GOF 2.0 Update

Yes, if things are broken, I will attempt to fix them, regardless of the mod.  In your GOF 1.2 boarding case, I loaded the file and the system.log actually tells us the problem:

Ptc("E:\GOF1.2\RESOURCE\models\locations\decks\deckMediumVSBig\deckMediumVSBig_pn.ptc") -> file not found

deckMediumVSBig is the boarding model of the ship decks used during the boarding battle for the particular ship you are boarding and the .ptc files are what is called the "character patch" that indicates all the "walkable" surface for the characters.  The _pn portion of the name indicates for night boarding and a _pd is for day, because sometimes the "day" model and "night" models used might contain some items lying about that affect where one would walk (not always the case, but this was the option they provided in their game design).  Turns out, this particular model had a _pd for day, but was missing a _pn for night.  I suspect it was an oversight of the model designer, because I checked GOF 2.0 and GOF 2.5 and they were also missing this same file.  Since I have no idea how to model these things myself, I simply copied the day _pd file and renamed it _pn.  It is now uploaded to Itch and you can update GOF 1.2, 2.0 and 2.5 for this fix.

Not sure about the brothel madames...I checked Tortuga and Port Royal and don't see what you describe.  Is it a particular madame?