The crossover that someone actually asked for

"Mate, you need a drink. Drown the sorrow of your bonnie lass not wanting a eunuch and all." Jack was sitting at a grimy table with tankard in hand, looking very much at home in a shamelessly debaucherous Tortuga inn. I think he actually believes he's being helpful, although I don't know how sitting here drinking can possibly be useful.
"I don't need to drown my sorrows. We need to get her back. Why are we doing nothing? We should be looking for information, or a crew, or something!"
Jack sighed. "Ease up, mate. I know where we're going, we can't leave til mornin', and Gibbs is organising a crew. Have a seat, have a drink, and do you think you could try to stop looking so damn virginal? You're easy pickings, you know mate."
Easy pickings for whom, I wonder? But I'm not going to prove his point and show my naivety by asking.
"Well if we truly are done here, then can we find a room? This inn is hardly pleasant."
"Leave?" Jack looked scandalised. "You want to sleep when there's rum to be had?"
This is going to be very difficult, I can tell. I'm going to end up carrying this stubborn drunkard of a pirate out. At least if he keeps drinking the way he has been all night, it won't be too much longer.

As it turned out, he could still walk when I finally convinced him to leave that awful place. Not that the streets are any better. He keeps seeing things that interest him and dragging me over. Or being slapped. Only Jack could have possibly offended that many women. I wonder if he slept with all of them? He must have spent a lot of time here, or been very busy while he was here. There was even a boy who slapped him! He looked about my age, but it was hard to tell with all the rouge he was wearing. Is his... job the same as most of the women here? I don't even want to think about what Jack could have done to have deserved that. I just want to find a place to rest, and leave as soon as we can in the morning. I can't help thinking that while Elizabeth is enduring who knows what aboard the Black Pearl, I am being forced to follow *Captain* Jack Sparrow stagger drunkenly through the streets of Tortuga. And he keeps stumbling into me, and then grabbing me like he meant to do that. Oh dear, now he's grabbed my arm again and is dragging me towards a shop that's still open. Any shop that is open at this hour can't possibly be good.

"Come on, love. The fella here is brilliant. He can tell you all about what you're going to do. He told me that I'd get my Pearl back someday. He will probably tell you that you'll get your lass back safe and sound, and then you can celebrate. Drinks all round!" He looks about ready to turn around and head back to the inn for more rum, so I push him into the shop instead. He immediately starts playing with some of the curios on the shelves.
"Anything you be looking for, young sirs?" I hadn't noticed the elderly man come out of the back room, and tried to tell him that we weren't looking for anything, but of course Jack couldn't possibly stay quiet.
"He wants to know if can find his love, she’s been stolen by evil pirates and he's a eunuch."
"I'm not a eunuch!" I snap at him, as the owner nods at Jack and shuffles back into the other room.
"Now now, no need to get huffy there love. If she doesn't fancy ye then I can get ye acquainted with some of the ladies here."
"I know exactly what you means by 'acquainted,' and I would remind you that just because I'm in Tortuga with a shameless pirate such as yourself, I will hardly abandon all proper behaviour," I say indignantly.
"So which proper behaviours will ye abandon then?" Jack has this unsettling habit of moving very close to the person he's talking to, and right now he is mere inches from my face, his arm supporting his weight on the wall behind me. It is making it harder to follow exactly what he means when he speaks, which is probably why he does it.
"I do not intend to turn pirate, if that is what you are asking." Perhaps if I tell him often enough, he will stop insinuating that I am going to become one, like my father.
"Of course, ye think ye be wanting to return to the respectable life with your fine lass. But what about tonight?" He has such intensity when he speaks. I feel that whatever he is talking about is awfully important, but it is impossible to tell what that is. He is clearly trying to get me to join him in some form of debauchery. I think he is trying to test me in some way, but of course he also just wants to be debauched himself, and I'm spoiling his fun. At this point the shopkeeper interrupts us, and motions for us to follow him. I step away from Jack, and follow him into the back room. The owner seems harmless, and it can't possibly be worse than out there. If it keeps Jack entertained and doesn't get him any more drunk, it couldn't hurt. And hopefully Jack will forget about whatever he was planning. I would never admit it, but there was something in his eyes that made me very nervous.

The other room was dimly lit, like the rest of the shop, and had a round table in the centre. The shopkeeper motioned for me to sit down at the table, and Jack sat down at a bench to the side, looking suddenly disinterested and drinking from a flask that he must have hidden earlier. I resist the urge to snatch it from him and focus on the man as he sits in front of me. He is quiet for long moments, then starts talking.
"You will find the girl you are looking for, but she is not the one you are truly searching for."
"Is she unhurt?" I ask eagerly, forgetting that I do not believe in such things.
"She is strong. She is meant for greater things than dying in a pirate's cavern. She will marry a Navy man, and she will be very influential."
"You mean Commodore Norrington? She loves him?"
"She will do great things at his side."
"So where does that leave me boy here?" Jack speaks up, looking disappointedly at his now empty flask.
"His future is uncertain. He must decide for himself. There are many possible futures for him."
"Well that is hardly helpful." Jack rolls his eyes. "You were much more helpful for me, mate."
"That is because your future is clear. You were destined to be a pirate, and it is your destiny to have the Pearl with you. You would be unhappy in any town, even here." That clearly makes sense to Jack.
"And anywhere else would hang him," I mutter.
Jack hears, and remembers that this is meant to be about me.
"Well what futures does he have to choose from then? Should I offer him a place on my Pearl?"
"He would make a good pirate, if he can learn disrespect for proper society. He would make a good first mate, if he can accept you. He would make a good blacksmith, if he could accept that he would always be lesser than the girl. He would make a good Navy man, if he could follow orders from the husband of the girl. He would make a good son, if could find his parents. Any of the futures in which he is happy require that he changes." At this point the old man returns his focus back to me. "If you do not, then you will never find your place."
"So can you help me show him that his place is by my side on the Pearl then?" I protest, but both of them seem to be ignoring me again.
"I don't owe you that much, Jack."
"What are you asking for then?" Jack pulls the bench up to the table.
"I will send you to a place where he will discover his true self. If that is with you, then so be it. Either way, you are to find me these two men, and make them drink this potion." He pulls two portraits and a vial out of his robe and puts them on the table in front of us. "And how are we to find them?" Jack asks.
"I will send you to where they will be. You must wait for them, make them drink, and then once you are ready you will be able to return." Jack pauses, then thrust out his hand.
"We have an accord."