You're blown off course

You both finish the rest of your drinks quietly, and around the same time, enjoying the presence of each other's company, while the rest of the bar gets rowdier by the moment, largely attributed to your song. You look up the stairs for a second, and at Trandal.

"You have any other plans?" You ask with a plain face, trying to hide your brewing scheme

"No, not really. Was thinking to either explore, or just head back to the ship before things get too crazy."

"Gods, you're so boring Trandal. One day of freedom and you want to turn back to the ship, where you'll be for the weeks."

"Fine than, First Officer Fiana. Did you have any better ideas?"

Your smile cracks, as he seemingly walked right into it "Ya. We've tried the Rum, how about you and I try either Sodomy or the Lash?"

Trandal is clearly surprised by your offer, but receptive "Well, I've had my fill of the lash for a lifetime, let's take the other one."

You both make your way upstairs, where a curious dwarf waits. You see his face contort on seeing you make your way upstairs, and you cut off him off promptly "I"m not looking for a job dwarf, just a bed for me and my associate here."

The dwarf fumbled in his words, thrown off his game by your mere presence "W-why, sure, yes, of course. Whatever you'd like." A coin is exchanged for a key, and you make your way to a room just large enough for a bed and a nightstand. Trandal follows closely behind, closing and locking the door behind him.

"You know, there's an ongoing bet on the ship as to whether you and I have fucked" Trandal stated quietly.

"Of course there is. There's little else to talk about, and me and the Captain are the only things they can safely lust after."

Trandal smiles "That sounds like an odd amount of judgement for this being your idea."

You reply with a firm grasp of his cock from outside his trouser. Your voice turns plaintive and seductive "I know, I can't stop thinking about this cock, and I'm tired of having to share it with that greedy Captain Godfrey. I'm going to have you all to myself, for once" As you start to slowly stroke him from outside.

"Well, don't let me stop you" Trandal replied, feigning neutrality and ambivalence, even as he opened up his trousers for you. His thick, veiny cock popped out, your mouth watering at the mere sight of it. You nonchalantly toss your large hat onto the bed as you sit on your knees, and once again enjoy the feeling of his smooth skin throbbing in your mouth. You really have to stretch your jaw to get down his shaft, you'll probably never be able to get all of him down your throat. That sure doesn't stop you from trying, the sight and sound of you gagging turns your partner deeper. Your jaw straining to keep going, you spit on him and rub your saliva up and down the remained of his cock "Well, now that we have that prepared..." You leave the sentence dangling as you get back on your feet. The clothes Marianna bought for you are tight and difficult to get out of, but Trandal proves patient as you remove your boots and pants, leaving your corset and puffy shirt on for the time being.

You lean forward and put your hands against the footboard of the bed. You spread your legs wide to give a perfect view of your eager holes. You return the feigned indifference to Trandal "how about it than?" He doesn't respond verbally, he doesn't have to. He approaches slowly. With two full strokes of his cock to keep it erect, he takes position behind you, and slowly pushes the head of his cock into your waiting ass. Your whole body clenches at the sensation, painful at first, but giving way to great pleasure. Trandal groans as well as he's being gripped tightly, moving cautiously.

"Sorry, this is my first time doing it this way..." You reply with a slight laugh

"I noticed. We can stop if you want."

"Not at all. I want all of your cock deep in this ass."

"As you wish" Trandal replies gruffly as he grabs your hips, pushing further in, slowly. Pulling away, once he makes it all the way, the last of the pain washes away, and you get the glorious sensation of having all of Trandal's amazing cock all to yourself, deep in your ass. A slow, steady rhythm is built up, both in your bodies and your breathing.

"Fuck, you are so tight Fiana." Trandal lets out between moans, softly slapping your ass as he goes

"That won't last long" You joke with him "You're stretching me so wide, I'll never be the same again."

"You mean you plan on making a habit of having cock in your ass?"

"Only if it's yours" You start to melt away as you admit your desperation, a hand moving to stroke your soaking pussy "Think I'm beginning to get hooked to your thick cock." Encouraged by your words, Trandal increases his rhythm. Quiet and stoic in his fucking, you're surprised when he suddenly stops, filling your ass with cum without a single hint that he was getting close. The sensation is amazing....but still shy of getting you off, to your disappointment.

"Sorry about that" Trandal let out as he slowly pulls his cock out of your ass. "You were just too tight, I couldn't handle it anymore"

"No, that's quite alright" You wiggle your ass side to side, as his seed slowly leaks out. "You'll just have to service me back on the ship as payback, by orders of your first officer" As you tauntingly put your hat back on, before your boots or pants.

"As you wish, Miss..." Trandal replied with a laugh and a bad attempt at a bow. Your moment together is interrupted by two disturbing noises; a horn indicating some kind of a warning, and the unmistakable sound of wood being wrenched and splintered under great pressure. Trandal waits for you to hurriedly put the rest of your clothes back on, as you and the rest of the patrons rush out of the building. You're horrified to see a ship, just having left port, being seized and taken by some kind of gigantic sea monster, it's mighty tentacles wrapping all around the masts to take it down beneath the waves. You and every other pirate are left helpless to watch your fellow pirates fight in futile effort to save the ship...

The mood turns somber; hats are pulled off and hung over hearts in reverence. Some trudge back into the bars to drink a toast to the fallen, many head their way back to their ships, you and Trandal included. You both start to look at each other in mutual understanding, knowing more than the other sailors. You wait until you return to your own ship, and turn to your newly appointed private quarters before you talk on the matter.

"Well, it turns out Achita and the rest may have been right after all" Trandal laments "And now we're all at the mercy of that beast."

"I'm afraid there may be something more to it than that. Something like that being so close to shore? That's more than a little strange."

"What are you getting at?"

"I don't know Trandal, but nearly all stories of monsters attacking ships is out in the middle of the sea, far away from land. Usually to explain missing ships or to excuse mistakes from bad captains. But we ALL just saw it. Something's going on here..." Your pondering is cut short by the thunderous boot of Captain Marianna Godfrey, bursting her way into your room

"Oh good, you're both here." She has both of her flintlocks drawn, and a crazed look in her eyes "Get every body you can, steal them from other ships if you have to, it's fish for dinner tonight!"

"Captain! You can't be seriously talking about going after that thing"

"I'm afraid it's worse than that Fiana. That's an order, now move." As she pointed either flintlock at you and Trandal

"Captain, this is suicide, even more than attacking the Imperial ship was. What do you hope to gain from this?"

"None of the other Captains will dare sail in and out of this port if we don't at least try to do something. This isn't about the monster, it's about my cousin. She's worked too hard for everything to blow up in her face on account of some big fish. Now, either you muster up the crew, I'll find a new officer who can..."

"Aye Aye Captain" you and Trandal move as fast you can, ringing the ships bell to marshall up the crew. Not everyone arrives, which isn't surprising, but you head out with what you have, guns at the ready, making way for where the other ship was last observed, debris scattered about. There's no sign of the monster, for better or worse, but you and the crew are able to at least rescue a few of the survivors from being taken by the bitter cold, or drowning. Patrolling for a few hours, bringing in whoever you can among both the living and the dead, you turn back to port with no monster vanquished, but a point having been proved. The waters are still safe to travel....mostly. Having come back safely, you and your crew are heralded as heroes for saving the lives of the pirates, who now happily bolster your ships crew.