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Shadow Milk knew something was up with him, but he didn’t want to admit it.
Sure he was having more mood swings than usual, moments of bliss swiftly became anger, and just as quickly became sadness, before cycling back to square one. But that wasn't necessarily a new behavior, it was just more frequent now.
The demon had also become more sluggish, Shadow Milk found it more difficult to leave his bed these past few days. To the point Pure Vanilla had noticed and had begun to worry, much to Shadow Milk’s dismay. How could someone so busy find the time to worry about something so little?
But what truly signaled to Shadow Milk that something was off was the cramps. They were always so sudden, sometimes they would strike the moment he awoke, causing him to writhe in pain underneath silk sheets. Other times they would attack him whilst he was levitating, the pain instantly causing the beast’s body to collapse from mid air.
Despite everything though, Shadow Milk was adamant that he was fine. He had to be fine. He couldn't allow himself any more moments of weakness.
However, it seems like the Creators had other plans in store for him.
The beast awoke to the gentle sound of rain hitting the sugar glass windows. The usual yellows and creams of Pure Vanilla’s room were now dulled into shades of greys and beige. The space to Shadow Milk’s right was empty, it oftentimes was by the time he woke up. Pure Vanilla was a monarch after all, and an attentive one at that. He didn’t have to show up to every meeting he was asked to attend, but he always went regardless.
What a pushover.
Shadow Milk didn’t move from his spot. He felt so…drained, despite the fact that he hadn’t done much these past few days. Besides constantly being absolutely perfect, but that goes without saying.
The beast’s mismatched eyes stared at the blank ceiling, the light from the windows projecting every raindrop on its surface with a small shadow. Maybe he should just go back to sleep, an hour or two of rest wouldn’t hurt—
Suddenly, Shadow Milk felt as if he had been struck in the gut.
The demon hissed at the abrupt pain in his abdomen, his eyes squeezing tight as if doing so would nullify the ache. Clawed fingers gripped at his pelvis as Shadow Milk’s breathing became shaky. What the hell was that?!
The pain didn’t subside, it simply lingered. Like a knife stabbing into the beast’s navel and was left to sit there. Shadow Milk forced himself to sit up, his body ached with disagreement but it didn’t have a choice.
Shadow Milk tried to force his breathing to even out, in hopes that the discomfort would dissipate. But instead another cramp struck his tail bone. He immediately winced in pain, gripping at the sheets that were partially covering him.
“Damn it…” Shadow Milk groaned, his voice cracking slightly. He couldn’t deny it anymore, something was wrong. But what was wrong exactly was what he wanted to know.
Through the pain that continued to bloom within his abdomen, Shadow Milk forced himself to think. Did he catch Food Poisoning? He couldn’t have, the food in the Vanilla Kingdom was created by professionals. And even if most of the kingdom’s cuisine consisted of raisin dishes, Shadow Milk had become used to the taste of them by now. Besides he didn’t eat that much physical food to begin with, he didn’t need to.
Maybe he had a fever? That would be unlikely, Incubi immune systems were very strong. And even then, fevers don't usually consist of pelvic cramping. So what was the issue then—
…
Something gushed out of him.
It was abrupt, and almost reflexive, Shadow Milk felt his body tense but couldn’t stop the result. His eyes went so wide in shock, to the point he thought they might pop out of his skull.
Shadow Milk immediately rose to his feet and rushed to the bathroom, a rare instance where he ran somewhere, but there was no time to cast a levitation spell or even consider flapping his wings. When the demon made it to the sink he felt another gush, warmth began to pool within his undergarments.
It seemed like whatever was gushing out of him, it had been pooling inside him overnight. And the moment he moved, he had inadvertently opened the floodgates.
The demon quickly pulled his underwear downwards and allowed them to drop onto the tile floor. Shadow Milk squinted at the large wet patch in the middle of them, but he still couldn’t identify what the liquid was. Curse him for his love of black colored clothes.
Suddenly there was another gush, accompanied by a piercing cramp Shadow Milk gritted his teeth as the pain twisted in his stomach. How long was this going to keep happening for?!
The beast tilted his head upwards, catching a glimpse at himself in the bathroom mirror. His face was contorted with discomfort, alongside a few beads of sweat collecting at his forehead. The eyes within his hair were going wild, their form was practically unrecognizable as they twisted in agony.
Had he been cursed? Shadow Milk did have a bit of a target on his back by leeching off of one of the “Ancient Heroes” or whatever ridiculous name they were called, but Shadow Milk would have preferred if the curse had taken him out quickly instead of this agonizing death.
Ugh, he was going to have to tell Pure Vanilla about this, wouldn't he? How annoying. Though the look of absolute panic on the king’s face would give him a good laugh.
Shadow Milk’s lips curved slightly, The thought of Pure Vanilla’s alarm to the situation almost made him miss the warm liquid dribbling down his leg. He gasped at sensation and immediately looked at his thighs, only to see lines of dark magenta jam spill down his dough.
…
How the hell was this happening?
And why now?! This had never happened to Shadow Milk before, dread washed over the demon’s features as his condition made itself known.
For the first time in his life, Shadow Milk was menstruating.
Shadow Milk went back into Pure Vanilla’s bed shortly after. Not like he had many options to choose from in the first place. After his mind was left racing as he cleaned up the jam pouring down his legs, he was in no mood to wander around the castle.
This had to be some cruel joke. Why was he menstruating now of all times?! Sure, he was baked as a fully grown Cookie, he didn’t have to go through the woes of puberty and teenagerhood. But if Shadow Milk was meant to menstruate, why hadn’t it happened since the beginning?!
The demon groaned as another wave of pain pierced his gut, he had gotten used to it by now but that didn’t mean he was a fan all of a sudden. If he could just doze off again, maybe this whole ordeal will become more tolerable. As long as nothing escalated beforehand, Shadow Milk would be fine—
A blue light shined from underneath the silk sheets, its glow coming directly from Shadow Milk’s navel.
Oh you’ve got to be fucking kidding.
First he gets his period, now the bonding mark is glowing. Great, just great.
Shadow Milk let out a furious growl, grabbing the pillow to the right of him and placing it directly over his face. The demon screeched into the pillow, its volume muffled from the softness of the cushion.
He was done, Shadow Milk was so fucking done.
He wanted to rip everything in the room to shreds, no, that wasn’t good enough, he wanted to set the entirety of Earthbread ablaze and then let himself be consumed by the flames.
But before Shadow Milk could even enact his plan, he heard the door across the room open and then close.
“Shadow Milk?” Pure Vanilla called out, the beast didn’t even need to remove the pillow from his face to know the king was tilting his head slightly. “You’re still in bed?”
The demon didn’t respond, he simply allowed his arms to drop to his side, the pillow still resting over his face. Shadow Milk could hear the soft footsteps and quiet tap of the king’s staff slowly approach his side the bed.
“Oh my, your mark is glowing!” Pure Vanilla chirped, a warm hand was suddenly placed on Shadow Milk’s lower stomach, he flinched slightly from the touch. “Perhaps the reason you’ve been so tired lately is because you need to be fed, Bluebird.
Shadow Milk grumbled something from underneath the pillow, even he wasn’t sure what came out of his mouth. But the beast hoped that it was something mean. Pure Vanilla pulled the pillow off Shadow Milk’s face, causing the other to growl from the light flooding his vision.
“My next meeting isn’t until the evening,” Pure Vanilla said, his hand moving upwards to pull the silk sheets off of the demon’s body. “I can fill you up in the meantime~”
Shadow Milk felt a spark of excitement in his veins but immediately snuffed it out. He turned his body away from the ancient and let out an audible huff.
“Did I upset you, dear?” Pure Vanilla asked, his tone laced in genuine concern. “I didn’t mean to leave you here waiting and hungry…”
Shadow Milk refused to reply, even as another wave of discomfort racked his body. He just barely was able to stop himself from visibly jolting in pain.
A warm hand grasped his hip as the weight within the bed shifted. The demon felt his back become flush with Pure Vanilla’s chest.
“I'm sorry that I upset you, Bluebird.” Pure Vanilla whispered into pointed ears, briefly leaving a featherlight kiss on the back of one. “Let me make it up to you.”
Shadow Milk felt his breath hitch, he was backed into a corner here. He didn’t want Pure Vanilla to see him menstruating, but his body needed Life Powder, and most definitely wouldn’t last the week without it.
The beast took a deep breath, it shook his whole body on the way out. Shadow Milk turned around, becoming face to face with the king, who immediately smiled upon making eye contact.
“Make it quick.” Shadow Milk grumbled, his face flushing from the anticipation, but he was far from thrilled about this. Pure Vanilla leaned in to kiss the demon on the cheek before shifting his body to be on top of the other, gently placing his hands on Shadow Milk’s waist.
Shadow Milk turned his gaze as Pure Vanilla’s hands began traveling downwards. He couldn’t stand to see the others reaction, Shadow Milk was sure that the ancient would leave immediately upon seeing the jam smeared on his inner thighs.
Warm hands quickly found themselves at the sides of Shadow Milk’s panties, gently grasping at the straps. However, the moment Pure Vanilla began to pull them down, clawed hands grabbed the king's wrists to bring them to a halt.
Pure Vanilla’s expression scrunched in concern at the sudden action. “Is something wrong?”
Shadow Milk stared at the other with widened eyes full of panic, he didn’t mean to purposefully stop Pure Vanilla but the mounting anxiety seemed to have gotten to him. After all, they were still underneath the blanket, which meant Pure Vanilla couldn’t see the bundle of toilet tissue haphazardly lining the demon’s undergarments.
“I…” Shadow Milk began, his voice hoarse. All the moisture in his throat had disappeared but he still forced himself to speak. “I’m on my period.”
Pure Vanilla’s eyes widened slightly, meanwhile Shadow Milk bowed his head in shame. The mixture of pain racking his gut and anxiety swarming his mind was starting to make him feel nauseous.
“…I didn’t know you could menstruate,” Pure Vanilla uttered, his voice carrying a hint of disbelief. “When did this start happening?”
“Since…today…” Shadow Milk admitted, his grip tightened over tanned wrists, almost as if he was trying to prevent the other from potentially fleeing.
“Oh, you poor thing.” Pure Vanilla murmured, the king leaned forward and allowed for their foreheads to touch. “You must be in pain, aren’t you?”
The beast nodded his head in response. If Shadow Milk had the energy, he would have accused the ancient of pitying him. But for now, he allowed the other to give him his sympathy.
“And you need to be fed as well…” Pure Vanilla muttered, his hand slipped from Shadow Milk’s vice grip and cupped the demon’s cheek. “Let me aid you, Shadow Milk. I can help the cramps go away.”
The beast simply grunted in reply, Pure Vanilla didn’t have to explain to him how he would nullify the pain. He could faintly remember having heard about sex being a good solution to period cramps a long time ago, but he had simply ignored it back then. It wasn’t of his concern at the time.
Shadow Milk let go of Pure Vanilla’s other wrist, allowing for the king to pull down his underwear. The tissue he had used was soaked with jam at this point, with streaks of fuchsia littered across the demon’s cunt.
“Don’t worry, my love.” Pure Vanilla purred, he pulled the panties all the way down and tossed them off the bed. “I promise to be gentle.”
Shadow Milk jumped as he felt Pure Vanilla’s fingers graze his clit. Two digits rolled over the bud gently, causing the beast to choke on his breath. It felt odd, the pooling discomfort still lingered, but it began to soften from the pleasure from his clit.
The ancient leaned into Shadow Milk’s neck and began sucking at his dough, It always felt so good when Pure Vanilla littered him with hickeys of all types of sizes. Despite how much he hated dealing with the aftermath the next day.
Pure Vanilla sunk his fingers into the beast’s folds, using the jam and slick collecting at Shadow Milk’s entrance as a lubricant. The digits pressed against the hole and dipped into the heat with ease, the sensation made Shadow Milk’s whole body shudder.
It felt so nice, yet so filthy. The mixture of fluids was making a wet squelching sound that made Shadow Milk’s head spin, the demon leaned his head back and allowed gasps and moans to pour from his mouth.
Pure Vanilla’s fingers curled upwards repeatedly, pressing against a spot that made Shadow Milk’s mind feel like mush, The pain seemed almost nonexistent with Pure Vanilla moving like this, Shadow Milk wished those warm fingers would stay inside him forever.
Despite how much he was enjoying it, Pure Vanilla slowly pulled his digits out of the beast’s entrance. Shadow Milk whined from the loss of pleasure, giving the ancient a look of annoyance.
Pure Vanilla simply chuckled and shifted his attention to his hand, it was covered with dried streaks of jam and wet strings of arousal. The sight was as disgusting, it would surely stain the sheets if Pure Vanilla didn’t go clean it off—
All of a sudden, the king brought his dirty hand to his mouth and began cleaning it with his tongue. Shadow Milk watched in horror as Pure Vanilla lapped at the same jam that had previously poured from his uterus, as if it was nothing but a sweet syrup.
“Mmm~” Pure Vanilla hummed, his hand now clean after lapping at it like a starving Cake Hound. “Your jam tastes heavenly…”
Shadow Milk stared at him with both shock and disgust, he knew the king was into some weird things but this? This was in a league of its own.
“Did you seriously just do that?” Shadow Milk croaked, watching as Pure Vanilla’s face quickly went beet red.
“Oh, um, well…” The ancient stuttered, averting his gaze in embarrassment. “I figured it was better to use my mouth than to run to the bathroom…”
Shadow Milk barked a laugh and fell back onto the bed, “You’re such a pervert!~ So much for being ‘Pure’” The demon sneered.
“D-don’t tease me…” Pure Vanilla muttered, despite the embarrassment, he still pinned the beast down to the bed.
“Well come on, get this over with.” Shadow Milk ordered teasingly, before flipping over on his stomach and pushing his rear into the king’s crotch, which was already sporting an erection.
Shadow Milk shivered in excitement as heard the rustle of Pure Vanilla’s robes being lifted upwards. The ancient pushed down gently on the small of his back and lifted hips towards him. Something hard and pleasantly warm was placed on Shadow Milk’s rear, the demon whined at its touch.
“Your jam is going to look so pretty on my cock…” Pure Vanilla whispered, but before Shadow Milk could make a snide comment, his length had already breached the beast’s entrance.
Shadow Milk moaned as he felt himself being split in two. Witches, Pure Vanilla was big…And even though Shadow Milk felt looser than usual, it was still an effort for the flesh to fill the Incubus.
The two moaned in unison as Pure Vanilla bottomed out. Though, it felt as if the king had pressed against Shadow Milk’s cervix earlier than usual. The ancient drew back his hips before slowly inching them forward. The knot of pain within Shadow Milk’s gut was slowly but surely beginning to subside again with each thrust.
The beast wrapped his devilish tail around Pure Vanilla’s waist, this was exactly what he needed. He couldn’t tell if it was the need to be fed or his changing hormones but Shadow Milk felt like he needed this cock in him everyday.
“Hnng~ Nilly!~” Shadow Milk moaned, he could feel his jam-covered walls fluttering around the intruding length. “F-faster!”
“I told you that— Mmh…I would be gentle” Pure Vanilla panted in reply, almost becoming lost in the warmth of the demon’s pussy. “I-i don’t want to hurt you by accident.”
“I can handle it!” Shadow Milk insisted, “Period or not, I’m made for sex, so fuck me!”
“No…” Pure Vanilla breathed, his grasp on the demon’s hips becoming firmer. “It’s best that w-we take this slow.”
Shadow Milk growled, the tail around Pure Vanilla’s waist tightened dangerously, as if it was threatening to snap him in half. The king gasped immediately from the painful sensation, allowing Shadow Milk the opportunity to pick up the pace.
The beast began to slam his ass into Pure Vanilla’s hips at much faster speed. Finally, now all his needs were being met. Shadow Milk felt his eyes roll back as the ancient’s cock threatened to breach his womb repeatedly.
“Holy fuuuuckk!~” Shadow Milk shrieked in pleasure, the mixture of jam and slick began pouring down his thighs every time he made contact with the king’s hips.
It didn’t last long though, as Pure Vanilla pulled himself out of the demon’s addicting heat and flipped him onto his back. When Shadow Milk came face to face with Pure Vanilla again, the ancient looked a bit annoyed by the little stunt he had pulled.
“Shadow Milk.” Pure Vanilla uttered, his voice gentle but firm. “Your cervix is lower than usual, I don’t want to hurt you by going too fast.”
“Psh, you’re such a wuss.” Shadow Milk jeered, rolling his eyes.
“Oh? Then perhaps you’re better off dealing with your cramps on your own.” Pure Vanilla deduced.
The moment those words left his mouth, Shadow Milk grabbed onto the king with anything he could. His arms, his legs, and his tail held the ancient firmly in place. Shadow Milk wasn’t sure what kind of face he was making, but whatever it was, it caused the king to giggle softly.
“Calm down, Bluebird. I was simply teasing you.” Pure Vanilla grinned, leaning in to kiss Shadow Milk on the cheek. “But please, let me handle this, okay?”
Shadow Milk merely grumbled in response, but he didn’t attempt to tamper with anything. As much as he wanted to provoke the other, he really needed to be filled right now…
The king pushed his cock back into the beast’s hole, resuming the gentle pace that was used prior. Most of the pain was gone by now, but the pleasure still very much welcomed.
Pure Vanilla leaned down and met Shadow Milk’s lips, the demon parted his slightly to allow the ancient to slip his tongue into his mouth. Alongside the addictive taste of vanilla was the metallic flavor of his own jam. He should have been disgusted by it, but oddly enough, the taste of himself was turning him on even more.
Great, now he was just as much of a degenerate as Pure Vanilla was.
Shadow Milk moaned into the lip lock as pressure began to build in his abdomen, this time however it had a tinge of pain alongside the mounting pleasure. And it felt so good…
Shadow Milk couldn’t help but break away from the kiss so he could gasp and moan from the sensation. He was so close, but he wanted to hold on for Pure Vanilla.
“Ah!~ You’re getting so tight…” Pure Vanilla cooed, nuzzling himself into the demon’s bruised neck. The hot breath tickling at his throat almost made Shadow Milk slip. “Are you close, my love?~”
Shadow Milk nodded as his claws dug into Pure Vanilla’s robes, his breath hitching and his moans becoming louder. Fuck, he was going to explode.
“Go on then…” Pure Vanilla whispered directly into the beast’s ear. “Be a good boy and cum for me~”
A loud sob tore through Shadow Milk’s throat as his release instantly crashed into him. His cunt clenching and throbbing around Pure Vanilla’s length as he continued to thrust it gently inside.
Not long after, Pure Vanilla tensed up. He moaned into the demon’s neck as his thick ropes of cream filled up Shadow Milk’s womb. An intense wave of energy rippled throughout the beast’s dough, the bonding mark shined brilliantly one final time before it ceased completely.
Despite the surge of energy, Shadow Milk still felt tired. These menstrual symptoms were much more intense than he thought.
“D-do you feel better?” Pure Vanilla asked, still catching his breath as his hand cupped Shadow Milk’s cheek.
“Eh. A little.” Shadow Milk murmured, unintentionally leaning into the king's warm touch.
“Well, that's better than nothing.” Pure Vanilla chuckled, he gently grasped the beast’s hips and pulled him out of Shadow Milk’s heat.
Pure Vanilla’s cock was smeared with both white and magenta, it almost looked like an attempt at abstract art. And that wasn’t all, the jam mixed with slick from Shadow Milk's cunt had also leaked onto the white bedsheets below.
“Ah…We made quite the mess, didn’t we?” Pure Vanilla giggled nervously.
“I didn’t do a thing, that was all you!” Shadow Milk replied, “Why not use your tongue to clean it up? You seemed to enjoy doing that earlier~”
The king’s face immediately turned beet red again, and he turned his gaze in shame. The sight causing Shadow Milk to let out a weak chuckle.
“I’ll bring the dirty sheets to the maids later.” Pure Vanilla said, clearing his throat before continuing “For now, why don’t we take a bath?
“No round 2? That’s usually what you offer first.” Shadow Milk smirked, pushing himself upwards using his elbows.
“I’d rather offer a second round when you’re not menstruating.” Pure Vanilla replied, lifting his remaining robes over his head and tossing them to the side. “Besides, you look like you're too tired to keep going.
“Ugh, you worry too much.” Shadow Milk grumbled, folding his arms in annoyance. “Go start that bath, fool.”
“Yes, my dear~” The ancient purred, he gave Shadow Milk one last kiss on the cheek before heading towards the bathroom.
The room was silent afterwards, aside from the sounds of soaps and oils being picked out the cabinets that could be heard from the bathroom.
Shadow Milk looked towards the windows, the rain had stopped, the remnants of raindrops still stuck to the glass. The sun did not appear, it chose to remain behind a sky of grey for the time being.
Despite the cramps being gone, Shadow Milk still felt nauseous and tired, a part of him began to worry. Pure Vanilla couldn't aid him forever, and he was barely able to deal with his symptoms before that. Clouds of doubt began to fog the demon's mind before Shadow Milk shook his head to ignore them.
He took a deep breath, allowing the air to pass through his body fully.
He’ll be fine. He had to be.
