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Pirating

Written by Gabriel Clyde

Thank you very much for the kind thought, hoss!

"Bring her up a point Tanno."

"Aye Am."

The great bull grunted as he put his bulk into turning the heavy ship's wheel, pushing the sleek pirate frigate closer into the wind. Every stitch of canvas was set, even the Royals for one of their few journeys up the rigging. This convoy would not get away.

The pirate captain had her eye glued to the telescope, watching her quarry grow inexorably larger in the glass. She could sense their fear, the uncertainty as the captains of the three sturdy transports tried everything in their power to escape. They had no chance though; their squat hulls were no match for the manoeuvrability of the pirate vessel. Their time was drawing closer.

She smiled a feral smile of contentment. A rich prize for the taking. Something gnawed at the back of her mind though, and it dampened her sense of triumph. Something about the middle transport...

"Prepare to tack; I want to take them to leeward."

"Am?"

The bull's question had a world of meaning hidden in the simple syllable.

"Did you not hear me?"

The words came out soft, almost deferential, but her eyes blazed, making everyone on the quarterdeck shiver. Amethyst's anger was most to be feared when she was being polite, and doubly when she was speaking quietly. The crew busied themselves preparing for the manoeuvre.

All the while the mare kept her eyes glued to the middle transport. It looked just like the other three, down to the slightly tattered sails and air of disrepair common to merchantmen in these parts. Soon she would know...soon...

"All hands prepare to come about."

"Let go and heave!"

The wheel creaked under the strain, and the canvas fluttered and groaned as the big powerful ship hauled over and settled on a new tack. They were still aiming for the group of transports, but now set to approach from the leeward before a final tack to run down on the prize.

Run, rabbit, run...

Then she clasped her telescope tightly, fingers clenching white as she watched and waited.

The middle transport saw her manoeuvre and almost instantaneously shortened his own sails to make a matching manoeuvre. When it was completed, the transport would now be between the pirate ship and its compatriots, screening them from the pirate's cannon. Admirable self-sacrifice, she thought with a touch of irony.

Except... the way the manoeuvre was done, everything about it was too good. The reaction was too fast, the movement too crisp for a simple private merchant ship. Her captain was too good as well, his crew too well drilled and too brave...unless...

Then she saw him. On the quarterdeck of the nearest transport, her opposite number stood watching her. A sudden gust of wind on the new tack carried his hat away, and the captain snatched at it but failed to grasp the flying fabric. She caught a brief glimpse of his face, curly horns glistening in the sun, the face of a weather-beaten ram, but it was enough. She knew. A naval officer, familiar from the bars and brothels of Port Austin. This was no ordinary transport.

"All hands prepare to come about. Run out all cannon to starboard, set new course South South West a quarter West Tanno and be lively!"

There was mass confusion on deck as the crew realised they were preparing to run away instead of attack, and more than a few stunned glances were directed towards the mare, still watching the transport and swearing under her breath. They were too good a crew to argue though, not in the middle of action. They did their jobs flawlessly, hauling the straining frigate around onto an opposite tack, ready to fly downwind away from the lucrative prize they had almost had in their grasp.

"Deck there! Strange sail bearing Nor nor east!"

She smiled a knowing smile. Not quite Captain Martelle. Nice trap, but not quite.

The pirate ship settled on its course, bucking into the rolling waves under a blue sky. Amethyst permitted herself a small frown.

They were too good to argue in the heat of action. They would recover soon enough though. She wondered who would be the one to make his move.

*

Much to her disappointment it hadn't taken long. They were heading back for their base at Dukes' Harbour, and the mutterings had begun almost as soon as the transports were out of sight. She was not surprised by the most vocal opponent; a little disappointed but not surprised.

"Cowardice!"

The muttering stopped, replaced by a collective intake of breath.

"What was that Gabriel?"

"Cowardice! What other explanation do you have?"

"I do not share my thoughts with a mere seaman Gabriel, even a stallion as handsome as you."

The chuckles began now, making the hot headed young stallion burn with indignation. She saw him struggling for composure and failing, and decided to stoke the fires if he pushed her, judging her words like the fall of shot from a cannon. She needed him under control one way or another.

"You demand obedience and yet you won't bring us into your confidence mare? Sounds convenient to me!"

"It is a truth of this life we lead Gabriel that information is more important than cannon or cutlass. It is why I do not tell anyone who does not need to know how I know things. Loose lips cannot reveal what they do not know. Suffice to say stallion, we were heading into a trap, and I disengaged to avoid it. There will be more transports...if we are still alive to take them, that is."

"We only have your word for it then!"

"Yes stallion. I have been the most successful pirate captain on the main for the last five years; I think my record speaks for itself. Have I not done enough to be trusted?"

The murmurings surrounded her, their caress like the touch of a lover. Her crew; all hers and she could feel their support and love in spite of their uncertainty. They knew her.

Alas, the beautiful stallion did not. A recent addition, from their last stop, he was headstrong, brave to a fault, but stubborn. She sighed a little inside; he was also prone to making her loins inflamed at awkward moments. A big Clydesdale, young but bulky with muscle, he was just the sort she might like to bed in the right circumstances. Unfortunately, he seemed to be trying to make that impossible, and force her hand to something drastic.

"I still don't believe it."

"Well stallion, it seems you are alone in your quest for justice here. I suggest you take another ship when we return to Duke's Harbour, if it pains you too much to be under my command. Or perhaps you despise being under a mare's command little pony? Is that the problem, can't handle the hit to your ego?"

She had pushed him too far, she realised, but her blood was up and she found she didn't care. Something about him got to her, and she could not back down. She doubted he could either.

The stallion emitted a snarling whinny, taking a step towards her before he was restrained by the crewmembers around him. His eyes were fixed on hers, two green gems twinkling with anger. Then he opened his muzzle.

"I challenge you to trial by combat captain!"

There was a collective drawing in of breath, then silence.

"What did you say stallion?"

"I said I challenge you to trial by combat. Do you accept? If you are not too afraid that is..."

She felt her Boatswain, the giant bull Tanno by her side whispering urgently in her ear.

"Am! Don't do it! Let me fight in your place...the law permits it."

Amethyst stared at the Clydesdale, his body flexing and chest heaving in fury. A thought formed, slowly, and she turned it over in her mind savouring the contours.

Yes...yes, not a bad solution...to many problems...

"Accepted, stallion! Give him a dagger, and let's get this done shall we?"

Complete pandemonium broke out, shouting, catcalls, and it took a loud bellow from Tanno before the crew quietened. Under the shouts and prodding of their officers, the crew parted to form a circle on the main deck, and the stallion was pushed into the middle, standing alone and friendless while a long dagger was forced into his hand. He eyed up the mare with respect now, if only grudging, as she took off her boat cloak and drew a long slender dagger from her scabbard. It made a loud singing sound as it came out, the metal glinting in the sun. Amethyst stood facing her opponent, sizing him up. She decided to talk a little, to see if she could unnerve him.

"You are a brave one Gabriel, to use the laws of the Brotherhood this way."

"We will see."

"No, I mean challenging a captain on the deck of her own ship. You did not think that many of my crew might willingly take my place, fighting for my honour and the honour of our ship?"

"Our ship?"

"Yes young stallion...our ship. This is a family, as you would have found if you were with us any longer. Alas...I think your time may be coming to an end."

The Clydesdale could not stop a small nicker emerging, though he fought for control. His impetuosity had got the better of him, and he never expected the mare to take up his challenge. As they circled slowly, he realised the trap he had fallen into. If he won...he would be challenged by the enraged crewmembers until he went down. If he lost...

"You will make a nice decoration, stallion, hanging from the yardarm as a warning to others not to cross Amethyst, the pirate mare."

His ears flattened slightly, and his eyes rolled in fear. What was done was done though, and after all, she was only a mare, not even a heavy breed. He knew he could take her.

Amethyst waited patiently for her opponent to come to the boil, while she watched, admiring his body. He did have a delectable one that was for certain. And such an inviting looking bulge...

The Clydesdale suddenly charged, lunging at Amethyst with his dagger, the attack perfectly timed and executed. He gasped as the mare moved at the last second, his blade only striking air, and he brought the dagger up just in time to parry a counterthrust aimed at his belly. A series of passes yielded more clangs as blade stuck blade. The two equines circled as the crowd yelled encouragement, their grunts and whinnies lost in the roar.

After a minute of this, the stallion was beside himself in anger. Whenever he attacked, the infernal mare managed to dodge like a willo th' wisp and make him look foolish. He had enough of this play, and he could hear laughter starting to build amongst the crew. With a loud deep snarl he changed his grip for an overhand thrust, and lunged at the mare, now pinned against the railing. She would not be laughing now.

As the blade drove downwards through the air, Amethyst twisted sideways and brought up her hand, catching the stallion's wrist. Her fingers clamped tight, and Gabriel only had time for a startled nicker before he felt his wrist twisted up and around, the dagger flying from his grasp as he was thrown suddenly to the deck, followed by the crunch of a mare landing on his back. She pulled his arm back and up painfully, and he was about to struggle even in his agony to throw her off when he felt a dagger point at his neck. The Clydesdale suddenly stopped, dead still, his eyes wide with fear and ears flattened as a cheer broke out in the crowd.

"Not as good as you think you are stallion."

Her words were like a honeyed curse, and they made his body burn with shame, and something else. She sat on his lower back, her body touching his, and he could suddenly smell her, all of her, the scent of mare. One scent rose above all; the scent of mare in heat. She had bested him, and her body enjoyed the feel.

"I...I..."

"You know the rules, my little lawyer pony. You must, you invoked the challenge."

He would not beg. He must not beg, and yet for Gabriel, every fibre of his being wanted to beg.

"How?"

"The inhabitants of the five islands are experts in many forms of combat stallion. It isn't all about strength you know, brute force. Brute...like you, pretty pony..."

"Aghhhh!"

She twisted his arm a little more for effect, making him cry out in pain as his body writhed on the deck. Soon willing hands and paws found him, and he felt his wrists tied behind his back. The distressed stallion was quickly hauled upright, with the crew looking on him with undisguised scorn. He had failed, now it was time to pay the price. The pirate fraternity did not respect failure; it tended to get them all killed.

"Tanno!"

"Aye Am...with pleasure!"

The stallion felt himself pulled backwards, his body suddenly slammed against the base of the mainmast, its sturdy wooden bulk not making him feel comfortable. Far from it; he knew what this meant.

A length of rope slapped against his shoulder, and he felt a crude noose slipped round his neck and pulled tight. The rope burned his skin, but he wasn't hauled up to the yardarm just yet.

The mare approached him, her eyes sad but still shining. He looked magnificent, even now. His chest heaved, and his eyes blazed with defiance. She was firming in her choice, but she needed to test him a little more.

The dagger slid from her scabbard, and she stepped in close, feeling his hot breath on her chest, making her nipples harden to poke against the fabric of her shirt. She could smell him, fear and sweat foremost, but also the scent of young male in his prime, sheath and sex scents reaching her nostrils to savour. She grinned into his face, enjoying the sight of his eyes widening, but still he stared back defiantly.

Her dagger moved once, effortlessly slicing through his belt, and the terrified stallion felt his pants slip to his hooves, suddenly naked from the waist down. He shook all over, his mane twitching down his back as the mare bent forward to whisper in his ear.

"Might take a souvenir before you go Gabriel...let's see what we have here..."

His startled whinny drew more laughter and whistles, as he felt a paw cupping his orbs. They tried to withdraw into his body but the mare held on tight, playing and teasing, while her whispering continued.

"Hmmm....very nice Gabriel. Perhaps I should take them now, before we string you up. To speed you on your way, a true mercy to let you bleed into your end a gelding rather than dance at the end of a rope for hours as a stallion. A pity...you feel like you could be a good bed partner, a stallion worth my sex...such a waste..."

He felt a sudden crawling in his skin, as the point of a dagger traced a teasing line across his testicles, scraping the velvet skin of his scrotum, never quite drawing blood, but still hurting and terrifying the stallion. To his shame, he felt the stimulation having unwanted effects...his stallionhood had begun to erect under the caress of the mare, and even as he contemplated gelding and worse, he was mortified to feel his cock push free of its sheath, the long mottled stallion cock swelling in the air even as Amethyst teased his precious orbs with their impending doom.

Amethyst couldn't help smiling even as the stallion suddenly dropped his eyes, unable to meet her gaze any longer. She could smell the reason for his sudden shame, the scent of stallion cock, pungent and clear in her nostrils. She used her dagger as a finger to explore, the tip now slicing across his sheath, drawing pained nickers, then up the length of his pulsing stallionhood, the stallion suddenly bucking wildly and trying to break the grip of the many hands holding him. The razor sharp point slid up his shaft, digging in every now and then, before finding his broad flare. She couldn't resist a little fun, and gave a sudden jerk, rewarded with a cry of pain as her dagger nicked his sensitive flare, drawing blood.

The mare reached down with a finger, feeling for the patch of moisture at his flare, taking a drop on her fingerhoof and drawing it to her muzzle to taste. The metallic warm tang of stallion, blood and tangy precum mixed, made her shudder, and she locked eyes with the helpless pirate, taking in his appalled stare as he watched her, mesmerised. And yet he was still hard, achingly so. Her mind was made up. She bent forward to his muzzle, her lips brushing his, and suddenly they parted and she slid her tongue into his maw, kissing hungrily as the stallion returned the kiss with desperate ardour. He would do.

She broke the kiss and looked up to Tanno, the bull waiting to haul on the ropes, and shook her head slowly. He didn't look surprised, or even too disappointed. He just gave her a wink. The bull knew her too well, she reflected ruefully.

Now she spoke out loud, no longer whispering for him alone. His humiliation had to be public. It was the next step in breaking him.

"Well stallion, I find myself unwilling to kill you."

His gratitude was profound, but guarded, she was pleased to note. He was still a brave one. He did not yell out, or cry, or even say a word. He just watched her, even as the crowd groaned in disappointment. Eventually he found his voice.

"You...you will let me go?"

"I did not say that stallion. There is a third option, a lesser mercy, which you should know."

Gabriel looked unsure for a moment, before he realised what she meant.

"No!"

"Yes stallion. My personal slave, for a year and a day. You must agree to do so willingly though, and pledge your obedience. Otherwise...the yardarm and the dagger are waiting."

She teased him, letting her blade kiss the underside of his scrotum, feeling those big heavy equine orbs dancing and rolling in their bag seeking escape. There would be no escape for them...if she chose; his gelding would be a leisurely affair. She could see he knew it too, by the wild eyed look he gave, and the involuntary twitching in his cock.

"Choose stallion."

"I...I...will be your slave."

Cheers and catcalls greeted the stallion's choice, and a great deal of ribald banter. Gabriel hung his head, defeated for now, but a part of him was thankful for life. Another part also knew the deep dark secrets of his soul; how much he lusted after the mare, his captain, her beautiful body, and her unfathomable eyes. How much he had wanted to dive into those eyes, and more into her sex. Then the deepest darkest part of all; the part that knew how much being roughly handled by her turned him on.

Amethyst gripped the Clydesdale's mane, the soft black fur feeling so good on her hands. She pulled his head up to look into her eyes, and she saw it all in her new slave. His fear, his gratitude, and even his lust and shameful need. She smiled a long slow knowing smile that made him shiver. Then she gave a nod to her crew, and they released him.

"Now to learn your new role, slave."

She tugged on his mane, pulling the stallion towards her cabin and the start of his new life, or at least his fate for the next year and a day. Gabriel shuffled behind, head bowed as he tried to avoid having his mane pulled out by the roots, his steps hampered by the remains of his pants wrapped around his fetlocks. He was applauded all the way to the cabin door, embarrassment filling his mind at the terrible shame of his capitulation. He should have chosen death, but he had made his decision and now he had to live with it.

As Gabriel felt the great cabin around him, his eyes adjusted to the darkness and the new sights around him. The cabin was small by most standards, but by the standards of a Frigate it was unfathomably luxurious. He saw a soft large bed, a desk, a table, and two stubby cannon pointing towards ports on the stern. The captain's personal domain, and her refuge against the stresses of her role.

"Mistress! I was so worried!"

Amethyst threw down her cloak on the desk, and unbuckled her scabbard letting the dagger rest against it. She ran fingers through her mane, a gesture that brought a soothing calm to her senses. Then she smiled at the figure whose genuine concern never failed to touch her warmly.

"You should have known better Marissa. You know that no raw stallion is going to beat me in a fight."

"Still Mistress...he could have got lucky..."

Gabriel stood warily, his tail swishing to betray his inner turmoil. He could make out the third figure in the cabin now, the captain's personal attendant, the wolfess Marissa. She was a familiar presence around the ship, totally loyal to her Mistress. The stallion was not intimidated by the wolf, but he could tell her feelings towards him sure enough. Every line of her body betrayed distaste and anger, and a strong hint of jealousy.

"No, I knew I had him before I agreed. A fool, even if a brave one. Aren't you Gabriel?"

"No! I mean...yes Amethyst....I mean....yes Mistress..."

The stallion tried to cover up his confusion as the wolfess snorted in derision. He found himself blushing, in spite of his attempt at control. The mare shook her head.

"Well, you are capable of learning it seems, though only after getting it wrong first. It is one reason I chose to take you as a slave instead of killing you; that capacity for learning. Still, you need to be punished, for that and many other transgressions. You will get used to it slave; I am a fair mistress, but a firm one."

Gabriel kept his eyes on the deck, not wanting to meet the mare's gaze. He was determined not to give her any new reasons to punish him, though he was disturbed to find the concept created conflicting feelings in him. A shudder of fear; and a shudder of need. His flare itched, a combination of scratches from the dagger and something else, a feeling he knew but could not name. A need; for a mare to show him his place.

Amethyst could see it though, the conflict in the young stallion, the need he could not face. She was going to enjoy making him face it, even welcome it though it would break his mind to know how much he would debase himself to please her. It was part of the fun.

"Marissa, prepare our new slave for punishment."

Now the wolfess changed, her body radiating pleasure where previously there was only disgust. This was more like it. She approached the big young stud, looking him over, and imagining him begging and pleading for mercy. She knew none would be forthcoming.

Gabriel bit his tongue stifling a nicker of fear as the wolf bent to remove his pants, her paws sliding up his legs to fondle him like a side of beef ready for the butcher. Claws dug into his thighs, and clenched his rump, playfully squeezing and digging in as he fought for calm. The mare sat back on her favourite chair, languidly undressing as the tension oozed out of her body to be replaced by something altogether more agreeable. Her scent filled the small room, a scent the stallion could not help recognise or respond to. His nostrils flared, drinking in the scent of mare in heat even as he felt paws grip his balls and squeeze. Now he whinnied, forgetting his place.

"Just prepare him Melissa, don't play with him. That's my job."

"Sorry Mistress."

The paws continued their work, no longer teasing, instead efficiently undressing the stallion, untying his hands to remove his shirt and neckerchief, and then folding his discarded clothes neatly on the table. The mare eyed him appraisingly, taking her first good look at the naked stallion. She liked what she saw.

Stocky but not squat, he was tall enough to have to duck slightly to fit inside the cabin. Broad shoulders and hips, dark soft coat with patches of white, and a heavy black scrotum and sheath with a hint of pink cocktip poking from the lips. His mane and tail were silky black, and well-tended, the tail beautifully wrapped in silk, the man braided in gold. He was a handsome one, but made more so by his vulnerability. She was going to enjoy bringing him down a peg or two. Or maybe more.

Her wolf attendant had taken out the ropes, fixing them to the cannon, but Amethyst decided to test the young stallion first, and she waved to Marissa to wait. The wolfess stood, tail twitching in impatience but too well trained to say anything for now.

"Let's see what you have to offer stallion. Come over here!"

Gabriel obeyed eager to do anything to postpone punishment. Perhaps he might even avoid it if he pleased his Mistress well enough.

"Do you know how to pleasure a mare my pretty pony?"

"Ah...yes Mistress, my lovers are always appreciative..."

The stallion's cock suddenly shot from his sheath, hanging down and swelling in anticipation of sharing a mare's cunny. He could not believe how lucky he was, but he was destined to be disappointed.

"I don't mean with that you stupid colt. I mean with your tongue; before you get anywhere near a mare's sex, you should be able to make her more than ready with your muzzle. Think you can do that for me slave?"

Gabriel nodded quickly, determined to follow whatever whim the mare may throw at him. He didn't mind the taste of mare, though he far preferred the feel of her silken sex on his cock. If that was what the mare wanted though, he knew he had to obey.

The young stallion knelt before his Mistress, spreading her legs gently with his hands. He bent forward, sniffing her scent, the heady aroma of mare, already slick and eager. He could smell her excitement, and see the darkened pink lips of her sex. He licked his lips unconsciously, already tasting her delights in his muzzle. Amethyst liked what she saw, but the test of a stallion was in the doing not the anticipation.

"Begin with my hooves; show me you are worthy to touch my sex, slave"

His face burned at the name, slave. Humiliation and arousal, shameful arousal. It troubled him that he liked it, but he had a job to do and he wanted to do it well. He bent lower, prostrating himself on the deck to please his new mistress, her shining hooves before his muzzle. An uncertain pink stallion tongue flicked out, testing the feel of her. She tasted good, and he lapped at her, leaving her hoof shining with saliva as she moved her leg slightly to grant him better access. Then her hand tugged at his mane, directing him a little higher.

Under her careful cajoling, he used his tongue to pleasure her leg, first nibbling and licking her pastens, then up her fetlocks, his tongue covering every inch of fur under her watchful gaze. He could hear her sharp intakes of breath, the way she tensed slightly when he found a spot that made her feel especially good. He began to warm to his task, and to feel a little pride, at making her react this way as well as the beginnings of a deep excitement. No stallion worth his stones can resist the gasps of an appreciative mare under his tongue and fingers.

Then as she pulled him into a full kneeling position, he bent in to nuzzle her lips, just extending the tip of his tongue to flick the very edge of her folds. The mare gave a deeper sigh, her fingers locked in his mane, drawing him closer.

Gabriel sensed her response, the way her lips opened like a rose, and the drip of excitement from her depths to coat his tongue, and his excitement grew. He lapped all the way along her opening, and then drove his tongue into her depths, sampling the warm tight folds of her cunny. He could feel the growing bulk of her clit though, the way it brushed the top of his tongue as he ate her out, and it called to him. He reached up to pull back her hood, and began licking eagerly on the nub.

Hands gripped his mane painfully and pushed him back, an annoyed growl coming from the mare.

"Too rough too soon slave. Learn to listen to your mare, and wait until she is ready for hard clit licking. You still have a lot to learn stallion. Lucky you have a year to learn it. Now, again!"

More cautious this time, Gabriel concentrated on responding to his Mistress' sighs and moans, and the way she pulled him in close or pushed back. He began to get the hang of her response, feeling for the right time, when licking her pussy lips and tonguing her entrance were no longer enough. He felt for her clit again, this time finding it swollen and peeking from under the hood and he used his tongue on the very tip, drawing appreciative cries and groans. He built his pressure and speed until he was rewarded by a shuddering orgasm, his muzzle sprayed with delicious mare.

Amethyst rode her slave's muzzle for a sweet satisfying orgasm, enjoying his touch and the eagerness of his pleasuring. He would be a most promising slave. He still needed to learn much though, and she was going to enjoy teaching him every lesson. She nodded to her wolfess, who had been waiting patiently for her chance to cause some discomfort to the upstart stallion. She pulled him off his knees, still shaking with erotic need, his cock fully extended and already dripping a little in anticipation.

"See, you can learn slave. Now I need to teach you the price of disobedience and disrespect."

She watched him quail, aware his punishment was not to be postponed. Marissa was enjoying her work, pulling the fearful stud towards one of the stubby stern chaser cannon stowed near the bulkhead. With clear enjoyment in her task, she made him kneel bent over the cannon, his torso laid on the cold metal, his ass in the air vulnerable and sexy, and his legs spread wide. The wolfess whistled as she completed his preparation, tying the stallion's hooves to anchor points on the cabin floor, and binding his hands under the cannon. The stallion was helpless, laid out for punishment in the most humiliating way possible, bent over to kiss the gunner's daughter with his crevice spread and his tailhole and balls visible. Not just that; his long mottled and unruly cock had betrayed him, extending in a long shaft of stallion flesh towards the deck, a perfect line of vulnerable stallion for the mare to admire from his dock all the way to the pulsing flare. She was going to enjoy punishing every inch of that flesh.

Amethyst had finally finished her own preparations just as the stallion was completely immobilised for punishment. She took her time admiring him, noting the muscles tensing under fur, the exquisite V of his back, tapering to a narrow waist then flaring again to the broad meaty mounds of his ass.

Gabriel couldn't help himself, in spite of his fear. He turned his head, looking for the mare who was his mistress and arbiter of his pain. He gasped when he saw her, naked and yet fearsome. His cock throbbed, a line of precum dripping shamefully from the tip.

Her body was magnificent, lean and muscled with perfect breasts that tilted up slightly topped by dark nipples slightly erect. Her coat was perfect brown, sleek and glistening, with darker brown mane and tail, black muzzle and a flash of white between her eyes. The eyes drew him then, deep pools of brown mischief, watching him, mocking as much as they appraised his body. He felt like he was under the gaze of a predator. Then he saw the other details.

A short leather whip, dark leather coiled in her hand, a bullwhip but slightly shortened for more control. And something he had never seen before; a long leather erection, glistening with oil, in the shape of a stallion's pride, protruding from her sex, held in place by a leather harness. He whimpered, whether at the whip or the unnerving sight of the leather cock he didn't know. He feared both equally.

"Now little pony. Listen well."

Amethyst trotted to her bound and helpless slave, lying perfectly prepared for her. She smiled at her wolfess, basking in the glow of the return smile, part loving, part hungry. She would enjoy sharing him with her attendant.

She ran one hand along his back, feeling him shaking and fighting for control. His muscles fluttered under her touch, bunching and relaxing, and she looked back and laughed seeing his tailhole going through the same cycle of fear and temporary relief. He clearly knew what was coming, at least subconsciously.

Her hand stroked his back, finding all the spots that made him jump, then the same over his rump, enjoying his reaction to her touch, his gasps when she slid a finger along the crease of his rump, the nickers when she probed the sensitive skin inside his crevice. Then she stroked his mane while she whispered to him.

"You are brave and beautiful stallion. I watched you from the moment you came on board, and I knew I liked you. But you are too impetuous, too stupid, and too rash. You need to learn discipline and restraint, and the ability to use your brain rather than your brawn. I am going to teach you, and in a year from now you will be a formidable pirate if you survive. Perhaps you might even take your place by my side. First you have to learn though, and your first lesson is obedience and the consequences of stupidity. You will learn to be a slave, Gabriel. My slave. Do you understand?"

"Y...yes...Mistress."

"Good. Now, Marissa, bring your pussy to my new slave's muzzle. Let him taste you."

The wolfess gave a quizzical look to her Mistress, but obeyed, straddling the end of the cannon and pushing her pussy against the stallion's muzzle. Gabriel breathed in her scent, so different to a mare and yet still potent, and still arousing. His erection throbbed a little harder, the flare almost reaching the timber deck.

"Now slave, you will pleasure my attendant, and until you bring her off, I will punish you. For your disobedience, and your stupidity, and your monumental arrogance in challenging me, of all the furs. But most of all for calling me a coward. You are the only male to survive that so far; don't make me regret letting you live."

"Y...yes Mistress....please..."

"What?"

"Please...don't...not too hard Mistress..."

Amethyst snorted at that.

"Just for that, you get it harder. Besides, I know a part of you wants that slave. Your cock tells me so."

Gabriel closed his eyes, determined not to react to the pain. He was a strong male, he would show the mare...his Mistress she may be, but he would not be broken. He sought out the wolf's pussy, tongue licking her lips and nuzzling as the wolfess moaned deep.

The whip cracked.

"Aghhhhh!"

A fire suddenly erupted in his ass, a burning line of pain written across his rump in a thin deep welt that throbbed and screamed out in agony. He bit his lip, trying to blot out the pain, and then realised that would be a bad solution. He needed to bring the bitch to completion fast. Suddenly roused to action, he lapped at her folds fervently while the wolfess sniggered at his desperation, running a paw through his mane as he pleasured her.

Again, the tool hissed through the air.

"AGHHHHHHHH!"

Amethyst enjoyed the view as she wielded the whip. She took her time, lining up her target carefully before unleashing with all her strength. The leather whistled through the air, its loud crack echoing off the bulkhead followed by pained cries from the stallion. She could see the welts though his coat, and the way his body reacted, his rump clenching and flexing as if trying to escape, and he writhed against his bonds. She could tell from the moans coming from Marissa that the stallion had at least recognised his predicament and tried to obey her orders. Not that it would do him much good.

Marissa was very good at delaying orgasm when she wanted to. Many months locked in a fervent sixty-nine with her captain, the mare ordering her not to cum under pain of a whipping, taught Marissa control, and she was using it now, denying the stallion an easy out though his tongue was working wonders on her sex. She pushed her body against him, riding his tongue and enjoying the view as he broke out in sweat, his dark coat turning darker with moisture. As he tried to protect his poor rump with his trail, Marissa reached down his body to grasp the soft hairs and pull the tail towards her, uncovering his rear for chastisement. She shared a grin with her Mistress, and lolled her head back luxuriating in the attentions of a pleasuring stallion tongue.

She struck again and again.

"Hmmmmmpfughghh........."

Amethyst grunted in satisfaction. He had regained some control, muffling his cries and working on his goal, a wolfess orgasm. It would not help him, and she would make him scream soon enough, but it did inflame her need. He was good, she had to admit, and strong. All the more fun to break.

The whip came down.

The mare worked her slave over, criss-crossing his rump with her whip, until the welts merged and melded and blood dripped down his thighs. Then she began to get creative, bringing the tip of the whip against his back, and his shoulders, then the fold below his ass where his thighs began. He remained stolid throughout, his stoicism making her arousal grow, as did the sight of him writhing. She could see his rear, opened for her and vulnerable. With his tail drawn back towards his head, she could see his tailhole, winking in pain, the long soft cleft of his taint, and those magnificent stallion orbs and the long shaft of flesh. He was still hard, still dripping. Such a challenge...

She brandished the whip, bringing it down several times in quick succession, her aim true. His scream was wild, the feral scream of a stallion in torment. The mare had taken careful aim, flicking the tip of her whip against his left testicle, the bulging low hanging orb taking the impact and swinging wildly, a long red line of pain drawn on the taut skin. She didn't allow him much time to recover, before the next blow; this time aimed at his right orb.

The stallion's body went rigid in agony, and he tried desperately to pull free of the cannon, but he had been tied too well. Marissa pulled on his mane hard; forcing his muzzle against her sex, the pleasure of watching him punished pushing her to the edge.

Amethyst could sense her attendant was close, and she wanted more fun before the whipping stopped, so she changed her aim again and this time curled the terrible leather around his cock, bringing a heartfelt cry from the depths of his lungs. She could see his whole cleft moving, balls rocking in their sac, the tight rosebud of his anus clenched and shaking, his taint wrinkled and twitching. A perfect target....

She smirked.

"ARGHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH!"

Gabriel let out a great keeping howl of pain as he felt the worst torment of all, a hard whiplash that extended from his tailhole down his sensitive taint. He had never known such pain, not ever in his life, and his screaming howl told of the agony that he could not deal with. He fell, slack against the cannon, his body unable to cope, dimly aware of different cries close at hand. His last wild howl, blasted full force from a screaming muzzle against the wolfess' pussy, brought Marissa to orgasm, her pleasure written in his pain as a shower of pussy fluids bathed his muzzle. He licked his lips, drinking in the liquid, oddly soothed as the pain in his rear reached a crescendo and began slowly to recede.

Amethyst admired her handiwork. The welts on his balls, down his cock and along his soft cleft looked painful but would heal. Whether his mind healed was another thing. She ran a fingerhoof over his body, tracing the line of a welt on his ass, then down his cleft while he whimpered. He didn't resist though, and when Marissa released his tail, he held it obligingly high while she soothed his pains with her hand. Then she gripped his cock and stroked, drawing a different gasp from his muzzle.

"Now slave, I don't want to punish you that severely too often, but you needed an early lesson. The next lesson is that I am in charge. You exist for me; your only desire is to please me. When I use your body, it is for my pleasure. You are not to cum, ever, unless I order you to. Understand?"

His voice was a whisper.

"Yes Mistress"

The now fully aroused mare stood behind her slave, his body broken and mind in turmoil. Now to take the rest. She lined the flat tip of her strap-on against his beaten tailhole, already red and puffy from the whip. He shuddered and tried to rise up again, turning his head to stare at her with pleading in his eyes.

"P..please...Mistress...not my tailhole...please..."

The mare shook her head, her hands on his hips, and lunged forward, penetrating him roughly in one long thrust, burying the dildo to the hilt in her slave. He dared beg...he dared expect mercy...

"Just be thankful I'm not doing this in front of the whole crew...I would enjoy letting them watch you squirm, my recalcitrant slave..."

His long agonised cry of anguish was her ultimate reward. He would learn, of that she had no doubt. His tailhole felt tight, resisting her thrusts and taking the thick stallion dildo unwillingly. She rammed away, breaking him, stretching and punishing his tailhole until it yielded to her rutting and she fucked him like a stallion taking a mare, feral and wild, pure sex and lust. She loved watching the way his rump compressed each time she hilted, and the way his back shook with the feeling of having his tailhole violated by a mare. His nickers began to turn though, from pain to something else. She stroked his back, sliding fingers across every painful welt as she whispered for him.

"Remember slave, no cumming. Your body is mine, your balls are mine, and your seed is mine. If I want you pent up and desperate you will be. If I want you drained and aching and still stroking your cock until it hurts and the mere thought of orgasm brings pain you will do that too."

Gabriel could only grunt and clench his muzzle tight. The demon mare had him, and he couldn't resist though. Every third agonising thrust slapped the tip against something deep inside him that made his cock twitch and a burn flood through his body. It grew, building on each new thrust, and the mare's words made the burn into a raging fire.

"Your tailhole is mine slave. If I want it whipped, I will. If I want it filled, you will get on your knees and beg me to fuck you. If I want the entire crew to use you as a toy, you will plead for more and thank me for it. You are mine slave. All mine."

"Noooo!"

"You dare resist? Would you like more of my whip on your balls stallion? I could feel you when I did it; your cock spurted pre all over the deck. I know you stallion; I know your secret needs. Do you want me to punish you slave?"

"Ahhhhh! No...no...no...."

"Admit it!"

Amethyst changed her stance, bringing the tip of her strap-on against the sensitive nub of stallion flesh inside her poor slave. He was close to breaking, she knew. She could smell it, the nearness of cum, and the scent of his sweat. Holding his hips tight, she began thrusting fast and shallow, hitting his nut on each entry. The stallion began to moan a long undulating cry of torment and need in one as she rode his ass, bringing her own orgasm close to bursting.

"Yes....you want it stud...you need it, need a mare to take you and show you your place...admit it stallion...admit it...let it out...let it out!"

"NOOOOOOOOOO!"

With a final anguished cry, Gabriel unloaded, his cock spraying the deck and the cannon in thick stallion seed, a white gusher of humiliating release as his battered ass clenched down on the thrusting dildo. The sensation of tightness, the scent of seed and the obvious distress in the proud stallion pushed the mare over the edge, her own orgasm mirroring his, waves of pleasure that went on and on, but triumphant as his were tormented.

Amethyst pulled slowly from his tailhole, her needs satisfied for the moment. She could see the stallion lying broken, his body heaving though he was not crying. His tailhole winked, spread wide and trying to close but failing, the lips angry and red. She liked this view of him. She wanted to get used to it, but she had plenty of time.

As she removed the harness, sliding the end of the strap-on from her sex, her body gave a long shudder of pleasure. She was almost satisfied, but not quite; she had a good idea how to finish herself off though. Meanwhile, her hands caressed the traumatised stallion, bringing him back from the edge. He shivered to her touch, and she caressed him, soothing his body and mind momentarily.

"I told you not to cum, Gabriel."

"Please mistress...I'm sorry...please...please!"

"No excuses slave. I will get the smith to make you something special to help you though. A harness with a cock cage. A nice tight leather strap around the top of your scrotum to make it easier to resist, and a nice metal cage over the top of your sheath. Just enough for your cock to poke out, not enough for you to pleasure yourself or to put it anywhere I don't want it to go.

Gabriel shuddered, the thought of his precious balls and cock constricted and bound both terrifying and exciting. Surely she could not be too merciless though...

"I think I will leave you in for a month, at first."

"Noo! Oh God...please!"

"Yes slave, no cumming for a month. If you are good, I might let you out. If you are very good, I might let you fuck Marissa while I watch. One day, when you are well trained and I can trust you not to cum, you will be allowed to fill my pussy and pleasure me totally. First you need to learn the benefits of restraint though. And obedience."

His whimper just made her more aroused, her poor stallion unaware how much she enjoyed his torment. And how much it drove her to want more.

"Now for you to learn the price for disobedience. I said no cumming, didn't I slave?"

"Y...yes..."

"Tanno!"

The door opened quickly, a very large bull walking steadily into the small cabin. His bulk wasn't easy to accommodate, but Amethyst didn't need him there long. Tanno grinned a conspiratorial grin at his captain.

"Aye aye captain!"

"Hmmm....were you waiting there?"

The bull grinned sheepishly. In fact, the whole ship wanted to be close to hear the stallion's punishment, but Tanno had used his bulk and his influence to take pride of place just outside the door. He had heard everything, from the whipping to the screams to the terrible sound of virgin tailhole being violated, then the shamed orgasm that finished it. He hadn't seen, but he had a fair idea of what the stupid pony had been through.

Lucky bastard...

"Tanno, my new slave needs another lesson and I think you are perfect to teach it."

"Yes Captain!"

Amethyst lay back on her favourite chair, beckoning her attendant to her. Marissa padded over happily, though she was disappointed she wouldn't get to see the next part. Still, there were compensations. She nuzzled against the soft folds of her mistress, already swollen and pink from multiple orgasms. She would be gentle, and loving. She extended her tongue tip gently to just flick one pussy lip, ignoring the rose coloured clit for now. Plenty of time for that while the arrogant stallion got his.

The mare had a perfect view though, as her bound slave followed the bull's motions with increasing dread. The Boatswain casually lowered his pants, revealing a long thick bullcock, swaying out in front already. Tanno had enjoyed the show, even just the sounds. Now he would get to be part of the action, and his cock stiffened to full erection.

"Open wide little pony."

One massive bull hand wound Gabriel's tail tight in its grip, while the other lined his tapered cock tip against a clenching tailhole. The stallion knew better than to beg. Instead, another part of him took over, one he never knew existed.

"Thank you Mistress..."

A broad bull ass flexed, and Amethyst watched her slave's puckered hole envelop the full length of Tanno's formidable cock, the stallion whimpering but not begging, and not crying out. His cock, still hard, spurted another line of clear precum to join the puddle of seed under him. She laid her head back and moaned, just listening to the sounds of her slave's punishment while Marissa ate out her sex.

This was going to be a very, very good year.

================================

A gift for the ever formidable Amethyst Mare, writer, friend and Mare Extraordinary, with the soul of a pirate captain and the temperament to best even the most unruly stallion.

On this day, the Thirtieth of January, in the year of our Lord Two Thousand and Fourteen, from the respectful hand of Gabriel, your faithful servant.