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Poll Winner

Themes: Maid Play, Dom/Sub, Rough Sex  

Summary: Based off of this image. If you'd asked Jaune how he got here, holding Winter's leash as she lifts the skirt of her slutty maid uniform to show him she's wearing the vibrators as ordered, he'd tell you it was a long story, involving him getting involved with Winter's younger sister and Winter challenging him to a duel for Weiss' honor... only to somehow lose. Now... now he has another Schnee slut's needs to take care of.

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It’d all started with a duel. Which had then led to another duel, which had put Jaune in his current situation. Honestly, it was still hard for him to fully process. His life since coming to Beacon Academy… it’d gotten a bit… weird. To backtrack a little, in all fairness, Jaune had brought this, all of this, upon himself.

First, by asking Weiss Schnee out to the dance. He’d been flirting with the Schnee Heiress for a while up to that point, or at least trying to. But hey, she hadn’t shot him down, so it seemed like maybe he had a shot? So, he’d gone ahead and asked Weiss to go with him to the dance as his date. This had resulted in Jaune learning something about the petite, white-haired young woman.

Namely, she had a big sister. Said big sister, Winter Schnee, had made Weiss promise before she’d left for Beacon, that the only way she’d date a boy is if he could beat her in a fair fight. A duel if you will. It seemed rather strange to Jaune. Oh certainly, he’d heard all of the stories about the knights fighting each other over the princess’ hand growing up. His sisters had always loved those sorts of lovey-dovey romances.

But he’d never heard of the knight fighting the princess in order to win the right to date her or marry her or whatever. To be fair, their world was a lot more equal then it’d once been. After all, back in those olden times where all those romance stories took place, the princess usually didn’t get to rule after her father the King. It was the Knight who married her who ended up being King, and she his Queen.

So, in a world where Weiss Schnee was heiress to the SDC and the massive family fortune that came with it, as well as a huntress in training, Jaune supposed that it made some measure of sense that she would be expected to take care of herself and champion her own cause. Also, from what Weiss told him of her sister, Winter was a bonafide badass who clearly wanted her baby sis to be as cool and kickass as she was.

That was what had led to the first duel. Jaune had effectively challenged Weiss to a fight by asking her on a date, and he found he couldn’t back out, not without losing his pride. Of course, he fully expected to lose the fight and his pride anyways, but he still hoped to make a good showing of it. Pyrrha had been somewhat recalcitrant in helping him train for the duel, but in the end, she’d come through for him all the same, and Jaune knew he wouldn’t have been half as ready if not for his best friend and teammate.

The big day had come, Jaune and Weiss had come together to have their fight… and things had gotten a little weird. Weiss… had always seemed so graceful before. But as soon as the fight had begun, the Schnee Heiress had gotten eminently klutzy. She’d lunged forward, her rapier pointed directly at his chest… only to trip over her own feet and land in a heap right in front of him, with a pointed ‘oof’.

Jaune had been so flabbergasted that he’d just stood there, staring in confusion. To be fair, he was a gentleman, so even if he’d thought to at first, it’s not like he would have taken advantage of that first trip. After a few moments of embarrassment, Weiss had gotten to her feet, straightened her skirt, and they’d resumed.

… Only for the white-haired girl to faceplant yet again as a result of another misjudgment regarding her footwork. Once more, Jaune waited for her to get up. It was only on the third time it happened, with repeated encouragement from the most vocal Nora Valkyrie on the sidelines, that Jaune had finally put his blade to the downed Schnee’s neck and demanded her surrender.

Which she had in turn happily given. With the rest of Teams RWBY and JNPR as witnesses, Weiss was thus allowed to date Jaune, since he’d beaten her in a… fair-ish fight. And thus, the two of them had gone to the dance together… and partway through, Weiss had pulled Jaune out into an abandoned hall, pushed him into a shadowy alcove, and given him his first ever blowjob, right then and there.

Needless to say, from that point on, they’d been a couple. Still, Jaune had mostly felt like he was along for the ride, even as Weiss trained him to be the perfect, loving, and most importantly domineering boyfriend that he now was. Jaune understood Weiss a bit better now… and he knew the Schnee Heiress to be a closet slut in love with his big, fat cock.

Still, he’d been more than a little worried when Weiss’ aforementioned sister, THE Winter Schnee, a bonafide badass and Atlesian Operative, had come to visit Beacon and her baby sis. Winter and Weiss had talked… and Winter had challenged Jaune to a duel over Weiss’ honor, demanding that if SHE won, Jaune was to stop seeing her sister immediately. Weiss had jumped in and said that with such a big stipulation, if HE won, then Winter would have to do whatever he said for a week.

And now here they were. Winter had lost, much in the same way Weiss had. This time around though, it was just the three of them, with Weiss as the only witness… and Jaune hadn’t hesitated to step forward and press Crocea Mors to Winter’s neck after the Atlesian Operative seemingly tripped over her own feet in front of him.

From there, Weiss had taken a flushed, embarrassed Winter away and told Jaune to wait for them at the usual spot. The usual spot being a private room that Weiss had paid quite a lot for them to have for their… shenanigans. Now here he was, sat and waiting… and the door was opening. Jaune looks up, and the moment he sees who’s entering, he finds himself growing almost painfully erect in his pants.

Winter Schnee steps into the room alone, but it’s not her mere presence that gets him hard, it’s her get-up. She’s dressed in the sluttiest maid outfit that Jaune has ever laid his eyes on. It shows off her midriff and a whole bunch of her cleavage while covering her upper chest with frills. Her arms are also bared, while she’s wearing a cute frilly white skirt to cover her bottom half.

She looks absolutely gorgeous… and she’s currently walking forward, holding the end of a leash in her open palms that goes up to the collar around her neck. Blushing slightly, the older woman stops in front of him and offers up the leash to Jaune… so Jaune takes it. Stepping back and letting the leash hang between them, Winter reaches down and grabs the bottom of her skirts, pulling them up to reveal her thigh-high stockings, her cute panties… and the pink vibrator switches going up under said panties, obviously attached to vibrating eggs that have been inserted into her cunt.

Jaune’s eyes widen and his nostrils flare, and that pain problem in his crotch gets worse, his cock practically demanding to be let out of his confines at this point. That’s what mostly informs his first words to Winter. He’d had a bunch of things he was considering saying to her, from asking her if she was just as much of a slut as her sister, to even offering to let her off for the week if she wasn’t. 

But now…

“Get down on your knees and relieve my cock from its confines.”

His authoritative tone sends a shudder through Winter’s spine as she drops down immediately, her maid’s skirt falling back down to cover her crotch as she hurriedly reaches out to do as she’s told. Jaune can only groan as she extracts his length from inside his pants, while Winter’s breath hitches and her eyes widen… but she’s clearly not nearly as surprised as she should be.

“Suck it, slut.”

She flinches at the word and blushes all the more… but in the end, does as she’s told. It was just as Jaune thought. The two sisters were peas in a pod, really. Winter was probably better at hiding it then Weiss, but now that she was here, before him, it was absurdly obvious that beneath the cold exterior he'd seen during their first meeting, Winter Schnee was a closet slut who wanted to be dominated and fucked just like her little sister had been.

Leaning forward, the Atlesian Operative takes him in her mouth and begins to suck. Jaune hisses in pleasure, even as he places a hand on the back of Winter’s head and begins to push. She’s not as good as her baby sister is, amusingly enough. Is this Winter’s first time giving a blowjob? Feeling the slight graze of her teeth accidentally on his cock, Jaune jolts and lets out a growl.

“No teeth.”

She quickly adjusts, clearly eager to obey, and even more eager to learn, and Jaune decides that this is indeed Winter’s first blowjob. Still, she’s giving it her all. The gorgeous woman is on her knees, dressed in a stupidly sexy maid uniform, with vibrators buzzing away at her cunt, and she’s humming deep in her throat as she bobs up and down on his cock. Or rather, as much of it as she can handle.

Jaune is quite well-endowed, as it so happens. Winter is doing her best, sure… but she can’t take more than a third of his member into her mouth. That’s okay, Weiss took a long time to train as well, even as she’d been training him in how to just take ahold of her head and FORCE her to take his cock down her gullet. Jaune could do that here too, he knows… but it’s Winter’s first time giving oral. He’s not inclined to make it hurt or anything like that.

Instead, he’s already pretty much ready to move onto the main course. His cock is at full mast now, and the first several inches of his length are lubed up and glistening with the Schnee woman’s saliva. Winter Schnee has gotten him nice and ready for what comes next.

“Good, you can stop now.”

His words cause Winter to halt and then slowly pull back off his cock, her tongue working its way around his shaft until she pops off of his member, her lips still slightly parted, her face quite red. She looks up at Jaune with those crystal blue eyes of hers and seems almost disappointed. Certainly, there’s a note of worry in her tone.

“Did I… do that poorly?”

Jaune chuckles and in the end chooses to shrug.

“We’ll have all week to work on it, won’t we?”

Winter flushes prettily at that, and her blush even peeks out from under the frilly white top, hitting the exposed skin that rests between the top of her uniform and the part of it that’s containing her breasts… but in the end, she just nods in agreement.

“For now… I want to continue sampling the goods. Stand up and walk over to the table. Bend over it for me.”

As she rises and does as she’s told, Jaune rises as well, his glistening erection swinging back and forth as he follows her over. After all, he’s still got ahold of her leash, he wouldn’t want to accidentally choke her. No, he’ll be purposefully choking her later on, more than likely. Weiss certainly liked being asphyxiated…

Regardless, once Winter has assumed the position, the slutty maid submitting to her master’s whims, Jaune flips the back of her frilly white skirt up over her ass and yanks her panties down, all with the hand not currently her leash. There, he discovers something interesting and rather fun. The pink vibrators he’d seen hints of when she’d lifted her skirt… are up Winter’s ass, not in her cunt.

The pink lines go up between her ass cheeks, tucked away in her tight little backdoor, while her gushing wet cunt is left completely unoccupied and free for him to use. Good ole Weiss, she really did prepare her sister for him properly, didn’t she? Grinning a little, Jaune gives Winter’s ass a nice grope and squeeze, smacking it and then gripping tightly at her buttocks, first the left and then the right… and then, unable to wait any longer, he moves into position, taking hold of Winter by the hips.

A moment later, he’s inside of her. She’s quite wet, but also incredibly tight. To Jaune’s amazement, as he thrusts into her for the first time, he feels the unmistakable tearing of a hymen. Now to be fair, Jaune and Weiss’ first time had been somewhat similar… but Winter was older, and an Atlesian Operative besides. Was she really a virgin, right up until this point?

Judging by her whimpering mewling moan, she was. Unable to believe it, but nevertheless forced to accept it, Jaune just grunts and begins giving Winter Schnee what every Schnee woman he’s met so far seems to want… his big fat cock. He fills the beautiful femme fatale with every inch of it, sinking himself further and further into her depths, until he begins to slam up against her cervix, hitting the entrance of her womb.

He’d experienced this with Weiss as well, but much faster, given the petite white-haired girl’s stature. All the same, Jaune keeps thrusting away, until finally he makes a breakthrough, entering Winter’s womb directly, just as he had eventually done to Weiss, back when their relationship was just starting out. His cock buries itself in the Schnee woman’s cunt and womb, filling her to the absolute brim and then some. 

Using his grip on her leash to pull her head back, Jaune looks down at Winter’s face from above, not at all surprised to find her full on ahegaoing. Gone is the blushing, embarrassed face from before. Gone is the cool, calm, and collected Atlesian Operative she’d been when they’d first met. In the place of both is a woman who’s completely given into the pleasure, her eyes rolled back in her head, her tongue sticking straight out of her mouth.

Winter Schnee is finally getting the fuck she needs, and Jaune Arc is the one who gets to give it to her. Needless to say, it’s a heady feeling, just as heady as it was to be fucking Weiss Schnee, heiress of the SDC, for the first time all those moons ago. With a groan, unable to hold out any longer, Jaune finally lets loose, cumming deep inside of Winter, pumping his seed into her womb directly and filling her to the brim not just with his cockmeat, but also with his white, hot ejaculate.

Pulling out, Jaune pants a bit as he swiftly recovers. Staring down at Winter Schnee’s twitching backside, with his cum already starting to ooze out of her pussy, and those pink lines leading up to the vibrators still buried in her ass… Jaune finds himself getting very hard again, very quickly. Luckily, he has all week to put Winter Schnee in her place. Try to come between him and his girlfriend, would she? Well then, he’d be sure to show her why that was a BAD idea…

This might not be how Jaune expected his time at Beacon to go… but he really isn’t complaining.

Comments

Marthis

I enjoy the fact that Weiss and winter both wanted some but felt compelled to go through the motions to save face

Cambrian

Heh yeah, as soon as I got this prompt with that picture, I knew it'd be a fun one to write if it won the poll. Given just how popular it turned out to be, I guess a lot of my patrons agreed with me xD

Austin Vetter

Any chance of a part two?

Cambrian

I think there's potential here for more, we'll have to see what arrives in the Prompt Poll!