100 Items in an NPC’s Pockets

One hundred items you might find while digging in an NPC’s pockets!

1Pocket sand.
2A folded piece of leather containing several pieces of blank parchment (A wallet with a checkbook)
3An Aegis of Recovery; the NPC is unaware of its purpose/doesn't know it has to be worn to work 4
4A diary/journal that goes in detail about the NPC's life. Further inspection reveals that there is one or two minor magic scrolls between some of the pages.
5A bag of various gems and jewelry equal to about 300 gold.
6A key, with no information of what it is used for. Turns out to be a key stolen from a guard that opens the keep.
7A piece of cheese, half eaten.
8A golden ring worth 100gp and a note 'today's the day!'.
9A few small pieces of wood, made to look like silver coins (same shape, size, markings), among some actual silver pieces.
10A fishing hook, roll a DC 20 dex save to not have your fingers on it and yell out in pain with your hand still in the pocket.
11A love poem, yet to be delivered.
12The transcript of an ancient prophecy, describing a heroic person looking a lot like one of the players.
13A brass signet ring given to members of a guild or cult. There is an engraving on the inside that says 'Don't be a jerk,' in dwarvish.
14Nothing. The pockets open to bare skin.
15Warrant for Arrest: The warrant depicts an illustration of they who fell the villager, with a DEAD OR ALIVE bounty of 500gp.
16‎Keyring of Tools: This savvy farmer had a wizard shrink each of his farming tools (shovel, hoe, scythe, axe, plough, pitchfork, and rake) to the size of keys for easy transportation. Whenever he needed them, he simply popped them off the magical ring.
17‎Coin Pouch Empath: A peculiar thing of leather and string, the coin pouch empath is sad and forlorn when empty, but overjoyed and greedy when full. These emotions pour into who so ever carries it.
18‎Take Me Back to Sea Shell: Seemingly innocent pocket fodder of the nostalgic seaman, this shell carries within it the sound of the nearest sea, including lively docks, bustling markets, all of sea-kind, and intelligent voices. More time spent listening delivers greater insight into actual discussions, known creature calls, and suggestions of tide and weather– but beware, some Take Me Back shells are known to maintain a feisty crab!
19‎Anti-Theft Stitching: Those quick to trifle will find their wrists stitched in this anti-theft pocket lining! The leather sack wraps tightly around the wrist with magical strength, rendering the hand useless like that in a bag. The pocket bag can only be opened by command of the pocket's owner or the tailor who set the trap. The leather is not so sure to be easily removed– the trap tightens at the wrist with any attempt.
20A small piece of parchment with the words 'Dear (npc's name) I have always loved you. If you love me back, please meet me at the tavern tonight. If you are not there, I will understand'.
21A small bone knife carved with runes and pulsing faintly with magic, this hobgoblin good luck charm allows one to reroll an attack roll or any skill check involving a melee or ranged weapon once per day.
22A palm-sized brass coin from a distant Fire Giant city. This Giant coin is equal to 1d4+1 Gold Pieces if you can find a money changer who will accept it.
23A paper napkin with a few stanzas of poetry or a partial diagram of a machine scrawled on it. 24
24A piece of chalk and a ripped parchment with Infernal runes and part of a magic circle drawn on it.
25A crystal eye, always warm.
26A bag full of coins, each one from a different country.
27A deck of unique cards and a booklet with instructions to play a game of war with them.
28A leather bag full of seeds.
29A paper with the last thing a PC did or said to the NPC written on it.
30A strange cube with buttons on it and cogs.
31A roughly scribbled map on a piece of parchment, folded up three times.
32A feather.
33Shimmering dust in a vial which after some investigation appears to be the remains of a will o wisp.
34An old love letter, neatly but repeated folded and worn from age.
35A small, simple pen knife. The handle is old and the wood is worn so that the maker's mark is no longer visible. 36
36A poorly made rope doll with button eyes and frayed yellow cloth for hair.
37A tiny nugget of fool's gold, worthless.
38An empty tinder box, the insides are scorched black.
39A sky blue baby's bow.
40A folded piece of parchment warning citizens of pick pockets.
41A coin purse with a message in thieves cant. The message warns the thief to return the purse or else.
42An invitation to join the local thieves guild.
43Used handkerchief.
44A bottle cork with a small blue star inked on the bottom.
45A gold coin hidden in a loaf of bread.
46A snotty handkerchief.
47Some crumpled handwritten receipts for goods and small change.
48A spare pair of clean, but clearly old underwear. Turns out the pocket owner has incontinence and brings backups for accidents.
49A magical anti-pickpocket snaptrap. It snaps on the thief's fingers loudly and painfully with needle-like teeth and turns the thief's hand bright purple as though indelibly dyed.
50A half-eaten bread snack wrapped in leaves.
51A wrapped sandwich.
52A lovenote (from whomever the DM decides.)
53A 'Pocket' dimension the size of a pocket.
54A key to a secret lockbox kept under the NPC's bed.
55A small knife in a deerskin wrap. The handle has another NPC's name carved on it, surrounded by little hearts.
56A sealed scroll. Depicts an expertly drawn image of a rude gesture, captioned by the words 'Fuck you, buddy.' The text is magical and can be read in any language, so the scroll detects as magic before you open it.
57A half eaten ham sandwich.
58The perfect skipping stone.
59A big turkey leg, like the size of a large man's hand.
60A tiny violin.
61Auto-high rolling dice.
62A closed thimble filled with cabbage soup.
63A small, malleable ball of fluorescent green... something. Aside from molding it with your hands, you can exert your will onto it to make finer shapes.
64A handkerchief, heavily used.
65A small pouch of nuts and dried meats.
66A vial containing something resembling soot. If identified, it is revealed to be a vial of ashes.
67A small hoard of sheets of paper, all seemingly collected from the corners of posted notices; none are larger than a square inch.
68Just a few clods of dirt and some pebbles.
69A single metal needle bent into a perfect circle.
70A wax seal of a prominent noble in the land who has recently gone missing.
71A scrap of paper with a script that you can't read (PC doesn't know it is written in illusory script).
72A charm of obsidian antlers on a broken chain.
73A couple of pieces of chalk.
74A crumpled note that is damaged beyond legibility.
75A scrap of parchment that has a map drawn on it. It seems to be of streets in a city, but you can’t tell where.
765 pp, but they're actually chocolate.
77A bag of boogers they've been saving for some sick reason.
78A love letter to the PC's mother.
79A popular novel published recently with an elven-made bookmark stuck inside.
80A very small spellbook containing 3 cantrips and 2 first-level spells. There are also notes about the location of dungeons and the layout of magical ley lines in the area.
81A cracked or flawed ion stone in a felt-lined box.
82An enchanted 10 foot pole that somehow fits in any ordinary pocket.
83A half eaten piece of jerky.
84A folded note that reads 'come to (x place) at dusk, thursday night, or you'll never see her again. come alone, and bring the money. Or else.'
85A broken pocket watch.
86A canine tooth with a tiny metal dogtag next to it. It only has a very tiny paw print carved onto it.
87An envelope with money and a small letter apologizing for the small amount, promising not to spend any on food next time so the kids will have more.
88An old, tarnished wedding ring obviously not worn in a while.
89A collector's set of very tiny letter openers.
90Very large clumps of tangled hair tied tightly together, holding a robin's egg inside.
91A one year sober chip.
92A confession love letter.
93A certificate of adoption for a boy at a local orphanage.
94A letter to a loved one promising them they will see them soon after nearly a decade apart.
95Just a regular silver coin. There is nothing special about it. Nothing, really.
96A wooden box filled with polished copper coins.
97An advertisement for the local tavern.
98A small loaf of bread filled with a spicy pepper sauce.
99A small wooden figurine carved into the shape of an owlbear.
100A well made doll. Odd... it looks like one of the players.