I like you have followed this one for quite some time, and mostly have little trouble doing things in the proper order.
1. Mostly it is just make the first town,
pick up the quest from the town center, and get the jewel from the eavesdrop conversation with the man in the ally in the town center.
2. go brothel and talk business with Brothel lady get quest to find man in tavern of monster. Talk to Church lady SheHe what ever at least two times and run through her options.
3. go see the witch, and get the thing that helps you beat the Quest you picked up in the town center.
4. find the Elf, and Trudie, and Ork, and get them in your party, takes about 4 times meeting with Trudi, and two meetings with elf, and two meeting at least with Orc.
5. beat your way to the Quest monster from the town center quest, and kill it.
6. Work you way up into the second map and the fort at the far end of it, pick up the armor there if you want the hassle of dealing with it.
7. Pick up the Werewolf quest's from the brothel lady and do them ( Trudi Is a must have if your trying to stay anal sex clean.)
8. Finish them, and you have another brothel quest, trouble with the Werewolf prostitute's, or customers complaining about them.
9. Then I just wander, and do things I feel like doing from there.
10 side events with peddler, Dow kitty, and centaur's, and the cult events in second map, and Inn lady have to have less than 10 gold, (third time with her is game over ), and steal in town three times I think, and wind up in the stocks, and other events I just sort of stumble onto, and avoid or do if I want too.
11. if you want to switch to prostitute just fail in the brothel a few times and you will get that. first option "Continue/Fail" there.
EDIT >> Something that might be nice in the game would be a storage chest where you could place items, and gold for safe keeping at times, if you wanted to.