1) Boy in far left side of town, found by walking between houses. He then appears in the right side of town roughly near the shops and church, then runs to the park at the top left side of the main town area. Afterward, he can be found in the bottom left corner in the left hand side of town.
2) If you return to the Pub upstairs, the mirror next to the bed will be sparkling. Click for event.
3) (optional?) Not entirely sure which unlocks first, but around this time you have two things open up. Talking to the villagers in the main town hub gathers information, assumably, and to the north of town you can try to enter the castle, only to get stopped by a barrier.
4) Eventually you'll be able to talk to the bandit/bouncer in front of the whore house and enter. You can either do the deed or not, and then investigate the left side of the whore house.
5) By returning to the noble/client, you can wake him up to make a ladder appear in the left side of the whore house, below the fountain.
5a) May or may not be required to get 5 going, but after I originally wandered around town / left the whore house via the western entrance, there was a blonde haired girl by the houses who ran away after I talked to her.