100 Waterdeep Encounters

These encounters are meant to be generic and abstract. They are the kinds of things you might expect to run into while traveling through a major city like Waterdeep. They are primarily roleplay prompts for the DM, not stand-alone encounters unto themselves. You will have to make the NPC and describe their activities. Rather, this chart is designed to quickly point you in a direction to run with. The terminology used here is based on the culture of waterdeep, so it might need slight modification for other cities.

d%
1. Pickpocket(s)
2. Crime in progress
3. City Watch
4. Griffon cavalry flyover
5. Blackrobe(s)
6. Ruffian(s)
7. Drunk(s)
8. Construction
9. Crowd(s)
10. Street performer(s)
11. Prostitute(s)
12. Street vendor(s)
13. Town crier
14. Crime in progress
15. Carriage accident
16. Escaped animal(s)
17. Noble(s) (and escourt)
18. Parade
19. Newsboy
20. Evangelist
21. Monstrous NPC
22. Construct
23. Powerful spell
24. Powerful artifact
25. Con artist
26. Street artist
27. Street urchin(s)
28. Sailor(s)
29. Soldier(s)
30. Scholar(s)
31. Acolyte(s)
32. Exotic pet
33. Strange smell
34. Strange sound
35. Diplomat(s)
36. Adventurer(s)
37. City worker(s)
38. Tax collector(s)
39. Romantic couple
40. Political activist
41. Gossip
42. Tourist(s)
43. Pilgrim(s)
44. Knight
45. Farmer(s) (With livestock)
46. Fence (Black market)
47. Charlatan(s)
48. Family
49. Enlightened animal
50. Enlightened plant
51. Celebration
52. Street brawl
53. Street race
54. Street gambling
55. Vandalism
56. Celebrity
57. Crime investigation
58. Damaged road
59. Flock of birds
60. Free samples!
61. Loud argument
62. Advertising
63. Lost child
64. Guild Artisan(s)
65. Foreigner(s)
66. Music
67. Vermin
68. Crowded traffic
69. Secret lovers
70. Shortcut
71. Mugger(s)
72. Trash heap
73. Lost purse
74. Stranger who recognizes you
75. A stranger you recognize
76. Acquaintance
77. Friend
78. Enemy
79. Recruiter
80. Public event
81. Grand opening!
82. Attractive individual
83. Creep
84. Street chase
85. Children at play
86. Streetside dining
87. Outsider(s)
88. Caravan
89. Competition
90. Rival
91. Patron
92. Something/someone thrown out of a window
93. Urban wildlife
94. Someone watching you
95. Confusing street signs
96. Spendthrift
97. Elderly
98. Homeless
99. Corruption
100. Spectacle