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Could you help me out here? 

I've completed everything i can in the beginning, but now in order to proceed i need to complete the prologue quest, but i need to familiarize with the town? I at day 60 now and i don't know what to do since I've tried everything/

By the way is their a guide or walk through? I couldn't find one when i tried to 

Than you have not completed everything, I know it is a bit weird as it saying FAMILIARIZE WITH THE TOWN. But it actually just mean that you should max out your relationship with everyone. 

Responding back, yes i have done everything i could, i have fara and luna's level 5 (complete the prolouge) with them asking me to complete the prolouge, rebecca with level 2 (get more guild members), and lucy at level 4 (form relationships with other girls). Their are no other hints then complete prologue, talk with other girls (which i have) and the prologue hint takes me to the main story quest which i don't know what to do as it just says familiarize with town.

Could you give me a help please since i've already tried going everywhere and re-interacting with everyone with no effect

Also for some strange reason as of now, jimmy the guard in the market has the yellow exclamation mark, but when i talk to him he has nothing to report (a bug?)

Break the brown door inside the guild. The blonde girl should appear.

I thought the game already give all the hints in the characters tab. If every girls are not max out, you need to progress their story.