Maybe It’s Not the Thought that Counts
One morning the characters awaken in their inn and find that each is missing an item of some importance… the fighter is missing his magical sword, the wizard his spellbook, the cleric his holy symbol, and so on. Even more bizarrely, a different item has appeared in place of each of their list items!
The fighter finds a silver candlestick in his scabbard, the cleric a porcelain mirror where his holy symbol was, etc. Each of the items seems to be of some minor value, though no particular use.
Looking out the window of their room, the characters see many people gathered in the center of the town holding assorted items and talking with each other, some trading their items and such.
If the players check it out, they’ll learn that this town was cursed long ago by a minor spirit of chaos, and once a year everyone loses a prized possession, replaced with someone else’s prized possession. When this happens, it’s the custom of the town for everyone to meet up and try to trade everything back to their rightful owners.
For their part, the townsfolk take the prank with good humor. There are a couple arguments here and there, but by and large it’s seen as a time to get together with friends you’ve lost touch with and strengthen the bonds of the community.

What would be a good item for a sorcerer to lose? I suppose his most expensive magic item (like amulet of natural armor or something.)
Ideally, the characters should lose something of sentimental value more than actual value. Of course, that’s not always an option, especially if your players aren’t very interested in roleplaying and don’t have anything with a sentimental value.
All though cliche, it could be interesting to have the “curse” be put in place by some benevolent priest or something, a /wish/ or something to bring the town together. This is interpreted in such a way to bring about this malady.
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