It has been said that within the mountains (or was it the darklands?) there dwells a fluffy creature of immense cuteness. This creature is so adorable that all who encounter it are filled with joy so great their mortal forms cannot contain it. And they explode. Several magic institutions are desperate to study the creature or better yet capture one to prove the theory of an elemental plane of "D'Awwww".
How Jayel became the proprietor of the Wanton Wench is more or less a hand-waved affair by the local officials. The facts known by 'upstanding' folk are that a fresh-faced young girl by the name of Jayel came into Gatewatch, disappeared, and reappeared the aged and stern woman she is today. The facts known by the night watch are a marked decrease in drug trafficking and battered women appearing on the streets. The fact known by Jayel is that she killed a man with her bare hands, and has never looked back.
A small band of squirrels seems to be fighting high up in a tree over a shiny nut-sized object. Can you retrieve the prize without scaring the squirrels into running off with it? If they do, can you manage to chase them down?
Rain slowly builds, thunder and lightning continue to roll in. Road muddies, horse/wagon getting stuck in the mud. Thunder strikes coinciding with a deep hole a horse just walked in, horse panics, breaks its leg (maybe just sprain?). Horse is decompacitated and the rain just went from pouring to an all out monsoon. Shelter needs to be found, horse needs to be taken care of, covered in mud, add the posibility of items being lost to the confusion with the wind and dealing with spooked animals.