Sunday, May 17, 2026

Pickpocketing 101

One of the hard parts of being a DM is the characters doing random things, like pickpocketing a random person. Here is a list of 101 random things that could be found in a pocket. Two notes: I run a post-apocalyptic campaign where modern items might be found, plus in the Middle Ages, "pockets" might be larger pouches and bags than what you would expect. 

  1. A hard-boiled egg
  2. 7 pieces of bullion (for broth) 
  3. A box of matches, two crushed packs of cigarettes, and a couple of Tic-Tacs
  4. A pack of Fruit Stripe gum
  5. One nugget of gold
  6. a Polariod of Meri, Pippin, and Treebeard
  7. Half a turkey sandwich in waxed paper 
  8. 17 ketchup packets
  9. 3 fortune cookies, two are broken, but the third still functions
  10. A spork and a knife
  11. A bar of soap and one sock
  12. A cheese knife and a wedge of cheese
  13. A multitool 
  14. Hockey tape and puck
  15. A sling and 7 bullets
  16. A sewing kit
  17. One large onion
  18. A ball of twine
  19. 7 quarters and 3 dimes
  20. A jar of Grey Poupon
  21. A pair of gloves and a trowel
  22. A Zippo lighter
  23. 3 perfect skipping stones
  24. A pair of glasses
  25. 3 silver bars
  26. A bundle of parsley, sage, rosemary, and thyme. 
  27. A set of files
  28. A measuring tape
  29. Scissors and a piece of chalk
  30. A small first aid kit
  31. A heel of bread
  32. A small box of snuff
  33. 4 tubes of paint and a brush (white, vermillion, ivory black, and yellow ochre) 
  34. A balisong
  35. A pipe, a tobacco pouch, and a cleaning tool
  36. A laser pointer
  37. A small pouch
  38. A tin cup and a tea ball
  39. A can of grease
  40. A lucky coin
  41. 3 chess pieces, one bishop, one queen, one rook. 
  42. An Uno deck
  43. 3 bungee cords
  44. A paperback book, "What is Dungeons and Dragons?"
  45. 6 ball bearings, 1" steel
  46. 12 copper pennies in a snap pouch
  47. A kalimba 
  48. A pair of small nunchucks (1d3 damage) 
  49. A folding pocket knife with the letter "P" engraved on it
  50. Archery bracer and finger gaurds
  51. Steel wool
  52. Pegs for a lute
  53. 15 safety pins
  54. A compass
  55. A small oil lamp, empty
  56. Sunglasses, pink with rhinestones
  57. A hymnal
  58. Three tiny screwdrivers and a 10 mm socket
  59. A pack of clove cigarettes and a book of matches
  60. A tube of toothpaste and a well-used toothbrush
  61. 3 votive candles in glass and wire holders 
  62. 3 Sharpie markers, orange, brown, and black
  63. 6 sheets of paper, the 6th has plans for a garden
  64. A small book: "The Early History of Rome" by Levy
  65. A pair of pliers and 8 nails
  66. A canvas roll for paint brushes
  67. 3 cards: a Jack, a Queen, and two, all clubs
  68. A roll of Duct Tape and a small razor
  69. A brush and soap in a cup
  70. 3 carabiners and three iron spikes
  71. A tiny 6" hammer
  72. A play program from "Guys and Dolls"
  73. A box with 3 gears on the front
  74. 6 packets of seeds: tomatoes, zucchini, cucumbers, onions, lettuce, and goblins
  75. A kitten
  76. 24 cough drops
  77. 72" of wick and a ball of wax
  78. An oil can, full
  79. A fabric map of France
  80. A set of dominoes
  81. Wolfsbane
  82. 17 wooden dice, all 1d6
  83. A set of shot glasses
  84. Two ferrets
  85. A straight razor and a small leather strop
  86. A jar of Nutella 
  87. A brass electric torch
  88. Thieves tools
  89. Brass wire and cutter
  90. A set of guitar strings
  91. A can of chicken noodle soup with a P-38 can opener
  92. 23 recipe cards
  93. A flask of brandy
  94. A bottle of fluid, clearly labeled "food poisoning"
  95. A glass cutter
  96. 3 quartz crystals on a lanyard
  97. 3 packs of sugar and 16 packs of saccharine
  98. A glass jar full of milk
  99. A pair of mittens and a hat
  100. One rubber spatula
Bonus item: 

101. The One Ring

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