Actions

Work Header

Anatomy Lessons

Summary:

“You know, I think I could teach you much better than this textbook can.” Pure Vanilla’s hand drifted over the edge of the book and knocked it shut.

Shadow Milk raised an eyebrow.

“And what makes you say that, then?”

“I could give you a lot more experience in the matter than a simple book can.”

Notes:

Inspired on a comic by yaunmi1 on tiktok

edit: just fixing up some grammar issues i just noticed

(See the end of the work for more notes.)

Work Text:

Shadow Milk poured over the text book.

Once, he had been the Fount of Knowledge, the one who held the answer to every question and knew even the witch’s secrets. Cookies would cross the entirety of Earthbread to consult his boundless stores of knowledge.

However, over the years, much had changed about Earthbread. Whilst Shadow Milk was confined in the tree, his knowledge had become outdated and false. Now, Shadow Milk lacked the answers to even his own questions.

Shadow Milk flipped the page over to one detailing the recipes and designs of modern cookies; the recipes had largely stayed the same, just using different food colourings and preservatives. As for designs however, there was one significant change which piqued Shadow Milk’s curiosity: the penis and the vagina.

In the time of the Fount of Knowledge, there was only one way for a cookie to be baked and that was by the witches. Now, there was a way for cookies themselves to bake more cookies. This method was remarkably slower and required two parents as opposed to the one witch and the acts required to start the process of baking were said to be incredibly pleasurable.

Shadow Milk failed to see how this could be, with the sheer quantity of nerves in the genitals surely the friction of sex would hurt or at the least be incredibly sensitive?

With how engrossed he was in the textbook, Shadow Milk failed to hear Pure Vanilla Cookie approach him.

“What are you reading?” Pure Vanilla asked.

Shadow Milk’s hair flailed out as he jumped. He instantly reeled his hair back in and did his best to bear a neutral expression as if Pure Vanilla hadn’t just scared the living daylight out of him.

“Just catching up on cookie anatomy.”

“Oh? I’m surprised the great Shadow Milk hasn’t learnt all there is to know about cookies anyway.” Teased Pure Vanilla with a smirk.

“Of course I have!” Shadow Milk interjected, “but it just so happens that a lot can change when you spend a millennia locked in a tree.”

Pure Vanilla leaned his staff over Shadow Milk’s shoulder, trying to catch a glimpse at the page he was on.

“Did cookies from your era not have sex then?”

“The witches made all of us. There was no use for it.”

Pure Vanilla’s staff’s eye drifted lower on Shadow Milk’s body.

“So do you not have a penis then?” He asked shamelessly.

Flashing him an incredulous look, Shadow milk responded:

“I’m a shapeshifter, I can have whatever I want.”

Pure Vanilla went silent so Shadow Milk turned back around to the textbook he had found. As he read through each passage, he was acutely aware that his other half was stood not far behind him, watching him read. Shadow Milk could barely focus on a single passage with the constant presence of Pure Vanilla.

Whipping his head around, Shadow Milk made eye contact with Pure Vanilla’s unseeing ones. Pure Vanilla’s staff was still reading the textbook laying open on the table to a page about sex.

“Are you alright there, Nilly?”

The staff finally looked away from the book and turned back to Shadow Milk.

“You know, I think I could teach you much better than this textbook can.” Pure Vanilla’s hand drifted over the edge of the book and knocked it shut.

Shadow Milk raised an eyebrow.

“And what makes you say that, then?”

“I could give you a lot more experience in the matter than a simple book can.”

Shadow Milk’s face heated and his cheeks purpled at the implication of Pure Vanilla’s words.

“Oh? What are you trying to say here, Nills?”

“I could show you how it’s done.” Pure Vanilla smirked and leant his hand against the table, “You said you could shapeshift to give yourself a dick or a cunt, I could show you how to use them.”

Pure Vanilla Cookie extended an open hand, poised and ready for Shadow Milk to take.

“Well?” He prompted.

Hesitantly, Shadow Milk tucked away the book into the other realm and took Pure Vanilla’s hand.

Pure Vanilla’s smirk widened.

Almost rushedly, Pure Vanilla dragged Shadow Milk by the hand through the corridors of the Vanilla Palace and towards the bed quarters.

Pure Vanilla only let go of Shadow Milk’s hand once they had reached his room. Shadow Milk floated towards the bed whilst Pure Vanilla locked the door behind him. Pure Vanilla discarded his staff against his wardrobe, angled so he could still see his bed.

Turning back to Shadow Milk with a grin, Pure Vanilla kneeled on the bed besides where Shadow Milk was perched.

“How do you want to do this, then?” Pure Vanilla tilted his head to face Shadow Milk.

“You’re the expert.” Shadow Milk’s tone dripped with sarcasm.

“Would you like to do the giving or shall I?”

“Nill’, I wasn’t joking when I told you this wasn’t done in my time. It makes no difference to me.”

Pure Vanilla tapped his chin inquisitively, as if lost in thought.

“How about this, then: you take up a cunt for now, and if you’re up for it, after, we could try the other way around.”

”Cunt..?” Shadow Milk queried, “I’ve known about this topic for around about an hour now with all my experience stemming from textbook. You’re going to have to be a little less vague than that.”

“A vagina.” Pure Vanilla supplied, looking at Shadow Milk softly and stifling a giggle behind his sleeve.

Feigning a gasp, Shadow Milk clutched his chest.

“You better not be laughing at me right now!”

“I’m not, I’m not.” Pure Vanilla raised his hands defensively, “It’s just a change to see you so…” he hesitated, racking his brain for a word which wouldn’t offend the other, “new to something.”

Sighing, Shadow Milk reached back into the other realm for the textbook and opened it to the page on genitals before tucking the book back away after a moment or so.

“Can I kiss you?” Pure Vanilla asked, placing a hand on Shadow Milk’s knee.

“I thought we were supposed to be having sex.”

“It’s nicer if you build up to it,” Pure Vanilla’s hand drifted up his leg to now rest on his hip, “It’s more enjoyable with the right atmosphere.”

Pure Vanilla leaned forwards to be closer to Shadow Milk yet did not close the gap between them. After a moment of silence between the two, Shadow Milk leant forwards and interlocked their lips.

The kiss started slowly at first. Then, Pure Vanilla started running his hands up and down Shadow Milk’s sides. Shadow Milk’s own hands started to feel awkward where they hung limply at his sides, so he resorted to resting them across Pure Vanilla’s shoulders, holding his head and neck in place.

Pure Vanilla pushed more deeply and ran his tongue along Shadow Milk’s lips as his hands clasped around his waist, pushing him back so he was now lying down amongst the already disheveled bed sheets. Taking advantage of Shadow Milk’s gasp, Pure Vanilla pushed his tongue into his soulmate’s mouth and ran it along his sharped canines. Shadow Milk licked back at Pure Vanilla’s tongue with his own forked one as Pure Vanilla charted all of his teeth and mapped out his mouth.

A trail of saliva was left behind as Pure Vanilla broke the kiss. He smiled softly at Shadow Milk, causing him to avert his eyes in embarrassment just to make eye contact with the staff which was looking at him just as softly.

“Let me know if you aren’t comfortable with anything and I’ll stop.” Pure Vanilla whispered into his ear.

Shadow Milk shivered as Pure Vanilla’s hands descended on his soul jam in the same instance as his mouth cupped the outside of his ear. As he unclasped it from the jester’s frilly collar, he nipped lightly at his ear.

“Coming to steal the other half of the soul jam now, too, are we?” Shadow Milk teased.

Pure Vanilla giggled, sending a chill through Shadow Milk as his breath pushed against his ear. He gently laid the soul jam across the table and carried on his ministrations on Shadow Milk’s ear.

Returning to kiss Shadow Milk’s mouth with more fervour than the last time, Pure Vanilla straddled Shadow Milk’s hips and started working on taking off his frills. Shadow Milk moaned into the kiss lightly as his neck was exposed to the cold air.

Shadow Milk gasped at the unfamiliar but not unwelcome sensation of Pure Vanilla’s hips grinding down on him. He could feel a slimy substance build up under his clothes.

Pure Vanilla wrapped an arm around his back and pulled him up slightly so he could reach the zip on his back and pull it all the way down. Carefully, as to avoid breaking the kiss, Pure Vanilla gripped the tight leather and peeled it off of Shadow Milk, almost like he was unwrapping a gift.

With his cunt no longer hidden away by fabric, Shadow Milk felt more sensitive than ever to Pure Vanilla’s relentless grinding. Shadow Milk whined as Pure Vanilla pulled away from the kiss.

“Do you not wear any underwear?”

Shadow Milk rolled his eyes.

“Usually, Nilly, there’s nothing there that needs to be covered.”

Pure Vanilla’s mouth formed an ‘o’ in realisation.

Shadow Milk pawed at the front of Pure Vanilla’s robes.

“It’s not fair if I’m the only one undressed.” He complained.

Giggling, Pure Vanilla shrugged off his cloak and kicked off his robe before shovelling them off to the end of the bed, leaving him in just his underwear.

Pure Vanilla held out a few fingers by Shadow Milk’s mouth.

“Suck on this for me.” He instructed.

Obediently, Shadow Milk took the fingers into his mouth. He suckled softly and ran the fork of his tongue along each finger so that the two prongs flicked along the sides.

Pure Vanilla’s mouth clasped onto Shadow Milk’s neck, sucking and nibbling until a necklace of small, red bruises formed.

His head moved down lower, finding purchase on Shadow Milk’s nipples which he also marked with kisses. Each press against a sensitive nipple rewarded him with a tightening of Shadow Milk’s lips and a soft mewl. Pure Vanilla’s free hand wandered up to the other nipple and circled around it before pinching and rubbing at the nipple itself.

Shadow Milk’s back arched at the onslaught of unfamiliar sensations.

Eventually, Pure Vanilla’s mouth and hand left his nipples and soft kisses were placed along his sternum, slowly moving down, marking all the unblemished, blue dough with soft kisses.

After a final kiss against his crotch (which Shadow Milk had let out a needy whine at) Pure Vanilla pulled his fingers out of Shadow Milk’s mouth and pressed the palm of his hand against his lower stomach, fingers pointed towards where Shadow Milk was really craving more stimulation.

“Ready?” Pure Vanilla asked.

“Get a hurry on Nilly. No need to ask, I’ll stop you if I don’t like something.”

When Pure Vanilla pushed a first wet finger into his cunt it was a strange sensation and yet Shadow Milk found himself craving more of it. The finger massaged and pushed against his walls, earning shivers and whines. Eventually, it had found a spot which made Shadow Milk’s hair writhe and his legs twitch so Pure Vanilla started an assault on that one spot. At the same time, his thumb found Shadow Milk’s clit and started rubbing against it, making Shadow Milk see stars.

Pure Vanilla pressed his lips to Shadow Milk’s as another finger entered him, scissoring him open. Then, his tongue pushed to Shadow Milk’s mouth and a third finger joined.

With three fingers embedded in his cunt, a thumb on his clit, and Pure Vanilla’s mouth against his, Shadow Milk felt like he was being torn apart by the seams. It was all too much- yet he found himself desiring more more more!

“Nilla,” he whined against the other's mouth breathily. Shadow Milk could feel the smirk his other half bore as he thrust his tongue in deeper in time with his fingers.

“Are you close?” Pure Vanilla pulled away briefly, giving Shadow Milk just enough room to talk and breathe.

“To what?”

“You’ll see.”

Resuming his ministrations on his mouth, a fourth finger entered him and the thumb on his clit pressed harder. It was all so much and Shadow Milk could feel pressure building. A coil deep within him tightened and kept tightening as the fingers inside him twisted and smoothed and pushed.

Pure Vanilla’s free hand returned to Shadow Milk’s chest and pinched and twisted at his nipples as the coil tightened further.

The coil kept tightening and the sensation became more and more until it eventually snapped and Shadow Milk screamed. His back arched, pushing the fingers further into him and his hair writhed out of control and his cunt spasmed, squirting a clear fluid all over Pure Vanilla’s hand. Shadow Milk squeezed his eyes shut and yet he could still see stars.

Pure Vanilla gently worked him through the orgasm before pulling out entirely. Shadow Milk’s head lolled to the side and he stared into Pure Vanilla’s seeing eye, which at this point had formed a heart in its pupil as it stared back at Shadow Milk. Shadow Milk was sure his hair was probably doing the same thing.

Even though his chest heaved and he felt exhausted, Shadow Milk still craved more.

“That's all you got, Nills?” Shadow Milk prodded, “I haven’t even seen what you’re hiding down here yet.”

Shadow Milk palmed at the bulge in Pure Vanilla’s boxers earning a shaky breath from the other.

“Are you alright with doing more?” Pure Vanilla asked, as caring and concerned as ever, “That must’ve been a lot considering it was your first time…” he trailed off.

“Nilla. If you don’t fuck me the way that damn textbook says cookies fuck, this will be the end of our friendship.”

“I was hoping that this would end us being ‘just‘ friends anyways.”

“And what’s that supposed to mean?” Shadow Milk looked betrayed with the eyes in his hair blown wide and his mouth hung open.

“Don’t worry about it,” Pure Vanilla cradled Shadow Milk’s face in his hands, “we can talk about that later. You wanted me to fuck you?”

Shadow Milk relaxed slightly and nodded. He slid a hand under the waistband of Pure Vanilla’s boxers and pulled them down to his knees. Pure Vanilla’s cock sprung out from where it was previously held down. Although Shadow Milk didn’t have much to reference it to, he knew it must’ve been long. Pure Vanilla’s dick was nearly the length and girth of his forearm- even the most prominent veins must’ve been at least the size of his pinky! The rational side of Shadow Milk’s brain reasoned that it wouldn’t fit and would probably tear him in two, the louder, more primal side needed that cock in him like he needed air to breathe.

Shadow Milk found himself shaking with anticipation when Pure Vanilla pushed him back into the pillows.

Pure Vanilla’s cock rubbed against his folds causing Shadow Milk to whine with need.

“Are you ready?”

“Just fuck me already!”

Shadow Milk locked his feet behind Pure Vanilla’s back and tried to pull him closer to try and slip his cock in to no avail.

Pure Vanilla leaned down and kissed Shadow Milk on the forehead as he grabbed the base of his dick to align himself.

Gently, he eased just the tip in- but even that stretched out Shadow Milk’s cunt and earned him a loud moan. He paused briefly, allowing his soulmate to adjust to the sensation.

“Fuck- you can keep going Nill.”

Slowly, he eased more of it in, inch by inch. By the time he was half way, Shadow Milk could already feel that coil from before. When Pure Vanilla bottomed out, Shadow Milk felt like he was torn in two- it was so much more than just his fingers- and yet he couldn’t find himself hating it, quite the contrary, he loved it.

Pure Vanilla gave Shadow Milk a short break before pulling his hips back, to which Shadow Milk whined at the friction. He thrust it back in, careful not to hurt the other cookie. As Pure Vanilla buried himself up to the hilt again, Shadow Milk let out another moan.

As Pure Vanilla pulled out again, he started decorating Shadow Milk’s face with soft kisses.

“You’re so warm and tight for me, Shadow Milk.” Pure Vanilla whispered between kisses. Shadow Milk keened at the attention.

Pure Vanilla’s thrusts kept to a steady rhythm, each one soft and careful as to not overwhelm the cookie beneath him.

 

“You’re so perfect, you look gorgeous like this.” Pure Vanilla cradled Shadow Milk’s cheek with his hand.

Shadow Milk had no clue how Pure Vanilla was still so coherent when each tiny movement of his dick sent waves of pleasure echoing through him and rendering him unable to think about anything other than how much he needed this. His hair liquified underneath him, unable to keep their form.

“Nillaaaaa,” Shadow Milk whined as Pure Vanilla placed another kiss on his face.

“You’ve no idea how happy I am that you agreed to do this with me.”

Pure Vanilla’s unseeing eyes opened and Shadow Milk found himself transfixed by them. Pure Vanilla was a gorgeous cookie and Shadow Milk wanted all that he had to give.

“Please Nills- please more,” He whined, mustering up all the strength he could against the onslaught of pleasure, “Faster, please, I can take it.”

As Pure Vanilla sped up slightly, the coil was ready to snap again. This time, Shadow Milk did his best to cling on, to draw out his moment as long as possible.

“We fit together so perfectly, we really were made for each other.” Pure Vanilla said, voice now low, gravelly and shaking with effort.

Any attempt at holding the coil together was rendered futile as Shadow Milk’s vision went white and his entire body convulsed. He screamed loud enough to likely be heard from the corridor outside and his head slammed back against the pillows as he arched into Pure Vanilla. Pure Vanilla had slowed down to a gentle grind, easing Shadow Milk through his second orgasm.

He panted as his partner pulled out.

“You did great,” Pure Vanilla said softly, planting another kiss on Shadow Milk’s forehead.

Shadow Milk looked down at Pure Vanilla’s dick with disappointment.

“You didn’t ejaculate. You were supposed to ejaculate.”

“It’s your first time, you’re a lot more sensitive than I am. Don’t worry about me, I’m happy seeing you happy.” Pure Vanilla ran his hand down Shadow Milk’s arm in comfort.

“I recall someone saying they could teach me better than the textbook,” Shadow Milk poked Pure Vanilla’s cheek, “yet you can’t even show me the full thing.”

“Are you not sensitive?” Pure Vanilla asked, concerned.

“I’m not fragile, I can handle being roughhoused a little. I want- no need- your semen in me.”

Pure Vanilla let out a cough to try and stifle the giggle that tried to bubble up at Shadow Milk’s textbook-accurate vocabulary.

In an attempt to entice Pure Vanilla Cookie, Shadow Milk spread his legs a little wider.

“If you’re sure then I’ll do it,” Pure Vanilla lifted Shadow Milk’s legs to encircle his waist, “but if you seem uncomfortable or in pain I’ll stop right away.”

Pure Vanilla Cookie leaned over Shadow Milk and kissed him softly as he eased back into him. Shadow Milk let out a sensitive whine at the feeling.

Just as gentle as before, Pure Vanilla started thrusting in and out of Shadow Milk Cookie drawing out long moans and mewls and whines.

“Faster! I can take it!” Shadow Milk pleaded.

Pure Vanilla pounded into him faster, watching carefully for any signs of discomfort. The sight before him was pornographic: Shadow Milk’s eyes had rolled back, his tongue lolled out, his toes clenched and unclenched, his hands gripped desperately at the sheets for purchase. Occasionally, Pure Vanilla could feel his heels kicking at his back where his leg had started twitching.

Shadow Milk was absolutely insatiable, begging for more and begging for it to be fast. Pure Vanilla was almost concerned as to how quickly he had taken to sex.

Pace still increasing, Pure Vanilla pounded roughly into Shadow Milk, spurred on by the incessant moaning.

Shadow Milk felt as if he was having his guts rearranged and he loved it. It was so much in all the right ways. Honestly, he would probably be happy making a permanent place on Pure Vanilla’s bed to be fucked by him over and over again.

At some point, Pure Vanilla could feel Shadow Milk’s cunt fluttering and squirting. He slowed to a halt, allowing Shadow Milk to recover.

“Did I tell you to stop? Keep going.”

“You’re insatiable.” Pure Vanilla laughed as he pressed another kiss into Shadow Milk’s lips.

Pure Vanilla attempted to resume the early pace but his thrusts were more erratic than before.

With Pure Vanilla’s newfound rough and unpredictable tempo and his sensitivity from previous orgasms, the coil within Shadow Milk curled faster than it had before. Each drag of Pure Vanilla’s heavenly cock into his cunt bent the coil further and further.

Pure Vanilla swept his hair onto the side away from the staff, allowing himself to appreciate Shadow Milk’s body in all its glory. Although there was something he noticed that pushed him oh-so close to the edge, Shadow Milk’s usually flat and slender stomach bulged with every thrust of his cock.

Raising his hand to rest on Shadow Milk’s abdomen, he pushed against the bulge and Shadow Milk tipped over the edge once more at the sensation.

The rapid clenching and unclenching of Shadow Milk’s cunt in unison with his feet tightening against his back pushed Pure Vanilla into a state of ecstasy as well as he came deep within Shadow Milk’s cunt.

The two stayed like that for a moment, foreheads pressed against one another, until Pure Vanilla found himself growing uncomfortable at the sticky sensation between the two and sat up, pulling his dick out in the process. Shadow Milk whined at the loss.

“I won’t be gone long, I’m just going to get a cloth to clean you up.”

Shadow Milk barely had the energy to respond, resorting to rolling his eyes and turning onto his side instead.

In the time that Pure Vanilla was gone, Shadow Milk had very nearly drifted off into an exhausted slumber.

“Sorry, I hope I didn’t make you wait too long.”

Pure Vanilla dabbed the wet towel against the inside of Shadow Milk’s thighs, trying to mop up most of the squirt as well as the cum that had started to seep out of him. Shadow Milk whined painfully as Pure Vanilla brushed over his now sensitive spots.

After Pure Vanilla had folded the towel and discarded it to the bedside table, Shadow Milk undid the transformation spell, leaving his crotch a blank slate once more.

“No wonder you were reading up on anatomy!” Pure Vanilla marveled at the now smooth expanse between Shadow Milk’s legs.

“What did you mean earlier? When you said you didn’t want to be friends with me?” Shadow Milk lifted himself to lean against his elbows.

“You know sex is something usually done between couples right?”

Shadow Milk shook his head. To be fair, Pure Vanilla should’ve expected that.

“Listen, Shadow Milk, I’ve been wanting to do this with you for some time now.” Pure Vanilla started, “I would very much like to be your boyfriend and be able to kiss and love and fuck you more.”

Shadow Milk lifted himself all the way to Pure Vanilla’s level and pressed their lips together with none of the earlier fervour and lust but instead a softness.

“Silly Vanilly, it’s like you said, we belong together.”

Smiling softly, Pure Vanilla kissed Shadow Milk again.

Shadow Milk collapsed onto the mattress dragging Pure Vanilla down with him. His arms clasped around the other cookie and held him close against his chest, tucking his head into the crook of Pure Vanilla’s shoulder.

Pure Vanilla ran his fingers through Shadow Milk’s hair.

“So are you up to try giving this time?” Pure Vanilla asked.

Shadow Milk did not dignify Pure Vanilla with words. Instead he let out a tired and annoyed groan.

Notes:

Pls let me know if I missed any tags