Apparently the dialogue is a little different if your character is female. Tsubame suggested herself as WELL as your character should dress in the most attractive, yet revealing attire to dupe the pirate into revealing the information.
I am not sure if it makes the slightest difference if you do in fact dress accordingly, but i doubt it. I did... and nothing of note happened. You walk up in whatever your dressed as, hand the bottle over and just stand there. My character was in a bikini and he made no direct reference to my character at all. :/