1 A bard or minstrel, half dressed and looking over his shoulder.
2 Farmer going to/returning from market with his meager goods.
3 Farmer going to/returning from town with his/her sons.
4 Farmer going to/returning from town with his/her daughters.
5 Girl running away from home.
6 Boy running away to the city.
7 A lost child, in tears and holding a torn sack.
8 A troupe of entertainers, led by an overdressed and curious Elf.
9 Full company of mercenaries, led by a stout, dark bearded Captain.
10 A small group of mercenaries, dishevelled and sweating.
11 Minor noble travelling via horse, with servants.
12 Minor noble going to/returning from hunt, with retinue.
13 Local bailiff, sheriff or warden, with a suspicious outlook of strangers.
14 A hunter or poacher, with a huge longbow strapped to their back.
15 A pair of hunters or poachers, arguing about who is to blame for a missed shot.
16 Large trading caravan, with accompanying surly guards.
17 A lone trader/merchant on foot, leading a mule carrying their wares.
18 Lone trader/merchant riding on a horse drawn wagon.
19 Limping bailiff and his badly beaten prisoner.
20 Escaped prisoner, manacled and carrying a religious icon.
21 Sheriff and his dogs, out hunting an outlaw.
22 A boundary warden with a broken bow and empty scabbard, fuming as he walks.
23 Lone travelling priest, carrying a lit censer with an acrid smell.
24 Lone travelling cleric, with a faintly glowing mace.
25 Charismatic priest and retinue of apostles, who are mumbling to each other and won’t make eye contact.
26 A cleric and a small retinue of acolytes, full of confidence.
27 A ranger/boundary warder patrol, with a cheerful leader.
28 A patrol from the local city or town guard, nervous about being out of town.
29 A foot messenger, with a ducal ring on his hand.
30 A horse messenger wearing a royal tabard and carrying a fine leather satchel.
31 A travelling historian carrying a sack of old stone statues.
32 A starving beggar, willing to trade information for food.
33 A group of refugees, telling stories of war and oppression in their homeland.
34 A wounded soldier, limping along on crutches.
35 A deserting soldier carrying a memento of a fallen friend.
36 A wandering dog, with a silver collar and name tag. 100 Social Encounters On The Road
37 A bear wearing a collar and trailing a frayed rope.
38 A riderless horse, with bulging saddlebags.
39 A thrown rider, trying to catch his horse.
40 A wandering madman, ranting about an invisible creature.
41 A pair of dwarven prospectors, arguing loudly about where they took a wrong turn.
42 Halfling cook/chef, out foraging for ingredients.
43 Overturned wagon with injured merchant.
44 A bored elderly gnome, with a curious mechanical toy.
45 Fisherman by a riverside, without any fish.
46 Druid planting rows of trees across the road.
47 A drunk from a nearby tavern, unsteady on his feet.
48 A partially smashed coffin, with a “corpse” inside which is slowly moving.
49 A dealer of “used magical artefacts”.
50 An elf picking and eating wild berries.
51 A manic Herbalist, with green smears around his mouth.
52 Group of robed monks, carrying a lit censer.
53 A squire chasing his drunken master’s horse.
54 An armoured Dragonborn sitting on a stone, sharpening a sword and sighing.
55 Farmer with an unmoving mule, laden with fruit.
56 Guarded and chained prisoners digging a ditch.
57 A pair of wagon drivers preparing to race each other.
58 A tiny Earth Elemental, shifting pebbles from one side of the road to the other.
59 A group of dancing lights, which keep just ahead of the party.
60 A drug addict, coming down from their last score.
61 A harmless ghost, sadly humming an old song.
62 A gnome riding an armoured mastiff.
63 A hawker trying to find his bird.
64 A grave robber, with mud on his shoes and a dark, wet sack on his back.
65 A friendly necromancer with several raised skeletons, who offers to share food.
66 A gang of youths from a nearby town.
67 A gnomish tinker & merchant, offering magical mending.
68 A Quickling, fleeing from the service of a warlock.
69 A drunken Hill Giant, asleep and snoring loudly.
70 A starving hermit, bearing a sword handle without a blade.
71 A migrating Treant, walking down the middle of the road.
72 A dead knight’s retinue, returning the body home.
73 Traveling reeve or magistrate, summoned to a case.
74 A group of pilgrims, one of which is carrying a small, heavily bound chest. 100 Social Encounters On The Road
75 A backwoods moonshiner, offering free samples of his wares.
76 A surveyor excited about discovering a door into an artificial hillock.
77 A dripping wet fisherman, climbing up from a riverbank with an angry look.
78 A girl picking wildflowers, acting as a lookout for local bandits.
79 A boy swinging a stick like a sword, with a pet dog following.
80 Villagers cutting wood to make bows.
81 A stone golem with one leg shorter than the other, never walking in a straight line.
82 A pixie telling rude jokes and riddles.
83 Four villagers burning a pile of corpses, which are emitting a thick purple smoke.
84 A wagoner trying to fix his strangely burned cart.
85 A contented Halfling, smoking an oddly scented pipe.
86 A wild-eyed and dishevelled Alchemist, ranting about a breakthrough.
87 An imp caught in a rabbit trap, screeching loudly.
88 A lost wagon guard, with scratches on his face.
89 A seller of genuine, if minor, religious relics.
90 An old gnome in hat and tattered clothes, rapidly shuffling a deck of cards.
91 An ebullient Orc, dressed in bright fine silks.
92 A Green Hag, offering a reward for revenge on those who tricked her.
93 A wine merchant, asking for directions to the nearby town festival.
94 A fur trapper, with a live wolverine as a pet.
95 A sour old grandmother, complaining bitterly about her eldest son.
96 A Hobgoblin out to see the world.
97 A young man, with a hideous mask magically stuck to his face.
98 A band of giant hunters, paid to kill a troublesome old Hill Giant.
99 A charcoal burner, telling stories about haunted trees.
100 A potion merchant, with a backpack full of ‘alternative’ potions.