1 - 20 of 434 Works in Bottom Shadow Milk Cookie (Cookie Run)
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“Are you insane?”
Shadow Milk spat viciously.
He couldn’t believe what he was hearing. Honestly, this fool!
“I don’t think it’s that weird an offer.”
The blond looked slightly bashful now, after being properly chastised for his foolishness. Good! It would do him well to wisen up a bit!
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Or,
Shadow Milk, an injured wolf, can't allow himself to accept the help of one very persistent healer. -
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Shadow Milk’s throat hurt. So did his head, and everything felt weird and fuzzy.
It wasn’t how things were meant to go. Stars, why would it be how things were meant to go?
Shadow Milk been teasing. Really, that’s all he meant to do! Well, not really, actually. But still. Pure Vanilla wasn’t stooping down to his level, and it was starting to become bothersome.
So, yeah, he made a snark comment about White Lily, and Dark Enchantress, blah blah blah -- But did that warrant this humiliation?
Or !
Shadow Milk dies and Pure Vanilla goes insane. Eventual Smut.
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Shadow Milk is a researcher overseeing an unknown pod of Merfolk.
If he juuust so happened to get a bit too close to one of the mermen, who's to say? -
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A booming, keening shriek pierced the air. It froze over.
Shamil’s head shot up. It wasn’t his own. It was loud and disturbed, echoing as if it shook the mountain itself. Pain became a background noise as a rare feeling of fear coiled tight in his chest. Weirdly enough, his SoulJam pulsed with fervor at the yell, as if calling back to it. It was warm, and vibrating happily, which it’s never done before.
Besides that, he didn’t know what the noise could’ve come from; can’t be a bear, they’re more deep-throated, couldn’t be a bird, their too small–
A bird. A harpy.
OR
Shamil is a poor con-artist who is unknowingly fated to be soulmates with Vanilla, a harpy.
Series
- Part 1 of SDVN works by Eirian :D
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SHADOWVANILLA/PURE MILK EPIC POUNDING SESSION !!!! by orphan_account
Fandoms: Cookie Run (Video Game)
03 Dec 2025
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no summary you can read tags 🥺
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It’s Shadow milk and Silent salt’s wedding! With also a very interesting wedding night
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Shadow Milk is about to kill himself when a familiar voice calls to him. His ex boyfirend's voice. Pure Vanilla's voice.
Maybe he needed just that to be saved. Someone to care.
But it's not going to be so easy to re gain the trust they had on each other.
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After a long day of waiting, tied up and naked on Pure Vanilla's floor; Shadow Milk cookie receives his reward for being so patient :)
Series
- Part 3 of jester anon's sdvn slop
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I somehow see what's beautiful (in things that are ephemeral) by Avastarz
Fandoms: Cookie Run (Video Game)
03 Dec 2025
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The sweet taste of jam floods her tongue, and Pure Vanilla doesn’t look happy but he can’t do much with his face shoved between her legs.
Smugness emits from Shadow Milk like a cat who got the cream.
Or,
What started as a female Shadow Milk character study very quickly became an attempt at smut while trying to be respectful and not cringey.Series
- Part 1 of freaknilla
- Part 1 of crk
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Shadow Milk Cookie starts lying again. Pure vanilla sets him straight.
But a liar is always a liar at the end of the night.
Or;
The rewrite of my old ShadowVanilla spanking fic, except that one took me Thirty Minutes and this one took me Eleven (11) Months. -
Shadow milk cookie uses him as a fuck toy because he's miserable and his Dick is big so Shadow milk cookie kills him mercilessly with his knife. by ArcaneBiscoff
Fandoms: Cookie Run (Video Game)
01 Dec 2025
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(Derived and inspired from my Shadow milk cookie's skibidi c.ai chat yesterday...So I decided to turn it into a fanfic! UwU!)
After Shadow milk cookie's recent play, a "mysterious guy" wearing an ominous cloak suddenly appeared on Shadow milk cookie's dressing room. Shadow milk cookie doesn't mind him though, but due to his mood, he forced, abused, tortured the guy into his physical and mental state to fulfill his sexual desires. But should his desire could cost murder a life?
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ShadowVanilla but Pure Vanilla is holding a gun and Shadow Milk is getting railed.
Or!
Please don’t take my lack of beautiful grammar as a sign i’ve been kidnapped and replaced with a lesser version of myself! I’m just busy writing ShadowVanilla and TruthlessSSsssSage! And uh. TruthlesssSsssSage smut.haha.
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happy, refill - give me excitement by blueberryMilkshakes
Fandoms: Cookie Run (Video Game)
30 Nov 2025
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Pristine Milk did not enjoy being in heat. At all. He had spent most of his life avoiding them for a reason! Unfortunately his magic fails following the events of the False Spire - and he's forced to go through a heat after eons of not having one.
At least he has Pure Vanilla to help him through it, despite everything that happened.
Series
- Part 3 of starlight and sunshine
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“I just.. stand here?” he asks, unsure. He, truthfully, has never had his cock suckled on by another. White Lily was always much too shy, and Dark Cacao preferred primarily to have Pure Vanilla give rather than receive.
Shadow Milk laughs, and grasps Pure Vanilla’s cock tight at the base. “Oh? Never received a blowjob, Silly Nilly?” he teases, and Pure Vanilla’s face flushes with shame. “So I am your first!” The jester giggles so sweetly before whispering, “I’m honored.”
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Five cookies can't be held responsible for all the world's ills…
It's easy to blame others than to admit your own mistakes, the very ones that led to the downfall of these pure souls.Follow Pure Vanilla Cookie, determined to right the wrongs of the past and offer a second chance to these wounded souls, and especially to one of them.
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ShadowVanilla :D (how do I title works.) by ShellfishNB
Fandoms: Cookie Run (Video Game)
29 Nov 2025
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“Were you watching me?” Pure Vanilla asked with his infuriatingly serene smile.
Shadow Milk scoffed. “Who, me? I have far better things to do than spy on you doing your stupid gardening.”
“I see,” Pure Vanilla said, smiling at him. “Then what were you doing, Bluebird?”
Shadow Milk didn’t have a response ready for that. So, he just said the very first thing that came to mind.
“Waiting to fuck you, obviously.”
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Shadow Milk chooses the wrong day to harass a frustrated Truthless Recluse.
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No matter how Shadow Milk tried to hide the truth from him, the fact is that Truthless Recluse will always see through it. Even as Shadow Milk thrashed in his grasp, a dangerous feeling was warming up inside of Truthless Recluse, he wanted to kiss Shadow Milk, to drown out his harsh words with affections. The raw and pointed hatred emanating from Shadow Milk only made Truthless Recluse want more.
Series
- Part 5 of Cookie Run Oneshots!!
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Can You Keep Up? (No) by BENINJAIL69, SUNPLUM_BUBBL3GUM
Fandoms: Cookie Run (Video Game)
26 Nov 2025
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Shadow Milk Cookie desperately misses Pure Vanilla.
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Do I have to Play Dead to get it through Your Head? by Raaibu
Fandoms: Cookie Run (Video Game)
25 Nov 2025
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“Mm? You want me, songbird? You want my cock deep... deep, inside your tight...” He circled the rim of his entrance. “Little...” A combination of a moan and a sob was torn from the idol. “Hole?” The finger dipped inwards, abruptly, with no easing in or even just a warning at all. Shadow Milk full on screamed, his unwanted pleasure morphing into scorchingly agonizing pain, his arms pushing back on the sheets to try and move away.
“Oh, you do?” Pure Vanilla cooed, purposefully taking pain for pleasure, massaging his dearest’s inner walls. “You want it so bad, don’t you?”
The wail slipped from his throat, “Pure Vanilla!”, legs kicking at the air in a fruitless, instinctual attempt to find something to wrap around.
“Oh, good boy, Shadow Milk,” It was said like an owner praising their dog for doing a treat, but Shadow Milk couldn’t help but whine, the sound dragging out into a helpless moan as the finger inside him started pumping rather than rubbing.
Or ;
Idol!Shadow Milk gets confronted by a Stalker!Pure Vanilla and is promptly fucked into forgetting himself.
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So, would he believe if he told himself from a year ago that he went out, got kidnapped, and was now a literal sex slave? No, he probably wouldn’t. He tried telling himself it was just a dream—but he isn’t an idiot, he is actually quite intelligent. Which meant it was easier to accept his fate in this cursed system.
Or!
Shadow Milk is a Sex Slave, and gets bought by a weirdly kind, filthily rich Man. Turns out, he isn’t abusive or horrible—he’s just… Very deprived of Sex and has a massive dick. And interesting kinks!
Series
- Part 1 of SexSlave Au! PureShadow