Here is a strange story regarding this:
I was playing on my pirate that is following this theory,
I was doing a clothing quest, which required me to go see Barbossa, and me not thinking, walked right on in. However, I got a runtime error just as I got in. So I logged off and back on. I went to go to Dark Hart with my friend, and the first pouch I got, was a pistol. I thought I had messed up my pirate, so I trashed the gun, checked my stats and yep, I had pistol training. However, I checked my quests journal, and it said I never did the quest. Strange, but ever since I trashed the pistol, all drops for pistol have stopped. Maybe you don't get anything better than a flinlock pistol if you don't level up your pistol? I don't know. So if anyone tries this and does what I did, just trash it and do not level it. The drops should stop for that weapon, if not it will be extremely rare to get the drop. I gotta give credit to the guy who thought up the theory, it really is a good idea, and good luck to everyone else who tries it.
-Davy
EDIT: Ugh, now I am getting gun drops, but all crude.... hopefully I wont get too many? XD