |
| 8. | bad break | an unlucky and harmful event |
| 9. | bad outcome | an unfavorable result |
| 10. | bane | a cause of harm or ruin |
| 11. | bereavement | the state of losing someone |
| 12. | black day | a very unhappy day |
| 13. | blight | something that spoils or ruins |
| 14. | bloodbath | a violent and deadly event |
| 15. | blow | a sudden shock or disappointment |
| 16. | calamitous event | a disastrous occurrence |
| 17. | calamity | a serious misfortune or disaster |
| 18. | cataclysm | a violent, disastrous event |
| 19. | catastrophe | a sudden, disastrous event |
| 20. | catastrophic loss | a devastating loss or defeat |
| 21. | collapse | a sudden failure or breakdown |
| 22. | crash | a sudden disastrous failure |
| 23. | crushing blow | a devastating shock or loss |
| 24. | dark hour | a time of severe trouble |
| 25. | debacle | a sudden, shameful collapse |
| 26. | desolation | great emptiness and sorrow |
| 27. | destruction | the act of destroying completely |
| 28. | devastation | great destruction or damage |
| 29. | disaster | a terrible event causing great harm |
| 30. | distress | extreme anxiety, sorrow, or pain |
| 31. | downfall | a loss of power or success |
| 32. | end | the final part or outcome |
| 33. | evil day | a disastrous or unlucky time |
| 34. | failure | lack of success or collapse |
| 35. | fall | a decline from power or grace |
| 36. | fatal accident | an accident causing death |
| 37. | fatal blow | a blow causing ruin or death |
| 38. | fatal outcome | a result ending in death |
| 39. | fatal turn | a development ending in death |
| 40. | fiasco | a complete and humiliating failure |
| 41. | funeral matter | a death-related sorrowful event |
| 42. | grave loss | a very serious loss |
| 43. | grievous loss | a deeply painful loss |
| 44. | grim episode | a dark and painful event |
| 45. | grim fate | a harsh or sorrowful destiny |
| 46. | hard luck | misfortune or bad luck |
| 47. | hardship | severe suffering or privation |
| 48. | harrowing event | a deeply distressing event |
| 49. | havoc | widespread destruction or disorder |
| 50. | heartbreak | deep sorrow or emotional pain |
| 51. | heartbreaker | something causing deep sadness |
| 52. | horror | a shocking and dreadful event |
| 53. | ill fortune | bad luck or misfortune |
| 54. | ill luck | bad luck or misfortune |
| 55. | lamentable event | a regrettably sad event |
| 56. | letdown | a disappointing outcome |
| 57. | loss | the fact of losing someone |
| 58. | martyrdom | extreme suffering or sacrifice |
| 59. | massacre | the brutal killing of many |
| 60. | misadventure | an unfortunate incident or venture |
| 61. | misery | great unhappiness or suffering |
| 62. | misfortune | bad luck or an unfortunate event |
| 63. | mishap | an unlucky accident or event |
| 64. | mortal blow | a blow causing death |
| 65. | mourning | sorrow over a death |
| 66. | nightmare | a very bad or distressing situation |
| 67. | ordeal | a very painful experience |
| 68. | pitiful event | an event causing pity |
| 69. | plague | a thing causing great trouble |
| 70. | reversal | a change to the worse |
| 71. | rough break | a harsh stroke of bad luck |
| 72. | ruin | complete destruction or downfall |
| 73. | ruination | the state of being ruined |
| 74. | ruinous blow | a devastating damaging shock |
| 75. | ruinous event | an event causing destruction |
| 76. | ruinous fate | a destiny ending in ruin |
| 77. | ruinous outcome | a result causing destruction |
| 78. | sad affair | a regrettable, sorrowful situation |
| 79. | sad case | a pitiful or unfortunate situation |
| 80. | sad event | an unhappy occurrence |
| 81. | scourge | a source of great suffering |
| 82. | shipwreck | a disastrous failure or collapse |
| 83. | slaughter | the killing of many people |
| 84. | sorry episode | a regrettable and sad event |
| 85. | soul-crusher | something deeply demoralizing |
| 86. | terrible event | a very bad happening |
| 87. | torment | severe physical or mental suffering |
| 88. | tragic event | a deeply sad event |
| 89. | train wreck | a disastrous, chaotic situation |
| 90. | trial | a difficult or painful experience |
| 91. | tribulation | a cause of great trouble |
| 92. | trouble | difficulty or distress |
| 93. | undoing | the cause of someone’s ruin |
| 94. | unhappy event | an unfortunate occurrence |
| 95. | untimely death | a death happening too soon |
| 96. | violent end | a death by violence |
| 97. | washout | a complete failure |
| 98. | woeful event | a very sad occurrence |
| 99. | worst-case outcome | the most disastrous result |
| 100. | wreck | something badly damaged or ruined |