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Just had to start this thread due to it's cousin.
1- She said "yes".
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2) All my stuff is here!
3) All my friends are here!
4) If my annoying older brother 'has an accident,' I inherit the manor house and the title of Duke. Why go hunt smelly goblins for a couple of gold here and there when I can just stay home and have the servants peel me grapes?
5) It's dangerous out there, all the money and arcane training and magic items shops are in town, so why leave, again?
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6) There are monsters in the tall grass.
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7) You hear awful things about your cousins in Illmarsh and Carrion Hill.
11) Because I can.
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12. You've just built a house of brick.
13. Adventuring makes you late for dinner.
14. Because the Wizard and Dwarfs took your neighbor and not you.
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15a. Did you see that woman next door? And her daughter?
15b. Did you see that man next door? And his son?
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16. There is a really big wall in your way.
17. This old guy won't let you leave town until you accept the Tiny/Small-sized aberration he's giving you for protection.
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16. There was a recruitment drive / military draft a few years back, and all the young men of age were carted off to fight in the war. They didn't come back, and now you are the oldest 'young man' in town, and there are about fifteen young ladies of proper marrying age whose families are sizing you up. You like those odds.
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19. It's the only place in this world/Demi-Plane.
28. The locals haven't caught on to the Three Card Monte game yet.
29. The circus is coming to town.
30. It's dangerous out there.
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31. Who's idea was it to build a town inside a Tesseract?
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32. One phrase, Busty young Milk Maid.
33. Your class falls under the category NPC.
34. Your back story is so dull it cuts your survival chance as an adventurer.
35. You have been dragged into an Urban adventure.
36. Your mom says you can't go dungeon crawling til you eat your turnip.
37. You've found it easier to rid the land of evil by telling eager well armed youths that you have a noble quest for them.
38. Your Sane.
39. Dungeons are dangerous & Dragons think you are delicious.
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41: Agorophobia
42.) You run the thieves' guild.
43.) You ARE the Law!
44.) You run the only temple of Abadar / bank in town.
44a.) Your bank is a secret front for the Bank of Evil (formerly [insert name of defunct real world bank here]).
45.) You have the Mcguffin.
46.) You are the Mcguffin.
47.) There is a really REALLY tall wall a few miles out around the town.
48.) You have the Illmarsh Look.
49.) It is fun being the town executioner.
49a.) Since you are also the town sherrif and town torturer/inquisitor, you always get to loot the bodies. Some times you loot them before the axe falls, some times after.
50.) Some one has to run the Henchmen, Hirelings, Toadies and Torchbearers' Union.
51.) The town over thataway has a serious centipede problem.
52 Your Boss owns a Tavern. You found a crypt beneath it and beneath it is a dungeon. Besides, this place sells good ale.
53.) the insane half-fiend/troll grey render has a problem with people leaving...actually it's more the people leavings problem...
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54.) Justin Bugbear is coming to town on his summer concert tour and you just can't wait to see him.
56.a) Your in-laws are leaving.
56.b) Your kids are leaving.
57.a) Mommy/daddy told you not to leave.
57.b) Mommy/Daddy told you to leave.
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58. The wilderness lacks a steady supply of ale, women and comfortable beds.
59. Being a 'meaningless peasant' is better than a 'dead adventurer'.
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60) Mum won't let you leave town without putting on that nice, new red shirt she knitted for you.
61) GUESS WHAT IT'S OPTIMUS PRIME!
63. It's where you retired to, after a life of adventuring.
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64 - Each time you attempt to leave, the town leader has a new "very important" in town job for you.
65 - Town is surrounded by some sort of forcefield. Every time you try to move past the town walls, you get thrown back in.
66 - A creepy old woman has tied you up in her basement for yet unknown purposes.
67 - You're a prisoner in a jail cell. Don't expect to leave any time soon.
68 - You've been cursed. Just before you reach the town gates, you collapse, sound asleep.
69 - You're a slave / servant bound to a royal house in town.
70 - There's a treant in the way and you don't have a bottle of water yet. (Like / Favorite for the first to get the reference. Not that it's all that hard.)
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71 - You used to be a long distance explorer once. Then someone shot you in a lower limb with an arrow. (sorry)
72: You haven't received your Razmir mask yet.
73:you used to be an adventurer but you took a sweetroll to the knee
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74. "I once had a sword, or should I say, it once had me.
I just picked it up, oh what a sword, it was plus three.
Its Ego was twelve, a fact of which I wasn't aware;
Then I tried to leave and I found that the sword didn't care; oh . . ."
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75 You're getting too old for this junk.
76 You're only a month away from retirement.
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77. My books are here.
78. It would require getting out of bed. Have you seen my wife/husband?
79. It's hard to bring a fully equipped torture chamber with you.
80. That's what minions/pawns are for.
81. I require a fully stocked wardrobe.
82.because your doomed to be the town oracle.
83.) The DM says the smith won't be done crafting/repairing that thing for a while. Guess I gotta wait...
84. You haven't served your time yet.
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85.) It's not Adventure Time yet.
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86.) You live in a town where everbody has a number instead of a name and #2 has strict views about people leaving.
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87.) The Overseer says that the rest of the world is a deadly wasteland, and the Overseer always knows best. He said so!
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#88
All your shirts are red
89
You are still in magic grad school
90
Someone has surrounded the village with a glass wall
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47 replacement) You just crowned yourself Emperor / Empress.
92) You burned all the zombies in town, why go look for more?
93) The real gold is in farming glowing green Soma mushrooms in the cellar and making candles of invocation from them.
94 - It's your job to ring the towns warning gong, curfew gong, tea time gong, tickle time gong, the sleep gong and the wake up gong. No one else could possibly do that...right?
95 - "Not leave town? Forget that I'm going to wal--- All hail hypno-toad... Why would I want to leave?"
96 - You are currently living in a very deep pit with smooth walls and thus far no one has been able to climb or fly out and no one has dropped a rope for any of you.
97 - You live in a flying metropolis, miles above the world.
98 - You're surrounded by the deadly dessert. If you so much as touch the sand, you turn to sand yourself.
99 - You can't remember who you are, what you do or why you're there, but you feel the answers lie somewhere in this town and not outside of it.
100 - You were thrown into the town maze. It's large, complicated and filled with creatures. Escaping that is priority 1.
101 - The stars shoot laser beams at whomever leaves your village. It appears the gods would prefer you stay where you are for the moment.
102. You live in the "World's Largest City". There's plenty to keep you busy.
103. You have yet to find the bush that hides the secret passage into the castle dungeons where the princess is being held by the evil wizard.