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Shadow Milk Cookie finally got his hands on what he desired… His very own personal femboy maid! (Don’t ask me how it got to this point. Seriously.) Pure Vanilla Cookie stood there… pitiful and ashamed, and barely holding his skimpy dress down.
Yes, he wore a maid outfit: short ruffled sleeves with white laces adorned at the edges, long white gloves, a micro skirt that barely covered his frilled white panties, thigh high stockings—with a final touch of adorable black platform loafers.
“Why do I get to wear this? Everyone else wore something more… modest.”
Candy Apple and Black Sapphire were certainly not his maids, and they definitely didn’t wear anything of the like of Pure Vanilla. But he had other minions, random cookies… too, that wore maid outfits. Except, more modest and true to Shadow Milk’s brand. Or so he said.
“Are you seriously asking me that question?” He snickered, looking up and down at him. “Cuz’ I wanna see your body.”
“...Faggot…” He mumbled that last part out quite pettily, just to knock pure vanilla down a peg more. “Now get scrubbing!”
“Mmm…” an unsure hum came out of Pure Vanilla Cookie as he sheepishly looked away from Shadow Milk’s eyes. But Shadow Milk Cookie only tilted his head and raised his eyebrows, an obvious sign for Pure Vanilla to get scrubbin! He slowly, hesitantly, kneeled down and reluctantly started cleaning the floor. Shadow Milk raised his eyebrows and slightly pouted.
“That’s not what I wanna see.”
A defeated sigh escaped Pure Vanilla Cookie. Then, face down, ass up.
…
White Lily Cookie stood outside the Spire’s gates, a face of determination glued onto her face.
“I know Shadow Milk Cookie has trapped Pure Vanilla in his tower of deceit. I must take action and save Pure Vanilla Cookie…!”
Without any second thoughts, she swiftly made her way up the tower, moving with such precision and confidence, and using her spells to illuminate and defeat any nuisances in the way. Unfortunately, Shadow Milk was way too busy looking at, ahem, things, that he failed to notice all the signs of somebody in the tower breaking in.
Then, she reached the top of the spire. The final door, where the Beast of Deceit himself resides!
Her stomach churned at the thought of what horrible things Shadow Milk could’ve done and could be doing to Pure Vanilla. Truth be told, ever since she saw that illusion of Truthless Recluse way back in the catacombs… her heart weighed down every time she’d think of him.
Heart beating faster, she breathed out and slowly raised her staff, casting one final spell to break in.
“Cease everything you’re doing! For I, White Lily Cookie—” She completely stopped everything mid declaration and almost dropped her staff, and jaw. Almost.
The very crude sight of Shadow Milk unbuckling his belt (does he have one? Don’t answer that question, because he has one now.) and Pure Vanilla Cookie in an… outfit she definitely did not recognize him in, in front of him, as a… servant? Maid?
Pure Vanilla was stunned for a moment, before he discreetly lit up as he processed what just happened.
”White Lily Cookie…!” Pure Vanilla murmured, a soft smile resting on his face.
“…Have come to stop your treacherous actions?” She uttered the last part to herself, honestly trying to convince herself more than anyone else.
White Lily Cookie stood defeated as she now was also dressed in a maid costume.
Though, her outfit was different to Pure Vanilla’s, the biggest, and quite frankly only difference being the longer dress opposed to the… almost non-existent coverage Pure Vanilla had gotten.
“Why does she get to wear something else...?”
“And why must we ask the same questions over and over again, dear friend?” Shadow Milk chirped in a forced sweet tone, “We both know exactly why.” Dropping the act and simply saying the last part.
“Also… she’s really not my type.” He mumbled to himself while grimacing at the thought. White Lily threw him a very offended look because she heard that. God, when will this sad excuse of a “villain” ever stop causing problems for her?
“But, but, But! I also wanted to keep my brand, ya-know!?” His expression completely flipping, suddenly feeling inspired,
“Now, she’s wearing the most fashionable, most adorable dress ever, carefully woven with the most deceiving lies of all, by your humble Beast of Deceit himself!” He plastered the widest smile on his face, going in front of White Lily and using his hands to show off his so-called masterpiece of a dress, going from the top of her waist to her hips, then stretching out her arms to display it better.
“Ahem, anyway…” he fake coughed, “Get to work! I wanna see my lovely-love dove birds in action. Heh.” Then proceeded to bat both of them with a rather odd look.
The sight of Pure Vanilla in such a lewd position certainly, for one, caught her off guard. The way he was bent over with his rear sticking out so… cutely like that, and his long golden hair draping over his shoulders, and the way his chest was so tightly wrapped in that top, and those terribly pitiful eyes of his—oh dear, it might’ve made her find herself empathizing with Shadow Milk Cookie… maybe.
They were both bent on the floor, rubbing it clean with old fashioned rags. Her eyes were glued on him, trains of countless thoughts racing in her head… all of which made her face turn pink.
She’d never acted like this.
“White Lily Cookie! Oh, how I’m glad you came…”
She could barely focus on what he was saying because she was also so distracted by… him.
“We must think of an escape plan, immediately!” He suddenly dropped to a low whisper, presumably to avoid being heard by Shadow Milk since they were in his all-seeing territory.
“Uhm…”, she hummed, “right, but, I must ask—”
“Shadow Milk has left us alone for some time, though he could return any moment. We need to make use of the time we have, and quickly.” He unintentionally cut her off, not hearing her through his own panic.
She stared at him for a moment, just… thinking. On one shoulder, the angel begged for her not to go through with all the unholy thoughts she possessed. But the devil on the other side told her not to listen to the puritan.
“…Oh.. oh, yes. I have an idea, Pure Vanilla Cookie. But you’ll need to follow me out of this room first. We can’t be caught here.” A little strange, but he honestly didn’t question it. He assumed if White Lily Cookie came here, she already had everything planned out. He only nodded, letting her lead the way.
She snuck them out of the room, looking around for a suitable place for them to “discuss” in (or so what she told him, and what he believed). White Lily then stumbled upon an old closet. It looked out of place for everything else in his spire, compared to all the fancy rooms and architecture, this was just… there.
A kind of shack, though still fashionable and in good shape. She didn’t think much about it and opened it, shoved Pure Vanilla in there, then quickly rushed herself into there as well, closing the door behind them, the room being completely pitch black. Her hands found a pull chain and she swiftly pulled on it, a light bulb illuminating the room. Then she proceeded to lock the door behind them.
“Alright, White Lily Cookie. What is our plan?”
Her eyes darted to his. And he opened his eyes and looked at her, rather worried of course.
She stared.
And then finally said,
“…Oh. You actually thought all of this was for an escape plan?”
She stepped closer and moved her arms around his waist, positioning them to the bottom of his ass.
“Oh.” His face immediately flushed, taken aback to her sudden change of demeanor and what she was implying. He did not see this coming.
He had a moment where he looked straight at her, still blushing— then his face turned slightly away from her, lost in thought and mulling the situation in his head. And finally succumb to the idea, his face softened, and as if lovesick, his body relaxed,
“Well… how could I ever say no to you?” He almost immediately leaned in for a kiss, shoving her down to the floor. She leaned on the ground, gripping his waist tightly.
His spit tasted much milder than hers. It mixed with the bitterness of hers in a nice way. She climbed onto his lap, pushing him to sit down on the floor, settling right onto his crotch.
“Uh,” he gasped and pulled away at the feeling of her body pressing onto his pelvis. A lewd string of spit still connected at their mouths, and her taste still lingered in his mouth. Maybe it was a little bit strange to others; he liked her bitter, maybe mildly toxic taste.
“…You taste so good.” She whispered. The tone of her voice suddenly shifted into something more shy, turning her face away from him, and batting her eyes to look into his for a moment before fully looking away. He’s forgotten how shy she’d get… It was really cute.
His cock was throbbing under the weight of her body. Her long skirt made this… an inconvenience compared to his really, really short, practically decorative ones. He lifted up her long skirt to see what’s happening.
She also wore white panties— normal laced ones, though they had a cute white bow too. Thinking of the fact that Shadow Milk Cookie had to make her wear that made Pure Vanilla smile. He knew what he was doing.
White Lily felt awfully pent up at the moment. It physically hurt her to resist the urge to just hump him right there and now. As embarrassing as it was, him wearing such attire made it much worse.
Why did she have to be into such things? And why did she have to find out like this? His cute little face and how his slim body fit perfectly in that dress, and how those frilled panties lined that perky butt of his that stuck out when he was bent down— oh witches, she just wishes he could stay like that while she got off to the sight.
She took a deep breath in, then out as she looked back at him. He stayed quiet, patiently waiting for her to make a move. She pulled off her gloves for better comfort, then flipped over his skirt—the bulge through his panties already being quite visible—so she could tug at the edges and swiftly slip them off (what a shame, he looked really hot in those).
He was already leaking precum. Her hands moved to his tip, and using her thumb, she rubbed against his slit. He only stared down, looking kind of tense, seemingly lost in thought. She noticed his flushed cheeks. Maybe he was into this more than he wanted, too…
Leaning down, she carefully licked away the precum pooling on the top, then placed a little kiss on his slit. His precum tastes mildly sweet. A little bit milky, kind of creamy. She placed slow, seductive kisses all the way down his shaft, looking up through her eyelashes to stare at his completely flushed face, his expression reading off as incredibly shy. He brushed through the top of her hair, very gently holding on to a lock, softly sighing.
With one hand, she used to grip his shaft. The other, she placed on his thigh for balance. She put his length inside her mouth, then started slowly bobbing her head up and down to warm herself up, occasionally taking her mouth out and licking the slit and sucking on the head of his dick.
“Mm..” a quiet moan came out of pure vanilla’s mouth, his pastel eyes fluttering open. The warm slippery feeling of her mouth encasing his dick, her hot breaths and her tongue running across his slit… oh, how could he have forgotten this feeling? It feels all too familiar now.
“You still do it the same,” he paused, holding his breath, trying his best not to make another embarrassing sound—though he knew she always liked hearing them— “after all these years.” he exhaled, not really thinking it all the way through as he was lost in the pleasure. She took one of the intervals between letting go of his dick to respond,
“Well of course I do.” Her thumb circled his slit, drool pooled in the corner of her lips, “I’m still me.” She threw a subtle little smirk as she stated the obvious, making way to take his length in her mouth again, maintaining eye contact as she continued to suck him off. Her response was weirdly… demeaning. In a hot way.
Pure Vanilla felt like he was reaching his climax, still as mesmerized at this feeling. He rolled his head back and shut his eyes, finally succumbing to moaning, holding back his restless hips to what seemed the impossible urge of fucking her throat. His grip on her hair slightly tightened, as if a warning.
“Ah, ah,” he impulsively arched his back into her mouth, holding her head down— a half-yelp coming from White Lily before he came inside, coating the inside of her mouth full with his sweet syrupy liquid. His cum was something adjacent to condensed milk. Awfully sweet, thick, sticky… White Lily finally pulled her mouth out, having a weird sensation it’s been glued, and, before she could swallow his load, he pulled on the collar of her dress to steal her breath in a kiss.
He lustfully moaned into the kiss as he tasted his own seed, moving his arms down her waist and under her skirt to hold her hips. White Lily felt her cunt throb at how much she was aroused with no release, it almost hurt. She pressed onto his cock again, but this time, she started rolling her hips.
A shiver crawled up her spine as his cock, just so thinly veiled behind her panties, pressed onto her folds, his precum soaking her panties wet—well, not that she herself already hasn’t—his tongue pushing itself deeper into her mouth, and him teasing on tugging off her panties.
“Please,” she begged, the raw feeling of this pleasure being held back making her somehow feel both hot and cold at the same time, “I- I want it”, borderline whining, almost sounding like she’d cry, “Please, Pure Vanilla Cookie,”
Hearing her like that made his lovesick heart melt… he ever so slightly frowned and moved to cup her cheek, reassuring her,
“I’d do anything for you.” He opened his eyes again—although his vision wasn’t the best—to get a clearer look at her, pecking the tip of her nose. Then he wore his usual, serene smile, tugged off her panties, and lined his pre-cum, spit-stained dick below her pussy, which was already dripping honey. Although… he couldn’t help to notice her somewhat displeased look.
He eyed her up and down a few times before the realization slowly clicked— oh. She didn’t like this position. ‘Cuz then she’d have to “do all the work” riding him. He thought about it… Then, in one quick movement, he swooped her off in his arms, White Lily letting out a tiny squeal, and pushed her against the wall. It’d be, err, cleaner this way. The floor was kinda nasty, anyway.
He lifted up her skirt, his own skirt hanging over his cock, and warmed himself by rubbing in between her folds before slipping in his length in a careful move— She immediately caved in to the pleasure, a gasp escaping from satisfaction, her back bending backwards, and her toes curling up, making her stand on her toes. His cock hit what felt to be so deep… oh divine light, she couldn’t be so close to cumming already—
He started off slow, sensual, placing erotic kisses on her neck while embracing her waist, whispering small praises and compliments in her ear, his thrusts so elaborate and methodical. And he’d gradually get faster, as if he’d be losing control, as if he himself was chasing that wonderful feeling of climax too. Yet he’d never go too rough. Always so sweet, so gentle for her.
So he continued pumping into her pussy, her honey coating his dick, keeping it slick. With each thrust, he hit her g-spot, making her moan endlessly from the pleasure, clawing at the wall and drool pooling at the side of her mouth.
“Pure Vanilla,” all that was heard was her crying out his name, “Ah, Pure Vanilla Cookie,” over and over, each time getting less and less decipherable… before she was mindlessly whining, her mind totally blank.
It has been a long time since they’ve had sex. Like what? A few generations ago? How many wet dreams do you think she’s had in that long little slumber of hers? Well, clearly a lot, because she’s never been this pent up. The strange shack-looking-thing they were in made squeaking noises adjacent to a bed, and the crude sight of two maids railing each other was quite something.
Numb with bliss, he came in her again, still getting his last thrusts in her, making her finally orgasm. A final cry ripped through her throat, full of ecstasy. Light headed, this burning feeling rippling throughout her body, her legs barely holding her up.
“Ngh,” she panted, her poor voice hoarse. White Lily used all her strength to very wobbly turn around, ignoring the slight ringing in her ears, wrapping her arms around his shoulders.
“I…” she stops for breath, “I think, I think we should get out of here.” she nuzzles into his neck, completely blown out. Pure Vanilla, too, was still trying to recollect himself, nearly stumbling over when she threw her entire weight against him.
“Yes,” he gently clasped her waist again, his tone still so soft, “that’s probably a smart move…”