| No. | Item | Definition |
|---|---|---|
| 1. | ambiguous | open to multiple meanings |
| 2. | arduous | requiring great effort |
| 3. | awkward | hard to handle skillfully |
| 4. | baffling | very hard to understand |
| 5. | bewildering | extremely confusing |
| 6. | brain-twisting | mentally difficult and confusing |
| 7. | brambly | full of obstacles or tangles |
| 8. | briery | thorny and difficult |
| 9. | byzantine | excessively complicated and intricate |
| 10. | challenging | demanding effort and skill |
| 11. | complex | having many connected parts |
| 12. | complicated | hard to understand or deal with |
| 13. | confusing | hard to follow clearly |
| 14. | contentious | likely to cause dispute |
| 15. | convoluted | complicated in structure or reasoning |
| 16. | cumbersome | awkwardly complex or heavy |
| 17. | daunting | seeming hard to deal with |
| 18. | demanding | requiring much effort |
| 19. | dense | hard to work through |
| 20. | devilish | very difficult or tricky |
| 21. | diabolical | wickedly difficult |
| 22. | difficult | not easy to solve |
| 23. | elaborate | highly detailed and complex |
| 24. | enigmatic | mysterious and hard to grasp |
| 25. | entangled | caught up in complications |
| 26. | equivocal | uncertain in meaning |
| 27. | exacting | requiring great care or effort |
| 28. | exhausting | very tiring and difficult |
| 29. | fiendish | extremely difficult or clever |
| 30. | formidable | impressively difficult |
| 31. | fraught | filled with difficulty or tension |
| 32. | frustrating | causing discouragement or annoyance |
| 33. | full of twists | having many complications |
| 34. | gnarled | twisted and rough in form |
| 35. | gnarly | twisted, rough, or difficult |
| 36. | gruelling | extremely tiring and difficult |
| 37. | hairy | very difficult or risky |
| 38. | hard | difficult to do or solve |
| 39. | hazardous | involving danger or difficulty |
| 40. | head-scratching | causing puzzlement |
| 41. | heavy | serious and difficult |
| 42. | hellish | extremely difficult or painful |
| 43. | iffy | doubtful or problematic |
| 44. | impenetrable | impossible to understand fully |
| 45. | inscrutable | hard to interpret or understand |
| 46. | interlaced | woven or crossed together |
| 47. | intricate | very detailed and complex |
| 48. | involved | complicated and not straightforward |
| 49. | knotted | tied or tangled into knots |
| 50. | laborious | requiring much effort and time |
| 51. | labyrinthine | like a confusing maze |
| 52. | maddening | extremely frustrating or confusing |
| 53. | many-sided | having many different aspects |
| 54. | messy | complicated and hard to resolve |
| 55. | mind-bending | extremely hard to grasp |
| 56. | multifaceted | having many complex features |
| 57. | multilayered | having many levels or aspects |
| 58. | murky | unclear and confusing |
| 59. | mysterious | difficult to explain or know |
| 60. | nasty | unpleasantly difficult |
| 61. | nightmarish | extremely difficult or unpleasant |
| 62. | no easy matter | something difficult to do |
| 63. | not straightforward | complicated or indirect |
| 64. | obscure | not clear or easily understood |
| 65. | onerous | burdensome and difficult |
| 66. | opaque | hard to understand clearly |
| 67. | perplexing | causing uncertainty or confusion |
| 68. | prickly | touchy and difficult to handle |
| 69. | problem-ridden | full of problems |
| 70. | problematic | presenting problems or difficulties |
| 71. | puzzling | difficult to explain or solve |
| 72. | ramified | having many branches or parts |
| 73. | recalcitrant | resisting control or solution |
| 74. | refractory | stubbornly hard to manage |
| 75. | rough | difficult or unpleasant |
| 76. | severe | very serious or difficult |
| 77. | snaky | winding and twisting |
| 78. | snarled | tangled or difficult to sort |
| 79. | sticky | awkward or difficult to handle |
| 80. | stiff | difficult or severe |
| 81. | strenuous | requiring great effort |
| 82. | tangled | twisted together confusingly |
| 83. | taxing | demanding much effort or thought |
| 84. | thorny | causing trouble or difficulty |
| 85. | ticklish | delicate and hard to manage |
| 86. | tough | hard to deal with |
| 87. | tricky | requiring careful handling |
| 88. | trying | hard to endure or manage |
| 89. | twisty | full of turns or complications |
| 90. | unclear | not plainly understood |
| 91. | unmanageable | too difficult to handle |
| 92. | unruly | hard to control |
| 93. | unsolvable | not able to be solved |
| 94. | unwieldy | hard to manage or control |
| 95. | vexing | causing annoyance and difficulty |
| 96. | wearisome | tiring and difficult |
| 97. | webbed | interconnected like a web |
| 98. | wicked | very difficult or severe |
| 99. | winding | following a twisting course |
| 100. | worrisome | causing concern or difficulty |
