A New Dawn

Her strong black body, lean but powerful muscles holding her form upright as she stood at the prow of the ship, was truly a marvel. Her raven pelt was offset by the deep blues and purples of her mane and tail, which swayed and flowed around her of their own accord, as well as by her shining blue armor. Her wings unfurled into a broad blanket of ink-dark plumes, her horn was polished to a glimmering point, and her wicked, knowing smile was as bright as moonlight and sharp as the blade of a cutlass. Her deep blue eyes looked over the waves, scanned the skies, and watched as one by one, the stars hid themselves in the slowly illuminating blue of the sky. The Nightmare stood proudly at the prow of Princess Luna's Revenge, bidding farewell to the last murky traces of twilight giving way to the warmth of dawn. She turned her back to the rising sun, giving a brief yawn as she stepped back down the stairs to the below decks, and walked calmly back into her chambers. She didn’t bother to drop her transformation, instead letting her magic pull open the privacy curtains on her bed, and smiling again at the smaller stallion sleeping soundly upon it.

For his part, Pip was dreaming of grand adventures on the high seas: riding the waves, blasting the cannons, climbing in the rigging, and eating, drinking and making merry with a colorful crew of swarthy buccaneers and sultry wenches. A little smile formed on his lips, though, as his dreams turned slightly more toward the recent past, and his first night together with his new captain… the Nightmare of his dreams, and the true Princess of the Night both at once. She was so beautiful, even when she took on her terrifying disguise there was something about her, like watching a hurricane moving past in the distance; dangerous still, but one had to marvel at the sheer destructive force on display. Then she turned back into her true, softer, more dignified self, and her beauty only grew more and more apparent. Her body was still a lean, toned and tightly-strung one, capable of leaping into action at a moment’s notice, but her curves seemed more pronounced and the supple nature of her skin was more obvious. Her lips were more kissable, her hips and flanks more soft and strokeable… and her glorious assets were so soft, so plush and so wonderfully warm. Pip couldn’t believe his luck, his new lover was such a unique and amazing mare… he fidgeted, he had to be dreaming. He awoke slowly, sitting up on the bed and rubbing his eyes, a sour expression on his face as he began to feel the dread of another day of service to the Equestrian Navy looming ahead…

“Good morning, dearest Pip…” Nightmare’s sultry, husky voice greeted him.

“Wha… huh?” Pip blinked his eyes open, and there he beheld the legendary pirate herself, and his expression changed rapidly; first, to one of confusion, then to realization, and finally to utter elation. He bounded across the bed and threw himself into a tight hug with the Nightmare, who was surprised at first, but then let one hoof reach up to pat lightly at his back as she cooed a little. “My lady! I’m… I’m so happy to see you! I thought for sure last night had all been naught but a crazy dream, a figment of my overactive imagination… but to see your beautiful visage again before me… for lack of a better term, tis a dream come true!”

“Now, now, hush love. You are with us, aboard our ship, and the day is breaking anew. Your life as a sailor of the Royal Navy is over… and today, your new life as our newest beloved crewmember begins.” Nightmare pulled away from him and smiled again, toothy, but warm and genuine. She motioned for him to follow her over to the table across the room, and with a slight shake of himself, Pip moved to follow, his gaze right at the level of her glorious backside and thus invariably drawn to it. She didn’t mind, of course, the captain knew her body was exquisite, and something to be desired by anyone, not just her new lover. She swayed her hips a little as she walked to the table, and sat on a cushion beside it.

Pip climbed onto the padded bench as close to his lady as he could, unable to help a slightly sheepish grin plastered to his face. He watched, suitably impressed, as NIghtmare conjured them up a fine meal: Breads and cheeses, the freshest of fruits and berries, small pastries and cakes, and fine glass pitchers of the most pure, clean water Pip had ever tasted. He set down his mug and wiped his lips with a sigh. He felt drained from the previous night’s fun, and his stomach growled aloud to let them both know he was in desperate need of a full and wholesome meal.

“No need to hold back, Pip, if you are hungry, then by all means, eat.” She said this as she raised a plate of fruit up with her magic, levitating a strawberry off the plate and to her mouth, biting into it with a sigh of satisfaction.

“Yes, my lady… and thank you.” Pip bowed his head politely, then started reaching around the table, collecting a little of this, a few of those, and a polite helping of that or the other. He tore into a half loaf of hard crusted bread, sampled some of the finest cheese he’d ever heard of (much less had), and slowly, meticulously even, enjoyed the fruits he’d selected. The bananas were heavenly, so perfectly ripened and full of flavor. The apples were crunchy, fresh and clean, with just the perfect balance of sweetness to the flavor. Green grapes, he thought back to his whole 21 years of living, he’d never HAD green grapes before, and they were divine! The mango had looked tempting, so sweet to the senses, the flesh juicy and tender enough that it practically melted in his mouth. Finally, he picked up half of a fresh pineapple, another delicacy he’d never had before, and took a bite. ‘Sweet mercy,’ he thought, ‘this is the best thing I’ve ever eaten!’ He took another, slightly smaller bite, trying now to savor the feeling and flavor of the crisp, tangy fruit flesh making sweet, sweet love to his mouth. The more he ate of it, the more he felt like he had to eat more, as much as his stomach could hold of this delicious new experience… but after finishing the half he’d taken, he sat back a little, and patted his stomach lightly. “Heaven’s sake, my lady I… I do believe I am full.” He said with a chuckle. “Thank you again, I haven’t had a meal this good since... “ He thought hard for a moment, then with a slightly confused look, went on. “...ever, I think.”

Nightmare couldn’t help a knowing chuckle, wiping her mouth with a cloth napkin, setting down her Prench Toast and taking a sip of her own mug before speaking again. “You are very much welcome, dear Pip. It is only fitting, we should think, that our future first officer become accustomed to living in a manner befitting royalty.” She smiled again as she leaned over and nuzzled his cheek.

Pipsqueak nearly fell backwards off the bench, her words hitting him directly in the brain like a verbal ton of bricks.

“F-first officer?! ME?!” Pip managed to stutter out. In his wildest fantasies he had never dreamed of being an officer on a pirate ship, let alone the second in command aboard the legendary Princess Luna’s Revenge! “L-lady Nightmare, surely there would be another… no, MANY others, who would more suitably fill that role for you!” He sighed a little, looking at her with an incredulous look on his face. “I am merely a deckhand, Lady Nightmare… I have no training beyond swabbing decks and securing riggings. I have never read a chart or map, never lifted a sword or touched a cannon. I couldn’t possibly command a crew, I’ve never been in a real fight before, I have no practical knowledge of naval tactics to speak of… I mean, I was never even a Bosun’s mate, never hammered a single nail into a single board at all…”

“You speak at length of that which you do not have, but you fail to notice that which you do.” She lightly chided him, setting a hoof on his back to try and steady him. “Yours is a strong spirit, Pipsqueak, and your desire to be free and live the life of a gentlecolt of fortune drew us to you, and you in specific. There is no shame in knowing thy limits, but do not fool thyself into thinking that those limits should not be tested and pushed against.” She took another bite of her sugary breakfast and smiled after she swallowed. “You will learn, dear Pip. You will learn *everything* there is to be learned from our crew. Once we have finished breakfast, we will bathe and prepare ourselves for a momentous day. Today, you will meet the officers of our crew, and we will tour the ship itself, to help you familiarize thyself with her inner workings.”

“My lady, do the officers know why you have brought me on board? Do they know that I am to become your first officer?” Pip inquired hesitantly.

“Indeed they do. In point of fact, it was their idea that we bring aboard a new shipmate to become the new first officer eventually, so as to avoid any infighting over which among themselves was most fit for the position. So, we searched for many nights, wandering through the turbulence of the dreamscape, searching with all our might for the right candidate. Just when it seemed our search would bear no fruit, almost as if by fate, your dreams called out to us. We watched you for many nights before we approached you, letting you come to know our intentions for you first, before starting to magically hone in on your location.” She paused again to eat some more delicious toast.

“You used my dreams to find me, my lady?” Pip was slightly confused, he’d never heard of such magic before. “How did my dreams help you find me in the waking world?”

“It’s a clever little spell actually, but it was quite draining to use for more than a few hours per night. As long as we could hold your focus on us in the dreams, our spell would point our ship in the right direction, and the winds themselves carried us to our eventual meeting.” She grinned. “Now the rest shall become history, for us both.” She turned back to her food, eating again in earnest.

A few minutes later saw the table magically cleared of the breakfast dishes, and Nightmare standing back from the table a ways. She lit up the table with her magic and folded it up into the wall, then folded the wall caddycorner from it down into its place… which revealed a gold and white colored bathtub big enough for two of her to sit in.

“As we said last night, dear Pip, now you shall help us Bathe. We require that the crew bathe only once a week at minimum, but everypony seems to enjoy staying more clean. We ourselves bathe every other day, unless we are somehow much dirtier than usual on an off day.” She nodded succinctly after she said this, and again lit up her horn. This time, she filled up the tub with nice, piping hot water, and conjured up a bar of lavender scented soap and a pair of large brushes, one for her, the other for Pip. She sighed as she settled her bare, raven-coated body into the heated water, and motioned for Pip to do the same.

Pip climbed into the rather massive tub, and found himself behind his lady, staring at her back and hindquarters, as well as her spread out wings. Her beauty still amazed him, and the power in her form couldn’t be ignored by his wandering eyes, but as he took up the brush in one hoof and started meticulously brushing her coat between her wings, he noticed something else.

She had turned her back to him without a second thought.

“I… must thank you, my lady, for trusting me as you have.” He stated simply, and continued scrubbing her back firmly, but gently.

“You are forgetting, dearest Pip, about your oath.” She smirked a little, as her magic used the other brush on her chest and forelegs. “You swore fealty to us, so naturally…” She let her voice trail off, thinking naught more of it.

“My oath holds true Lady Nightmare, be assured… but still, you have known me but for a night alone, and you trust me enough to turn your back to me like this…” He stopped brushing long enough to give her a tender hug, as best he could anyway.

Nightmare sighed happily at the hug, and for a moment said nothing more. Then seemingly out of nowhere, she spoke again. “We have peered deep into your soul many times now, Pip. You haven’t an evil bone in your body, or a devious thought in your mind. You are a rarity, even among my crew of misfits. You are truly pure of heart and spirit…” She giggled a little, almost shyly. “... though perhaps not of body, if last night is indicative.”

Thinking about the night previous stirred Pip’s sleeping loins, and seemingly without hesitation he was shyly hiding his turgid tool between himself and the larger mare. “You may be right, my lady… but how could a simple stallion like me resist the literal mare of his dreams? Your beauty lies beyond the scope of words for me, and my body can scarce believe the unreal pleasure yours gives it…”

Nightmare fidgeted a little, feeling Pip’s prick rubbing against her back, and with a light grunt, she stood upright again, her magic taking the brush from Pip and the two brushes going back to work on their own. “Your words are honey to our ears, dear Pip… but mayhaps your mouth could give its sweetness to another still longing part of us?” She shook her rear a bit, trying to give him the hint, which he graciously took.

“By your leave, my lady…” Pip said nothing more, slipping down and standing on his rear legs alone to face the Nightmare’s dripping wet snatch. With a small, greedy lick of his lips, Pip pressed his tongue to the peak of her sex and dragged it up to its base, and then back again. Hearing his lady’s light moans of pleasure, he took the initiative, wrapping his lips around the peak and suckling hard and long on the hood and hidden clit beneath. His nose was flooded with wave after wave of her scent as he puffed harder and harder. He kept up his efforts as best he could, but faltered when suddenly he felt something bristly against his balls… and then another. He grunted in confusion, only to moan loudly into the Nightmare’s pussy as the brushes pressed together somewhat, pinning his sack between them, and began slowly scrubbing back and forth. His legs quivered over and over as the magical implements worked his nuts over, the pressure and brushing causing him both discomfort and a new kind of pleasure, and he redoubled his licking and sucking to attempt to match pace with his lady. He whined a little as the brushes pressed harder still, and Nightmare’s magic kept his balls held taut between them, and then suddenly the brushes moved, still pressed together but now scrubbing their way up the sides of his raging erection. His mind swam, and his vision blurred a little with the unusual pleasures being heaped upon him, and he moaned whorishly as the bristles began teasing the base and sides of his flare, which swelled bigger in response. Pip’s eyes went wide for a moment as suddenly the brushes pinning his testicles came back, in addition to the brushes on his cock, and now he was under a full assault. The brushes pinning his nuts worked mercilessly, scrubbing and squishing hard and fast while Nightmare’s magic tugged his tender orbs away from his body and held them in place. Pip could only whine a little louder with his mouth around her throbbing clit as he neared climax once again. “M-my lady…!” He squeaked a little as the brushes on his dick scrubbed back to his flare again… and then they pulled away, and Pip was being lifted. With no ceremony or warning, Pip’s cock was thrust back into the Nightmare’s pussy, and he found himself gladly pumping his hips against her while the brushes worked his balls over, making his head swim still further.

It took only a few short moments for Pip’s body to tighten up, and he buried himself deep within his lady’s insides as his load poured forth from his tip, groaning loudly as the brushes tormenting his testicles worked steadily onward as he came… and then his moaning turned to a higher pitched whine as they refused to let up even as he finished. “O-oh Goddess!” He squealed a little, his body flailing a bit in Nightmare’s magical grip.

“Oh no young Pip… we’re not… done with you yet!” Nightmare’s voice was husky and breathy, but as she spoke, her magic lit up a bit brighter, and Pip felt his slowly softening hardon suddenly spring back to life fully. However, even though the spirit was more than willing, and the flesh back to strength, he was still horribly sensitive, and he whined and moaned loudly in semi-protest as his hips started bucking back into her again.

“Oh sweet mercy!” Pip half squeaked again, his balls still trapped and screaming for mercy as well, meanwhile his shaft and flare were throbbing like mad with every thudding beat of his heart. His thrusting was uneven and desperate, and his breathing was half-panicked, his hips slapping loudly against the much larger mare’s backside. Every moment felt like an eternity though, as his balls were still being brushed and squished, and though Nightmare’s silken insides felt amazing, she was also clenching down hard, making him feel every tiny movement along his aching prick. Minutes wore on like days, or so it seemed, until Pip heard Nightmare moaning out steadily louder herself, and clamping down harder with her pussy. That wasn’t the only thing that clamped down though, and Pip’s breath was stolen twofold as the brushes squished his aching nuts between them harder than before, basically milking them dry as he came again under the magical urging of the larger mare.

Mere minutes later, Pip stood aside, drying himself off further, as Nightmare vanished the water away and put the tub back into the wall, and brought the table back out in its place. He picked up a brush from the bedside table and used it to brush out his mane so he looked at least mostly presentable. He’d been quite a mess, both from the previous day’s antics, the previous night’s amazing encounter, and the rousing fuck in the bathtub itself, so he made a point of straightening himself up some. He watched as Lady Nightmare used her magic to brush out her own mane and tail, and was surprised that she needed to do so. He could even swear he saw something that looked like stardust coming out of her mane as she brushed it. Afterwards, she put her armor back on, topping it off with her grand helmet, and smiled toothily over at him as she finished.

“Come, young Pip… your first day aboard Princess Luna’s Revenge awaits.”

Nightmare led him out of the cabin, and up the stairs he’d been led down before, out into the bright, sunny day on the main deck.

It was now, in the full light of day, that Pip really got his first taste of how utterly massive the ship he was on really was. The stairs he had just come up led down to the captain’s quarters at the aft of the ship, and here on the upper deck, he could see all the way to the prow, though it was quite a distance away, nearly 100 yards. The sails were on full display, the winds at their backs filling the sheets and pushing them off towards the horizon, all three masts at full sheet, as well as the fore and aft sails. It struck Pip at that moment, he’d never seen ANY ship this big, or even anywhere near it.

“CAP’N ON DECK!” Somepony noticed Nightmare’s appearance quickly, and everypony (and every other critter on board for that matter) stood up at attention, saluting as Nightmare approached.

“At ease, at ease, back to work with you lot!” She saluted back quickly and dismissed them to their duties. “You see, Pip, it takes a lot of respect to run a successful crew, and a crew our size is no exception.” She motioned to the rather startling amount of creatures on the deck with them with one hoof. “We have a crew of well over 500. 500 and more brave souls willing to throw their lives on the line for us, and for the freedom from tyranny and oppression we represent.” She waxed poetic for a moment, sounding more like her calmer self, before smiling at Pip again and nodding. “Our crew is all in on the ruse, you see. We’re the kind of privateers who are in it simply for the love of the work, not really for the riches or glory. We actually drive off the cutthroats and killers who give the name of pirate a bad name. Some of them do not give us much choice but to sink them, and let the mercy of the deep sort them out, but others as well do often enough simply surrender their ill-gotten plunder and vow to never darken our waters again.” As she spoke, she began to walk, and Pip followed. “Tis a complicated balance we strike, both playing the villain to the common pony, while also playing foil to the scum of the seas as we do. Everypony onboard knows that by serving us, they have given up all hope of ever returning to a normal life ashore. Still, like yourself, we have little trouble finding hopeless, lost or disenfranchised souls who wish nothing more than to serve a greater cause or live a life of adventure on the high seas.” She spotted an orange earth stallion with a red mane leaning on a mop with his eyes closed as they passed, and she barked at him. “Ahoy, ya scalawag! Back to swabbin’ that deck with ye or you’ll be pumping bilge for the next week for no pay!” The stallion nearly leapt out of his skin hearing Nightmare addressing him directly, and went back to work with gusto immediately. “As we said Pip, respect keeps our ship afloat just as much as the hull does.” She stopped around midship, and sat for a moment, prompting Pip to do the same.

“The Upper deck here is where we will spend a large portion of our time, overseeing the day to day operation of the ship proper.” She reached over with one hoof and patted Pip on the back warmly. “Your new life aboard my ship is about to begin properly, dear Pip. Do you stand ready to learn everything there is to know about being an officer?”

Pip, for his part, was a bit overwhelmed, but he smiled up at his lover and captain, and saluted smartly. “Aye, cap’n!”

“Then your training shall begin. I trust well that you will not disappoint us, Pip, and that your free spirit and boundless potential will help me guide us through whatever waits ahead.”

Author's Note

Whew, what a chapter! I didn't want to have everything drag on longer than necessary for this one anymore, so here's what it is now.

I will be continuing this story further, and I have many plans for things to come, but I also have other things I want to write, so for now this will have to do.