This list contains one hundred different scenarios that your players see going on around them as they are walking through the streets of an established settlement. Even mundane encounters such as these give your players a sense that things are going on around them, making your world feel more alive. Most of these can be used as quest hook, too.
| d100 | Entry |
|---|---|
| 1 | A large group of children are watching a puppet show. The puppet show is acting out the player’s last adventure perfectly. |
| 2 | An up-and-coming artist asks to paint a portrait of the party. |
| 3 | A group of barbarians from the far north are arguing with a local merchant. |
| 4 | A wooden wagon has lost a wheel, causing barrels of fruit to roll into the street. |
| 5 | A diseased vagabond asks the players for coins. |
| 6 | A group of laborers begin unloading a cargo wagon nearby. |
| 7 | A fortune teller sits in a tent, waiting for her next customer. |
| 8 | A group of guards are taking a break and playing cards. |
| 9 | A mysterious figure in a black cloak is trailing the players. |
| 10 | A nearby bakery sets fresh pies on the windowsill. |
| 11 | A beautiful noble woman is admiring the settlement, with a group of armed guards close by. |
| 12 | A panicked mother is screaming for her child. |
| 13 | A frail looking stray cat begins following the players. |
| 14 | An angry store owner is fixing a broken shop window. |
| 15 | Several acrobats occupy a part of the street and display great skill in their movements and contortions. |
| 16 | A red-faced sage is mumbling on the ground, looking for a lost amulet. |
| 17 | A pompous-looking wizard drops his spellbook in the middle of a busy street corner. |
| 18 | A mysterious woman from a far-away land is watching the crowds with a keen eye. |
| 19 | A large wild animal walks calmly down the street. People run away and shout. |
| 20 | A pickpocket attempts to steal an item of value from a random player. |
| 21 | An older gentleman is telling at his young apprentice for making a mistake. |
| 22 | A group of miners are protesting outside a noble’s estate over poor work conditions. |
| 23 | Three old men sitting in rocking chairs shoot glares at the players. |
| 24 | A street performer is playing a lute, hopeful to make some coin. |
| 25 | A group of guards are trying to apprehend a thief, who is scaling a nearby building. |
| 26 | A strange, cloaked figure asks where the local library is. |
| 27 | A group of guards are clustered around the entrance to an alleyway. They look concerned and serious. |
| 28 | A group of friendly drunken halflings ask the players to join in their celebration. |
| 29 | A beloved explorer is delivering a crate of ancient relics to a local museum. |
| 30 | An attractive maiden begins flirting with a player. Her muscular husband takes notice. |
| 31 | A shopping list of rare herbs falls into the hands of a random player. |
| 32 | A group of thugs try to trick the players into coming down a nearby alley. |
| 33 | A mercenary with a large wooden club asks the players for work. |
| 34 | A local madman spouts gibberish about a prophecy. Everyone ignores him. |
| 35 | A messanger of the Settlement Ruler accidently drops his backpack in front of the party. |
| 36 | An abused servant asks the party to help them get revenge. |
| 37 | A merchant asks the players to guard his shop for the night from thieves in exchange for some coin. |
| 38 | A group of sleepy looking dwarves walk through the streets, carrying a large telescope. |
| 39 | A local tinkerer is showing off the metal construct he built in his basement. |
| 40 | A noble invites the players to a house party. |
| 41 | A street fight breaks out around the party as rival gangs begin to battle. |
| 42 | A robed mystic carries a large bundle of strong-smelling incense. |
| 43 | A shady merchant attempts to sell the players illegal drugs. |
| 44 | A crowd gathers around the corpse of an evil wizard hanging from a gallows. |
| 45 | A rabid dog jumps from a nearby alleyway, attempting to bite a random player. |
| 46 | A fire breaks out inside a nearby building. A bucket brigade forms as people try to put it out. |
| 47 | A town crier announces the opening of a new tavern. |
| 48 | A man happily carries a fishing rod as he strolls past the players. |
| 49 | A champion gladiator walks through the streets as people cheer. |
| 50 | A hunchbacked man plays a violin beautifully on a street corner. |
| 51 | A mysterious obelisk appears in the town center overnight. |
| 52 | A half-eaten body is discovered outside of town. |
| 53 | An elf walks the streets with a look of disgust on her face. |
| 54 | A merchant approaches the players and tries to buy a trinket they possess. |
| 55 | A funeral procession walks mournfully through the town. |
| 56 | A strange woman asks to interpret the player’s dreams for them. |
| 57 | A group of children play dice on a street corner. |
| 58 | Members of a local guild are looking for new recruits. |
| 59 | A blacksmith hammers a freshly forged blade nearby. |
| 60 | Mysterious chanting can be heard coming from an abandoned house at night. |
| 61 | A diseased begger begs the players for a cure for their sickness. |
| 62 | A farmer and his two sons ride past the party with a cart full of fresh vegetables. |
| 63 | A gnome is performing magic tricks on a street corner for tips with their ogre assistant. |
| 64 | A caged animal has escaped capture and is running through the streets. |
| 65 | A tavern brawl spills out onto the street, in front of the players. |
| 66 | A local ruffian is writing crude graffiti on the side of a building. |
| 67 | An old woman is tending her garden outside of her home. |
| 68 | A small child asks the players for help finding her pet frog. |
| 69 | The wind kicks up and a strong gust blows a trader’s tent over. Their merchandice spills into the street. |
| 70 | A cunning thief ‘accidently’ bumps into a random player, taking their coin purse. |
| 71 | A random player finds what looks to be a wedding ring sticking out of the dirt in front of them. |
| 72 | An injured man is being escourted to a local doctor by his brother. |
| 73 | A group of guards block off the beginning of a street, and they won’t let anyone pass. |
| 74 | A noble mistakenly ‘recognizes’ a random player from a dance a few nights ago. |
| 75 | A group of teenagers are preparing to launch fireworks. |
| 76 | A local apothocary questions the players about their herb knowledge. |
| 77 | An old wizard walks down the street with two clockwork servants. |
| 78 | A nearby shop is having a 50% off sale and the line to get in wraps around the building. |
| 79 | Two dwarves are arguing in Dwarvish in the middle of the street. |
| 80 | A few stray dogs are fighting over something in a nearby alleyway. |
| 81 | A baker chases rats out of her shop with a rolling pin. She asks the players for help. |
| 82 | A diseased man is seen coughing on random people in the street. |
| 83 | A priest asks the players if he can bless them before their next adventure. |
| 84 | A high-class carriage rolls by the players and a beautiful elven woman inside waves to them. |
| 85 | A group of fisherman are yelling about something strange that was caught this morning. |
| 86 | A guard is pinning a Wanted poster to a city message board. |
| 87 | A large man dressed in silks carries two pies in each hand. |
| 88 | A busker in the street plays one song on his lute repeatedly. |
| 89 | A woman is chasing a large cheese wheel rolling away from her down that street. |
| 90 | A toothless old man offers the players an unlabled potion for free. |
| 91 | A frazzled traveler is studying a large map. |
| 92 | A large flock of birds swoops past the party onto a building nearby. |
| 93 | A man is arguing with a tax-collector and two armed guards. |
| 94 | A group of halfllings have set up a market stall selling massive vegetables. |
| 95 | The players overhear two men talking about what they know of the Feywild. |
| 96 | A group of nomads are traveling through town, looking for a place to sleep for the night. |
| 97 | A wizard is frantically looking everywhere for his missing wand. |
| 98 | An ogre is spotted outside the settlement stealing a horse. |
| 99 | A talkative bard asks the players for inspiration for a new song. The song becomes a smash hit. |
| 100 | The ruler of the settlement travels through the street with a group of armed guards. |
