The Problems of Pirates

saedo

Delver of the Deep
Joined
Aug 6, 2010
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3,547
Closed for Curtailed Ambrosia

Captain Simon Idris sank into his chair at his desk. It was still hours before dawn and his pale blue eyes were hooded with drowsiness from having been awoken. He poured himself a measure of grog into a wooden mug and regarded the pair who had disturbed his slumber.

First Mate Sneed was a towering brute of a man. Iron gray tinged his temples and the lines around his mouth gave him a semi-permanent scowl as a default expression. One of his massive hands clutched the shoulder of a young boy, who barely reached the first mate's chest. The boy had been recently taken on, so Idris didn't even know his name.

What drew the captain's attention was the splash of crimson coating the boy's shirt. Idris had seen battle well enough to recognize fresh blood. But while the occasional fistfight amongst the crew was an acceptable means of resolving tension and grievances, the the quantity on the boy and the absence of bruised knuckles strongly indicated a blade. "Knife fight?" Idris inquired with a scowl.

"Knife it were, Cap'n," Sneed rumbled. "But weren't much of a fight. This bugger up and stabbed Petey. Patched him up, but he's still plenty pale. He'll be be flat on his back for a week, I reckon."

Idris scowled. Petey could be an annoying shit, but he was a capable crewman. Their journey ahead would be that much harder with a hand short. "What the hell was this about."

Sneed uncharacteristically hesitated before speaking. "Uh, seems this one had a secret and Petey found out and threatened to tell, so this one stabbed him." Sneed paused again, prompting a hard stare from his captain. "Uh, Cap'n, this one here ain't no boy. It's a girl."

Captain Idris' hand paused in midair. His eyes blinked twice, the sleepy haze falling away like morning mist before a rising sun. The wooden mug creaked slightly as his fingers reflexively squeezed. "What?"

First Mate Sneed felt his throat tighten. After nearly twenty years on the high seas, he was by nature a hard man, inured to the dangers of his chosen life. Very little in this world gave him pause. But that quiet tone in his captain's voice was one.

"Uh," the big man began, his booming voice unusually muted. "I said, Cap'n, that this here boy ain't no boy. He's a girl."

Idris leaned forward in his chair and set the mug down on the table. His pale blue gaze swept to the diminutive figure in front of his first mate. The youth stared at the wooden planks, long black hair shielding the face.

Idris thought back three days to when he'd boarded the Spanish ship. The small craft wasn't designed for blue water navigation, but an unexpected squall had forced them many miles from shore and into Idris' hands. The experienced crew of the Zephyrhad made short work of the token resistance. The vessel had the look of a nobleman's pleasure craft , but they found little on board worth taking. Idris had conscripted a handful of the dark-haired crew as compensation. Their current journey would be difficult, so a few more young backs would be useful. The younger ones would bear up better and be easier to keep in line. So two barely old enough to shave and the young cabin boy. The boy . . . .

But on closer inspection, he wasn't so sure. The soft, unlined features weren't just youthful. They had a feminine quality. Pretty even.

His gaze shifted to the torso. Narrow shoulders, but a full chest for a lad. Except perhaps not. Idris rose from his seat and closed upon the youth. His hand gripped the shirt and pulled it aside.

Somehow, he knew what he'd find even before it was revealed. The torso had been tightly bound with strips of cloth . Despite this effort, two subtly round hills were discernible high on the chest. Where Petey's blood had soaked through on the right, Idris could make out a plump nipple atop the compressed swell. "Rather bosomy for a cabin boy," Idris snarled.

His hands reached for the pants next. The high-pitched shriek of protest was itself proof enough, but he wrestled the trousers off the hips to put it beyond question. Undoubtedly female. "Gods be damned," he cursed.

The captain released her harshly enough to send her to her knees. She clambered up, tugging her clothing back into place as he settled back into his seat.

"Small craft," he muttered aloud, staring at her darkly. "One female. Dressed like a boy. Why? Hide from the pirates. Pirates rape the women, so hide amongst the crew. Safer. Pirates steal the little bit of gold and good and rum, then gone. But didn't expect us to take a few crew for ourselves. Hmmph."

"But why a woman aboard? Not crew, so passenger. But nobleman's yacht. No nobleman." His blue eyes narrowed. "But you. Nobleman's wife? No. Daughter, more like. Daughter takes father's yacht out in the bay, storm pushes out to sea, hides from pirates amongst crew. Yes? Yes."

Idris swore. He did not know the ins and outs of the Spanish nobility, but he knew these lands belonged to some very wealthy, very powerful houses. Whomever she belonged to would have the gold and influence to see her returned. Forcefully.

" Sneed, post a watch to the stern. I have a suspicion someone is looking for us." The first mate nodded and left the cabin.

Idris turned his attention to the girl. "Very well, poppet. Just who are you?"
 
Her shirt was in tatters and she held it closed over her flat, pale stomach and bound chest, face red from being so violently disrobed, her gender having been exposed beyond any reasonable doubt. She had righted her clothing, but the humiliation still stung at her eyes.

She had gone from one problem to another, and there was no safe harbor in sight. The large man who had intervened earlier left with a nod, leaving her alone with the damnable Captain who had put her in this mess.

And he had very much put her into it. She tried to find her resolve, lifting her chin up to stare back at him, the slightest of tremors to her hands as she straightened to her full, if diminutive height.

"-I- am Catalina de Rosa." Now she might be in even more trouble, she wasn't sure. Or perhaps he would dispense with this foolishness? Either way-her ruse was over. "The daughter of his majesty the King of Spain and her highness the Queen." Her free hand curled into a small fist. "And I didn't 'up and stab' your man-he apparently has a penchant for -boys-, I merely defended myself, and in doing so-was exposed." She hesitated, then. "I-I demand you return me to shore at once."
 
"The daughter of his majesty the King of Spain and her highness the Queen." the girl declared.

Idris closed his eyes and pinched the bridge of his nose. He'd anticipated that she might be the daughter of some wealthy noble. That in of itself would be problematic. Extra patrols or perhaps even a privateer to hunt for them.

But royalty? Actual fucking royalty?! That'd mean a squadron tasked to find them. As if he didn't have navigational challenges enough without trying to outrun dogged pursuers.

"I-I demand you return me to shore at once."

That got his attention. His eyes opened in a cold glare. He met her gaze a brief moment, then buried his fist in her midsection.

To her credit, she fell to only one knee with a great wheeze. He hadn't put his full weight into it, but then he had her physically outmatched by a considerable margin. He gave her a few moments for the shock to wear off, then grabbed her by the hair and guided her eyes to his. "On my ship, I give the orders. Not you."

Unfortunately, the tight binding around her chest was also restricting her breathing. Captain Idris wasn't sure what he was going to do with her yet. Till then, best keep his options open by keeping her alive. Grumbling, he produced a small knife in his right hand as if by magic and slipped it inside the cloth bands. The soft cotton parted easily against the blade as he drew it through them.
 
Her eyes met his solidly despite the clear anxious fear there-and then he hit her. Catalina had never, ever been struck in her life. No one would have dared. It knocked the wind out of her, brought her crashing down on one knee, the fingers of her left hand splayed over her soft pale skin, her right at her throat as she tried to draw in a breath of air-the torn shirt quite forgotten.

Threats sprang to mind and then died before they could reach her lips, her spirit not quite crushed-but the girl smart enough to catch her breath first. To add insult to injury, his fingers threaded through and grasped her hair, tipping her head back to force her gaze to his.

"On my ship, I give the orders. Not you." She nodded without even thinking about it, alarmed-and only more so when he pulled a knife.

She was going to die.

Catalina's hands moved to the fist in her hair, her eyes almost comically wide-but instead of him plunging the knife into her exposed throat he slipped the blade beneath the cloth bands binding her chest. Her heaving chest strained against the cloth that prevented her from drawing the deep breaths her panic demanded, but he wouldn't dare-!

"No-" The knife sliced through and she was exposed, the surprisingly full breasts on her slight frame freed from their binds. They were round and had the perk of youth to them, nipples and areolas the same pale, pretty pink as her lips. She was a beautiful girl-and her breasts were no exception.

She was quick to try and pull her shirt back together, an outraged and yet panicked squeak at the indignity of it.
 
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As the cotton bands parted, the girl gasped as her chest could finally expand unconstrained. Her purpose in such tight constraints became obvious soon thereafter: a surprisingly large pair of breasts surged forth from captivity. No wonder she'd had difficulty breathing; constraining those impressive mounds must have been quite the struggle.

He got only a brief glimpse of her pink nipples before she tugged her shirt closed with her hands. Even this proved insufficient to hide her bosom entirely. From his superior height, he could see an inspiring amount of cleavage.

In a distant part of his mind, he knew that the instincts arising to the fore might be a bad idea. Undoubtedly the royal family was furious at him and his crew for kidnapping their precious princess. They'd likely be livid if he took advantage of her during her captivity.

But in all likelihood, they'd hang him for the kidnapping, no matter how unintentional it was. Who'd believe a pirate claiming to have "accidentally" taken a princess? No, he and his crew were all likely to wind up dangling from ropes if they were caught. So if he was a dead man no matter what he did, why resist temptation? Idris recognized that his lust might be doing most of the thinking at this point, but he pushed logic aside.

"No," he commanded. "Take that shirt off. It's covered in blood. Trousers, too." He gestured with the blade. "Mustn't have her highness wearing bloody clothes. Take them off."
 
"No," he commanded. "Take that shirt off. It's covered in blood. Trousers, too."

He was mad if he thought she'd humiliate herself further by disrobing in front a man, a pirate, someone who had no right to lay eyes on any part of her, let alone naked. Even terrorized, there was an indignant anger there that could not be quelled.

"Mustn't have her highness wearing bloody clothes. Take them off."

"As ill fitting as it may be, sir-" The word was less than an honorific and nearly an insult. She was still trying to untangle his fingers from her hair with no small amount of distress, a difficult enough task even if she had use of both hands. "I see no proper alternative on offer!" He couldn't really expect-she didn't dare-who on earth did he think he was to make such a ludicrous request?
 
Simon felt a trace of a smile tug at the corners of his lips. It had been quite some time since anyone had so grossly misread a situation in his presence. The novelty amused him.

This time he let her have about half strength. The girl made a token attempt to ward off the strike, but having one hand clutching her shirt around her naked torso severely impaired the effort. The backhand caught her on her right cheek and sent off-balance.

He closed to her position and bent slightly while she recovered. When the initial shock of the blow faded and she turned her head back to face him, he struck her a second time on the same cheek. This time she sprawled onto her left side, throwing out both hands to break her fall.

The captain straightened and took a seat on the edge of his table. "On my ship, I give the commands," he declared coolly. "Do not make me tell you again."

"Right now, poppet, I haven't made up my mind what to do with you. Till I do, I'll keep you alive just in case. But should you prove a hindrance, that is a situation easily remedied. I advise you to not force my hand."

Simon paused momentarily to lean forward and backhand the left side of her face as she attempted to sit up. "Now, I gave you a command a moment ago. Do you need me to repeat it? "
 
"Right now, poppet, I haven't made up my mind what to do with you. Till I do, I'll keep you alive just in case. But should you prove a hindrance, that is a situation easily remedied. I advise you to not force my hand."

Catalina flinched but he still caught her across the face for the third time. She looked a mixture of afraid and disbelieving, her delicate fingers to her reddened pale skin and her eyes large and fearful.

This was a nightmare. He was a brute, and she believed him when he said he might very well kill her.

She was going to cry.

Swallowing and willing the tears away, she said nothing, just slowly-cautiously-rose back to her feet, a movement to step back and away from him. She was too scared to turn her back on him, as much as she would have preferred it-and while color rose to her face, she slowly removed her pants, one of her small hands still holding her shirt closed over her chest. She stepped out of them, the slightly too large boots also-and side stepped neatly.

Then she hesitated. "Y-you could always a-ask a ransom." She suggested, her other hand joining the first in holding her shirt closed. It was long enough she wasn't yet exposed-save her shapely legs in white, thigh high stockings, purple ribbons tied in a small bow around the top of each one to hold them in place.

He straightened up off the table again-and she was skittered back a step in alarm, quickly and nearly in a panic removing her shirt too. Her chest rose and fell sharply, another swallow. Her skin was pale and flawless, soft over her rounded breasts and flat stomach, her delicate collarbone and throat. He shouldn't be allowed to see her. No one but her betrothed.

She didn't try to cover herself, her arms slightly raised at her sides, a tremor to her fingertips.
 
Simon's self-control was strained watching Catalina disrobe. His limited contact with nobles had generally suggested that they were plump and pompous creatures with big noses and greedy little eyes. But Catalina was unquestionably beautiful and his desire for her began to quicken his pulse.

Y-you could always a-ask a ransom, " she ventured anxiously.

Captain Idris took a step towards her and gave a short bark of laughter. "Ha! A king's ransom, you say? Why, what a brilliant idea. But how do you suppose I collect such a bounty?"

He stepped closer. She instinctively retreated, but the smooth planks of the cabin wall gave her nowhere to go. He leaned down till his face was inches from hers. Her eyes loomed large in his vision as he spoke. "Think I just sail up to Mommy and Daddy's armada, hand you over, and then sail away?" He snorted derisively. "Bloody suicide is what that is. Now quit stalling!"

Catalina released her grip on the shirt and let it fall away. Her breasts immediately drew his eye. He'd seen some slightly larger, but never ones this size on such a slender frame.

His eyes traveled down her taut belly with the hint of muscle beneath to the womanly mound between her legs. Hair as dark as her head confirmed her ripe femininity. The dense curls had been carefully trimmed, which amused him; he'd only seen that before in the more expensive brothels.

Blood began warming his groin. He saw her eyes flick towards his trousers as something heavy and thick shifted beneath the cloth. He wondered if she'd ever seen a naked man before. Royalty was supposed to be all prim and proper, but in his experience, no one was ever as good as their facade.

He reached a hand under her left breast and let the firm globe fill his palm. Marvelous. "Now poppet, I don't appreciate the deception that landed you aboard my ship. I took on a boy to serve on my crew, but now I have a useless girl and a wounded man, so I am now short-handed by two. So you damn sure are going to earn your keep around here."

He placed his other hand on her shoulder. "Right now, you're to make your first payment," he rumbled with quiet menace. "So you have a choice to make. Either give me what I want . . . .," he began, shifting his thumb to rest lightly against her throat. " . . . or I will take it from you."

He glared into her lovely, anxious eyes for several seconds. "On your knees," he instructed at last.
 
Catalina didn't know the finer details of ransoming a princess, and while the retort drifted through the back of her mind-it never came close to reaching her lips, his face inches from hers.

She didn't want him to hit her again. At the same time, she immediately felt that completely disrobing had been a mistake-his eyes roamed over her and yet more color rose to her cheeks-she pressed even further into the wall behind her thought to maybe even side step-but he was so large and looming, she couldn't feasibly escape him.

His skin felt rough as he slipped his warm fingers and palm against her soft skin, fingertips brushing her ribcage and his palm cupping her youthful breast. She was frozen. No one would have dared, no one should have dared-

"Now poppet, I don't appreciate the deception that landed you aboard my ship. I took on a boy to serve on my crew, but now I have a useless girl and a wounded man, so I am now short-handed by two. So you damn sure are going to earn your keep around here."

She has no idea what he meant by that, but it sounded ominous, and her stomach flipped. She'd scrub decks, she'd do laundry, she'd cook-she just doesn't want him to kill her. She wants to make it to shore alive. There must be some way for her to convince her father to pay while ensuring their safety-but the Captain was right. The King's pride easily won out over the lack of love for his daughter.

"So you have a choice to make. Either give me what I want . . . or I will take it from you."

Oh my God. It suddenly occurred to Catalina just what a man might want with a woman, with any woman, nevermind royalty-and she again felt that desperate urge to fight, to flee, to do something. Her lips part but she can't form the words, neither a plea, nor a threat, nor a barb-and she closed them, cowed into silence by the intensity of his glare.

"On your knees,"

Maybe not? Maybe he only intended to hit her again, had wanted her stripped for his own cruel amusement? Catalina has no idea. She swallowed, her eyes widened and still on his. She has never kneeled before anyone, not even her father. A curtsy, maybe, not never a kneel. Slowly, reluctantly, she lowered to kneel on her stocking'd knees. Her hands were shaking, but she refuses to cry.

"I am a princess." She says slowly, as if she can't entirely believe she was here or that the fact meant nothing to him. If anything-he seems amused.

Princess indeed-she made for a very erotic sight, her youthful, heavy breasts rising and falling with each short, somewhat panicked breath, those dark eyes wide and anxious as she looked up at him from her place on the floor, dark hair tumbled down her pretty back and off her slender shoulders. And a bit of steel there, despite her fear, despite their size difference, and despite being on her knees before him, a sizable bulge betraying his lust.
 
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"I am a princess" she declared quietly as she looked up at him.

The captain smirked. "Not here, you're not. Here, you are merely a girl. And I have only one use for girls aboard my ship."

Idris unfastened the belt at his waist and shoved his trousers aside. A thick cudgel of a cock dangled between his muscular thighs. The semi-flaccid monster was the length of her forearm and already exceeded it in girth, but was not yet hard enough to resist the forces of gravity.

"Now poppet," he continued, "you may have heard tales about what a blackguard I am. Some of those stories may even be true. But as a general rule, I'm not quite as evil as they say."

Idris edged closer. The girl retreated against the cabin wall as his immense manhood swung closer to her naked body. His right hand cupped her jaw firmly and tilted her face up to meet his gaze. Her green eyes blazed with fear and uncertainty, but also a bit of royal indignation. She was scared, but her will wasn't entirely broken.

"But I am unquestionably a man of violence, poppet. So give me what I want or I shall take it." He smirked again. "Even from a princess."

He nodded towards his half-swollen cock. "Take it in your mouth as far as you can. It gets quite a bit larger yet, so best not rush it. Do a good job and perhaps I spare that delicate flower between your thighs."
 
Catalina's eyes widened almost comically as he exposed himself to her-and then a flare of anger. How dare he expose himself to her-but why should she even think of it? He clearly dared. He dared to do whatever he wanted with her or anyone else, royalty or his immortal soul be damned, never mind what he said about not being evil.

She was frightened of him. Him, and his masculinity now on full display before her, impossibly large. She has seen paintings, but never...nothing like this.

The skin of his hand was rough, the fingers and palm warm as he cupped her jaw and tilted her head up to look at him.

"But I am unquestionably a man of violence, poppet."

As she had since learned. He had no qualms about striking a lady-royal or not. She swallows as he gives his next bit of instruction for an act she had not fathomed before, an act for a whore, not a princess-but there is also a small glimmer of hope in her chest as he completes the thought, his fingers slipping free from her jaw so that she was once again faced with him. The thought to bite him occurred to her, but that would most assuredly have dire, perhaps fatal consequences. She doesn't want to die. But she also doesn't want to do this. She's not even sure she can do it-and he said he would be yet larger? Her smaller, delicate left hand lifted uncertainly as her teeth worried at her full lower lip, hesitant.

She can't. But sweet Jesu, she had better-if he were to rape her, she doubted she'd survive...and if she did, she'd be of no use to anyone. But on a ship full of pirates with no escort, her prospects were no doubt already nonexistent.

But she mustn't give up. Life had value all its own, not just what her father, the court, her betrothed assigned it. And if she did well enough, he would leave her a maiden. No one would have to know of the depravity engaged otherwise.

The princess touched him, her skin soft and the touch gentle, nervous-and then somewhat exploratory. This was the difference between men and women. This was what made for power or subservience in the uncaring world.

Her other hand joined the first and he'd feel her feather light breath on the head of him. The tip of her tongue touched him first, and then she pulled back, nervously considering, her face aflame-and pressing her tongue flat over her bottom teeth to avoid accidentally hurting him, she tried again. Her jaw was opened to the extent it could be, and her tongue pressed over her teeth had the unfortunate effect of giving him a straightaway to the back of her throat-so that she pulled back with a small cough, wide eyed-before trying again. She wasn't sure what point this had, or how to do well-but she was determined to, one of her small hands bracing on his muscular right thigh.
 
Captain Idris watched his captive weigh his words. For a moment, it seemed uncertain whether she would yield to his request. That such a slender -- albeit well-curved -- reed of a girl could maintain a backbone in her present situation struck him both as vexing andwworthy of respect.

Fortunately, pragmatism won out over pride. Catalina reached out and gingerly felt along his dangling shaft with her fingers. His initial supposition about virgin princesses being fairy tales was soon discounted; her technique virtually radiated inexperience.

Still, she muddled along without instruction well enough to wrap her lips around the thick head. "Mmmm," he murmured approvingly as she took him inside her mouth. "Like that."

Unfortunately, his swelling cock soon revealed the limits of the novice. The girth alone required both her hands to encompass and the combination of saliva and precum proved difficult for control. The depth of his penetration also ended well short of half his length; her efforts to take him any deeper invariably prompted her to quickly retreat with a quiet cough.

Admittedly, the visual proved thoroughly enjoyable. The beautiful naked girl struggling to handle his massive cock only aroused him more. But the unsatisfactory teasing was making him ache for relief.

After half a dozen such attempts, he put a hand on her forehead. "You do make a good effort, poppet," he advised, "but you'll need to do more if your aim is to satisfy me. I'll give you perhaps half a minute more to either prove yourself or concede defeat."

He pointed to his desk before continuing. "Otherwise, I am bending you over and plundering your maidenhead."
 
She'd fight him. It was hopeless, but she would not be made his whore without incident, without trying to preserve her dignity and her sense of self. Catalina knew her reputation was already ruined beyond repair-she was on a ship full of men, of pirates with no escort and no witness. Everyone would assume. But that didn't give him the right.

If she could sate him here, the hopeless resistance might not be required at all, and she might yet spare herself.

"Y-you give the commands." Her heart was beating so very fast it was surely bruising the inner wall of her chest. "S-so give them! It's not like I've done this before, help me h-help you...?" Her humiliated temper petered off towards the end, yet more of that fetching blush across her cheekbones.
 
Simon smiled despite himself. Her efforts were unsatisfactory, but the obvious embarrassment in her face aroused him. "Very well," he chuckled. "Let us see if you can learn."

He gripped her at the hinge of her jaw. "Relax this and open wide." He slid himself into her as her lips parted, feeling the warm interior of her mouth envelop his cockhead.

"Breathe through your nose," he continued. "And just keep your muscles loose. Now push your face towards me and slide my cock down your throat. Nice and slow, till its too thick to go any further. Then slide back off, still nice and slow."
 
Catalina did as she was bid, following his instruction to the letter...but not entirely without incident. She didn't gag and repressed the urge to pull back and cough-but he'd feel her throat convulse and tighten around the head of him her delicate fingers tightening further down his shaft. Her lips were soft around him, her mouth and throat hot, slippery, and wet.

Her eyes watered but she forged ahead, relaxing-or trying to relax-her throat muscles around him so that she could take him further-but he was simply too large. She pulled back an swallowed, then moved forward once more-trying to find a rhythm in the slow pace he had told her rather than let him slip free of her lips so that she could cough. She dared not give up.

But was she pleasing him? COULD she please him, could anyone given his size? Her eyes glanced up to his face to try and gauge his reaction or for further instruction.
 
To her credit, the princess made a dedicated effort at improvement. She managed to stuff her mouth full of his cock and even to maneuver it past her soft palate. But as the girthy pillar intruded on her slender throat, she would stop, unable to proceed any further.

After several attempts, Simon rolled his eyes. Catalina's progress had not improved and was starting to backslide. Teasing him in this manner only served to engorge his throbbing phallus further, which only hampered her efforts at fellatio.

"Sorry, poppet," he declared, putting his hands aside her head and pushing Catalina back. His cock popped free of her lips and swung up. The bottom third glistened with her saliva and his precum. Angry veins bulged ominously across the surface from her extended teasing.

"I'm too much for you. Maybe with more practice," he continued with a slight shrug. "But definitely not tonight."

Simon's hands shifted to her upper arms. He hefted her into the air till her eyes were level with his, her feet dangling in mid-air. "That means your little pussy must complete the task!" he declared.

The captain swung the girl onto his table, draping her face down. Positioning her pert rump just off the wooden edge, he forced her thighs apart to reveal the tender folds of her nethers. Simon slid two fingers between the delicate labia and then tasted the results. "Mmmm," he appraised.
 
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