Painful Plundering, Part Two

Story by Joshiah on SoFurry

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#12 of Bondage stories

First: https://www.sofurry.com/view/1558452

They say that cats aren't the biggest fans of water, and in this pirating sequel, Millie finds that it's not just the ocean that wants to take a bit out of her.

After a unique welcome to the pirate ship that she unlawfully boarded, Millie spends the next night in the brig, still soaked with the mess of every male that got to have a turn with her. The jailer lets her know that her fate is likely to be auctioned off as a slave in Westmarch, and that afternoon, she's sent to visit with the captain again, with the memory of his flesh still resting on her tongue.

Their second meeting is much more cordial, until she dares to ask what her fate is going to be. It turns out that Captain Velgard isn't getting rid of her just yet: she has to make up for damaging his pride first, and he's only giving her one method to accomplish that feat.

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The rocking waves of the open ocean were not a kind thing to a feline.

Though she was able to curtail her seasickness, Millie still didn't enjoy the feeling of the ship rocking from side to side around her as she leaned against the wall of her small, dreary cell.

"You know somethin'? You ain't no fun, kitty."

The very same guard that first caught her sneaking onto the ship was the same one assigned to watch her quarters, much to her chagrin. "I'm sorry...should I be dancing a jig for you? Is there a sea shanty that you prefer over all the others?"

"Well, that's a _bit_more like it," he explained. "Most of the prisoners at least beg for their lives or put up some kinda fight. You've got dignity and resolve...ain't no fun for the likes o' me."

"If you want the prisoners to be more fun for you, perhaps you should put those rules in writing on the walls or something. At least there would be reading material for me."

"You're not long for the ocean, are you?"

"It's not my favorite place to be, no."

"Good news, then...we'll be out to Westmarch in less than a day, and then the cap'n can decide who he's gonna sell you to. I'm sure there's all manner o' buyers that want a piece of you after all the thievin' you've done."

Truth be told, it wasn't the fact that Millie has been taken so brutally by the captain and his crew the night that she'd been captured. She could still catch their mingled scents, lingering over the miasma of saltwater that hung about the ship...she could still taste the flesh of each cock that she'd been forced to suckle while she was trapped and helpless against the wall.

Rough as all of that might have been, she was hoping her performance was enough to earn a place on the ship as a crew member, at least until she could find her way to safety. If the right person got their paws on her in Westmarch, her fate would be worse than she could rightly fathom.

"Never would have thought that pirates would be so quick to sell out thieves," Millie jabbed at the jailor, frustrated that several days spent with him didn't weaken his resolve at all. "There really is no honor among us, is there?"

"Honor? Ha! Course there ain't no honor," he scoffed. "But it ain't about you bein' a thief, kitty. You stole from the wrong ship...and we all had to pay the price when you did it. Unless the captain has a change of heart, you ain't gettin' out of your fate this time...and that man ain't got a heart."

In the brig of the ship, the hull was tightly sealed, but the age of the vessel was starting to show as the tiniest beams of sunlight, no wider than the period on the end of a sentence illuminated the cell just enough to remind Millie that there was still an outside world to hope for. With her wrists shackled behind her back and her ankles shackled together, the odds were already stacked against her, and being trapped on an enemy boat at sea made things seem utterly impossible for her.

The only glimmer of hope she had wasn't the friendly rays of the afternoon sun, but the faint whisper of another member of the sullen crew, into the ear of the jailor.

"We must be gettin' close to port; the cap'n wants to see you before we dock. Get on yer feet."

A small, rickety bench was all that Millie had to sit or sleep on for the half a week they'd been adrift. She knew that she wasn't in her most presentable state, but there wasn't a thing she could do about it as she kicked her legs down from the bench and stood upright, unable to move any further without her ankles being freed.

"Atta girl. Still got quite a bit o' fight left in ya!" the jailor turned an old, rusty key in the door of the cell and used the very same one to unlock an extra link of chains that kept Millie's shackles adhered to the wall, ensuring she couldn't make a foolish break for the edge of the ship. "I'm sure he'll be happy to see that...probably just wants to give ya one last pop in the mouth, aye?"

Rolling her eyes at how simple minded her captors were, and frustrated with herself more than ever for getting caught, Millie stood at attention as the jailor slipped a rope around the curves of her hips. She was getting used to the song and dance of being leashed every time she wanted to go to the restroom, and like she had so many times already, she began hopping out of the cell and down the hallway, trying to ignore the wealth of splinters that stuck out from her pawpads.

"Straight ahead, lassie. I know ye didn't forget where the cap'n stays."

For his private quarters being so close to the holding cells, Millie couldn't recall seeing Captain Velgard once since their interlude the first night. She never even caught sight of him scooting past the cell, or heard his voice when he was supposed to be barking orders on the deck; the first mate took care of most affairs up above.

To have a crew that respected him so much that his presence on the ship alone was enough to dictate order and obedience, Millie had to wonder if she'd only received the tip of the iceberg when they first met.

She gulped at the prospect as the jailor knocked on the door for her, only for it to swing open quite easily.

"To see a thief in chains is a quite a magnificent sight...one that I don't think my loyal crew fully appreciates the gravity of," he greeted her eloquently; his linguistic skills were far and away from the rest of the ship. "I do appreciate you bringing her to me, but for now, I think its best that you be going."

Disappointed that he wasn't going to get to take part in the second round, the jailor helped Millie into the middle of the room before heading back to the door with his tail flat against the back of his thighs. The heavy oak swung shut, and without addressing Millie again, Velgard rushed to the door and locked a series of different bolts, ensuring the only way to break in was through the barred window behind him.

Millie had no prayer of escape.

"I would say that you and I got off on the wrong foot, but I wanted to make sure you understood the gravity of stealing from a band of pirates...if I'd gone any easier on you, I'm sure that they would have killed you in your sleep for what I did to them when you robbed us."

"The fact that they still follow you after such a brutal punishment says something about the way you run this ship."

Velgard snickered. Stepping past Millie and giving her a firm swat on the rump, he was delighted to see that she still had strength enough to take the firm blow and stand her ground, though her expression was flustered at the strike. "A privateer is usually a simple enough man. You keep them drunk and fucked, they keep you safe from anyone who tries to harm or burgle you. When they fail their end of the bargain, I pull back on mine."

"You...you forced them into chastity?"

"Two whole weeks," Velgard was unnervingly proud of the fact as he stood behind his desk once more and rummaged through a drawer, fetching out a sealed decanter of brown liquor. "No rum, no grog, no pussy...even though we were right outside of a port the whole time. Drove them all mad, I'm sure, but the fact is that they failed to stop you from taking quite a handsome portion of our riches, at the time."

The sting on her backside was still fresh, but just hearing his devious methods, Millie was sure that he was capable of much worse than that. "What manner of a man can keep a crew loyal after such torture?"

"The kind of man who can give it all back to them whenever he wants, of course! They just had to earn their privileges back, and they worked harder than ever to make up the difference of what you stole from us. They've been fiercely loyal and deadly efficient ever since," Velgard recounted their victories in his head as he poured a small sample of the liquor into a small, sparkling glass. "If anything, I should really be thanking you for coming back: having you on the ship has only strengthened their resolve!"

"Been a few good nights of plundering, then?"

"Two small trade ships, taken faster than I've ever seen before," he confirmed. "You'd think the sails on those ships read 'all the defenseless virgins you can handle' or something! Hardly left any survivors, a couple different women taken on to keep the boys happy, plenty of rum to keep them drunk, and more gold than I could spend in a year...all because you went and robbed me all those months ago."

Millie cocked a brow as Velgard paused to take a sip of his drink. "So...you brought me in here to thank me?"

"Yes."

"Is that all?"

"No."

"Then...?"

"There's one debt that you still haven't paid, and no amount of pirated gold or finely aged rum is going to pay it back, I'm afraid. You still managed to steal from my ship, and I dare to say that my pride still hasn't recovered from it. Though my heart is light with fruits of a successful week of pillaging, the mind of this captain is heavy with the memory of that failure...and if I send you away at the port this evening, you'll never have the chance to repay that debt, and I'll never be made whole again."

Millie was almost certain she knew where the conversation was going, but even as she rolled her eyes, she began to smile just a little bit, betraying her resistance. "Should I just get on my knees, then? There's no faster way to restore a man's pride."

"Do you know why that'll work?"

"Because it'll make you feel better?"

"Partially," he agreed. "More importantly, it's because you want it."

Already starting to sink to her knees as Velgard set his drink on the desk, Millie paused with only one knee on the floor. "Excuse me?"

"There was no mistaking that look in your eyes the first night," Velgard claimed, stepping right up to her. A heavy paw rested on her shoulder and forced her other knee to slam down to the floor, sending not pain, but a deep thrill up her spine. "Part of you longs for the freedom of the night...but a deeper part of your spirit yearns to be taken and controlled by the right man...I could see it in your face that night, that you were terrified...but you wanted to be. You didn't want to know if you'd get out of it in one piece or not..."

She was gulping again as Velgard slipped down the front of his dress slacks. The way his length was already starting to grow in front of her muzzle and stiffen out made it clear he'd been thinking about this encounter just as much as she had, and like all prisoners on his ship, she wasn't given any clothing to hide the messages of her body.

There'd be a tiny strand of arousal hanging from her folds before long; she wouldn't be able to deny it, or deny him.

"And if I do this, you...you'll keep me? You won't turn me over to the auctions?"

"Maybe," Velgard mumbled, stepping out of his slacks and standing over her. The wolf kept his gaze locked on her soft, chocolate orbs, refusing to release her mind any more than her body. "Maybe I still will. You're getting fucked either way."

Millie tried to hide an excited gasp at the prospect, and the captain assisted her, stuffing the tip of his cock into her parted lips as she started to make the sound.

"No time for little tongue games, thief. We'll be to port soon...you'd better hurry up and soak it."

With her arms still shackled behind her back, Millie could do nothing to slow the pace of Velgard's hips. His paws were free to take a firm, painfully tight grip of her stout muzzle as she struggled with just the first few inches of his thick flesh; he was forcing it right to the back of her mouth before she had a chance to relax her throat.

He's gonna choke me...fuck, I don't know if I can breathe!

Eyes that widened with panic winced shut with effort only a moment later as Millie tilted her head up and tried to make room in her throat. She could hardly tilt her neck with the brutally firm grip of the captain upon her, certainly too much for most women...but the very drip of arousal that Millie was afraid of was starting to gather on her bare, exposed cunt as the wolf loomed over her in a perfect display of canine dominance.

"We don't have a lot of time to waste, but I'm not pulling it out until I feel your nose against my crotch!" he warned her, his muzzle painted with a deadly sharp grin. Her own was straining to open any wider as she neared the base of his delicious length, but without her paws to grab onto something, she was struggling harder than she ever had before.

Her nose was just barely tickled by the peach fuzz fur around the edges of his sheath when she finally reached her limit. She was just able to buck her head forward for an instant and rub her face from side to side in his warmth, her tongue tickling at the base of his sack before she fell back, saliva running down over her cheeks and soaking her chin as she panted desperately.

If the captain hadn't let her go, she wasn't sure she'd be conscious; even then, she was lightheaded as he stood over her defeated form.

"Your eyes only opened for a moment," he commented. "They were starting to roll back in your skull...much as it was a sight I could get used to, I already told you that we don't have time for games: I can't go strolling about town sporting a stiff cock like this. Makes it harder to keep a low profile, after all."

Velgard could have made up whatever reason he wanted to violate Millie; she would have been helpless to stop him either way, and he would have gone right ahead no matter what she said.

"R...right..." she panted still, her throat dearly sore from the tip of his member punching against it. "Ca...Can't d-do that..."

"Glad you agree with me," Velgard murmured. He reached down and gripped her tight by the neck, restricting her airflow once more as the other paw began yanking her up by the arm...he was never going to be gentle with her, but before she could protest, her trembling legs began standing up for him, and between them, the glisten of her arousal became obvious in the brilliant rays of sun that illuminated the small room.

Though her ears folded bashfully, Millie wouldn't offer an excuse for it.

"You're still enjoying this? Goodness, you've sprung quite a leak down there!" Velgard teased her, knowing she could do nothing to fight back against him. The moment she was up to her footpaws, he took hold of her other arm and slammed her fiercely into the wall, her breasts taking the brunt of the impact before her cheek slapped into the wooden frame, as well. "I'd say that I'm not doing this right, but your body would disagree with me, Millie...is this wondrous moment the one thing that you could never find a way to steal? Is that why you're so desperate for it?"

If there were more time that day, the wolf surely would have taken her mind apart and figured out every which way to bring her to her knees, but as they wobbled under her body and struggled to keep her upright, Millie became desperate for the abuse, even though she knew she couldn't ask for it.

She looked back at Velgard with one pleading, panicked eye, knowing she wouldn't come out of their encounter unscathed; she was riddled with lust at the fact.

"Now would probably be a good time to beg for mercy, you know."

Torn between a 'please' and 'make me,' Millie's lower lip quivered as she finally caught her breath, only to have it stolen away again by the tip of Velgard's cock. The tapered, canine length stabbed at her womanhood and spread her slit apart quite easily, but her plentiful arousal was just enough for him to penetrate her without effort...it didn't change the fact that he was rather gifted, and her smaller frame wasn't made to handle such plentiful length.

Her inner muscles clenching down and resisting didn't sway his decision to pump onward. One paw gripped her bound wrists and pulled back as the other pushed against the back of her head, claws raking over her skull before they twisted up in her unkempt tresses and yanked fiercely at them.

"Nothing? You'll just s-sit there and take it like a good little slut?" he asked, his own voice starting to waver as he experienced the heavenly delight of such a tight, heated passage around his manhood. "If that's the best you can do, it's going to be quite a l-long time before your debt to me is fully paid!"

Go on, then...take your payment back, Millie thought, finding her cheek was being ground too roughly into the wall of the quarters to properly vocalize a reply. She found it hard to keep her focus in any one place as her hair was tugged, her arms were yanked, her womanhood was stretched to the limit, and her legs struggled to keep the whole arrangement upright, but all told, she was just able to handle it...

...For how long, she didn't know, but she did have quite a serious debt to pay.