The Grimm Prince (RWBY)

A/N: Here's the new Chapter! Which also means the next four chapters are up on my Patreon for early access as well as the chance to vote on the direction of the story!

Yummy virgin sex.

-x-X-x-

As Penny and Ruby continue sucking his cock, Jaune makes a decision about where he’s going to take their virginities. But he doesn’t necessarily want to disrupt the flow here or anything like that. Especially given the enthusiasm shown by the ecstatic virgin duo currently on their knees in front of him.

Though there’s enthusiasm… and then there’s whatever the fuck Salem did when she made Penny ‘sexually operational’. While Ruby is doing her best to keep up with her robot friend, sucking and slurping along one side of his cock while Penny tackles the other, there’s simply no denying that Penny Polendina is acting the part of a truly ravenous slut. Like someone parched after being lost in the desert or starving after being without food for weeks on end, she’s going absolutely crazy on his dick.

Moaning wantonly, Penny doesn’t seem to know what to do with her hands, even as she aggressively licks, slurps, and sucks at her side of his cock. Eventually though, the robot girl figures it out, seemingly by instinct as her hands run up and down her own body completely of their own accord, eventually locating her breasts.

As Penny haplessly plays with her own tits, rubbing her palms across her nipples enthusiastically, her energetic sucking only gets more aggressive, until she’s pushing Ruby off of his cock altogether. Jaune isn’t even sure Penny realizes she’s doing it. Their cheeks bump against one another like a pair of bumper cars, with Penny winning each and every exchange until Ruby is fully pushed off of his dick and sits back with a surprised blink followed by a big pouty frown.

… This is definitely Salem’s fault. He shouldn’t be surprised; his Queen was an absolute menace even at the best of times. Obviously she’d done something to Penny’s mouth and tongue to make it incredibly sensitive when it came into contact with a man’s cock. Knowing Salem, it was probably specifically when it came into contact with Jaune’s cock.

Oh god… the Queen of the Grimm… she’d given Penny a mouth-pussy, hadn’t she?

For a second, it’s Jaune who feels like a robot as his brain short circuits at his own thoughts. How had it come to this, that he was thinking such vulgar and crass things? How had he ever let things arrive at this point?

Even still, he recovers swiftly enough… just in time for Penny to notice Ruby has stopped sucking her side of his cock entirely. Instead of wondering why, the thoroughly enamored robot girl proceeds to take his entire dick into her mouth and down the back of her throat, her tongue writhing along the underside of his shaft as she moans wantonly. And then, as if to add insult to injury… her throat begins to vibrate.

Jaune groans in pleasure, tossing his head back in ecstasy… but even still, he doesn’t forget Ruby. Penny Polendina might be tailormade to give him a run for his money when it comes to sex, but that doesn’t mean he’s just going to ignore Summer’s daughter entirely. Fortunately, while Penny is monopolizing his entire shaft at this point, bobbing up and down it enthusiastically while her eyes flutter and her fingers work away at her nipples, she’s left one position… open.

Reaching out to Ruby, Jaune beckons her closer and after a moment she shuffles in again. Then, giving her a warm smile, the Grimmified human takes hold of Ruby’s hair gently but firmly and carefully slides her down beneath Penny’s bobbing head, to where his ball sack awaits her.

To her credit, the silver-eyed young woman proves to be quite adaptable. She takes Jaune’s balls into her mouth without question and begins to enthusiastically suckle at them. She doesn’t have anything on Penny’s speed ironically enough given Ruby’s semblance, but she’s still adding to the pleasure quite a bit.

Jaune groans as he brings a hand down to rest atop Penny’s head as well, both young women working away at his cock and balls now. Penny glides up and down his shaft like she was made to deep throat cock, while Ruby slobbers all over his churning nuts without hesitation. Until finally… he can hold back no further.

“Here it comes, Penny!”

Belatedly, he realizes she wouldn’t know what he means by ‘it’. But by then it’s too late. Penny blinks up at him in confusion, only for a deluge of Jaune’s seed to flow out of his cock and down the back of her new throat. Fortunately, Salem was ‘kind’ enough in the assistance she’d provided to the reconstruction of the robot girl that Penny doesn’t actually need air or have a gag reflex or anything like that. Nor is it possible for anything to go ‘down the wrong pipe’ so to speak.

Instead, his seed fills her up without issue, and Penny drinks down every drop before pulling off of his cock with a pop and gasping in delight. Her eyes are quite literally shining as she looks up at him in awe.

“S-Sensational…”

Ruby, meanwhile, pulls off of his balls and looks at Penny aghast.

“Penny! You weren’t supposed to make him cum! We were supposed to get him nice and hard for us so he could take our virginities! Now we have to wai-!”

As Ruby begins ranting at her confused robot friend, Jaune sighs and reaches out, gently turning the silver-eyed young woman’s head towards his cock. She cuts herself off when she sees his throbbing member still rock hard and ready for action, his mast ramrod straight and fully prepared to take both of their virginities right then and there.

“O-Oh… err… n-nevermind, sorry.”

Chuckling at Ruby’s sheepish apologies, Jaune smiles down at both her and Penny… and then takes one last look around the library.

“Look girls, I like a book as much as the next guy… but this isn’t where anyone should be having their first times. Let’s go find a proper bed, shall we?”

Needless to say, eager as they are to get down to business, neither is willing to argue with him too hard on where things happen.

-x-X-x-

“Y-You don’t… h-have to do me first. I could… w-wait…”

Of course, once they’re actually in one of the palace’s many bedrooms and getting down to that business, then Ruby Rose decides to argue. Now lying on her back with his cock pressed against her dripping slit, she seemingly feels bad about going first. But as Jaune had already explained…

“No, you get to go first because Penny hogged my cock during the foreplay, Ruby. And since she feels very bad about that, she’s going to wait her turn like a good girl, isn’t that right Penny?”

Mewling right next to Ruby, Penny nods as she fingers herself with one hand and plays with a nipple with the other. The female robot had been shocked when Jaune explained that breasts weren’t the only way to masturbate she had at her disposal. Ever since he’d suggested to her that she could also use her fingers on her brand new virgin pussy, the robot girl had been enthusiastically thrusting her digits in and out of herself.

“Mm, yes your Majesty. I’m sorry for being so inconsiderate Friend Ruby! Please, have your first time before me! It is only right that you go first, given all that you have done for me and the friendship that we have shared!”

In the face of Penny’s earnestness, there’s not much Ruby can really do as her already red face grows even redder. Finally, she just sighs and nods.

“A-Alright then… I guess if you’re sure…”

Jaune just snorts because even as Ruby’s mouth says she’s hesitant, her eyes are fixed on his cock and her body language betrays her anticipation. It’s almost like she’s been waiting for this for a while or something, though as far as Jaune knows, the impetus for this happened today.

Either way, he slowly begins easing into Ruby, pushing his cock forward into her wet but also tight virgin cunt inch by inch. As Ruby moans, Penny moans right alongside her, watching the joining between the two of them with laser-focus while her digits drive in and out of her own sex.

A Gynoid, a Grimm, and a Huntress walk into a bar. There’s probably a joke to be made there, Jaune can’t help thinking to himself as he arrives at Ruby’s hymen… and pushes right on through before she can truly think about it. She still gasps in discomfort for a moment, but that discomfort lasts a lot shorter of a time as Jaune slides further and further into her until he bottoms out at her cervix.

Ruby quivers as she looks down at where they’re now fitted together like a pair of puzzle pieces. Her silver eyes blink and a moan of earnest pleasure escapes her lips.

“S-So… big… so… g-good…”

Jaune smirks and begins to move in and out of her, correctly deducing that she’s ready for him to start properly fucking her. Ruby’s moaning increases in volume as he brings his hands up to her chest, pulling out all the stops. His fingers artfully and expertly play with her small tits, and his cock drives in and out at a different angle every time to drive her truly wild upon his cock.

He’s nothing if not a skilled lover, so it’s no surprise to him when Ruby is soon shuddering beneath him and her eyes are fluttering like they’re threatening to roll back in her head. It’s not long at all before the ex-virgin is crying out, moaning all the louder as she cums on his cock for the first time.

But even then, Jaune doesn’t let up. He keeps fucking Ruby through orgasm after orgasm, giving her a good, hard dicking just like she seems to want. Her body shakes and spasms as it jolts with every thrust he gives her, and she cries out and cums for him time after time. He’s not very merciful with her, and maybe that’s not nice of him. Maybe he should go slower, maybe he should be gentler, so that she doesn’t get unrealistic expectations for the future.

… But eh, too late now. He fucks Ruby just as hard as he’s fucked Summer, just as hard as he’s fucked Yang. He plows Ruby as she cums her brains out in ecstasy and bliss. And when the time finally comes, he pulls out at the last second, cumming all over her body and coating her in his seed. Ruby mewls happily as he does so, her hands coming up to rub his jizz into her pale flesh.

“Oh! Friend Ruby, may I lick you clean?”

Of course, the moment Penny sees all of that delicious cum, she wants a piece. Ruby’s eyes are lidded as she giggles drunkenly up at Penny.

“You can… but only if you’re getting fucked~”

Penny ponders this for a moment before looking to Jaune.

“Your Majesty! Please fuck me in a way that lets me lick Friend Ruby’s body!”

And so that’s how Jaune finds himself taking Penny’s virginity doggystyle, after the female robot so earnestly begs him to make it work. On her hands and knees over Ruby’s sprawled body, Penny Polendina moans as Jaune penetrates her from behind for the first time. Unlike Ruby, there’s no hymen for him to claim as proof that he took her purity, but Jaune isn’t bothered by that.

Instead, he finds himself silently cursing and thanking Salem at the same time, even as he groans in pleasure at Penny’s tightness around his throbbing mast. While the gynoid lowers her mouth to her human friend’s body to begin lapping up his cum from Ruby’s flesh, Jaune is busy dealing with the most pleasurable cunt he’s ever stuck his dick in.

And then it starts vibrating, just like her throat! Privately, Jaune promises to make Salem pay for this. Or reward her. One of the two, maybe even both. Either way, he begins to properly fuck Penny from behind, which she pulls back from Ruby’s body to comment on, of course.

“O-Oh! That feels even better than the oral did! Please do not stop your Majesty! I-mmph!”

Down below, Ruby growls cutely in a hoarse voice from being fucked silly.

“Who said you could stop licking, Penny?”

The female robot goes back to her appointed task of cleaning Ruby with her tongue, all while Jaune continues to fuck her silly. Much like Ruby, Penny is soon cumming her robot brains out for him. Unlike Ruby, climaxing upon his cock doesn’t seem to tax Penny’s stamina whatsoever. In fact… Jaune’s eyes narrow as time goes on and the fucking continues.

Below, Penny finishes cleaning off Ruby eventually, only for the silver-eyed young woman to grab Penny and pull her into a makeout session. But even that continues for what feels like an eternity as the gynoid continues thrusting back into his hips while Jaune fucks her nonstop.

Could it be? Would Salem really have gone that far? Surely not right?

Jaune thinks about it for a second before snorting derisively. What was he thinking? Of course she would be willing to go that far. Even still, it takes him a while longer before he’s able to accept the truth of things… Penny Polendina is inexhaustible. At least where sex is concerned anyways. From the vibe he’s getting from plowing the gynoid from behind, sex is actually increasing her energy reserves and filling up her aura at the same time rather than tiring her out.

Even Ruby, who only got fucked once and is just underneath Penny and mostly enjoying the show, is struggling to keep up with Jaune and the female robot at this point.

Of course. Jaune is a Grimmified Human with his Aura Unlocked. He is the product of two million Grimm distilled down into one human body. He is endless power given form. There should be no way that Penny can outlast him. There should be no way that she can possibly beat him. He’s never met a woman he can’t dominate and fuck into a stupor. He’s never met a woman who didn’t wind up a fucked silly mess upon his cock.

Jaune narrows his eyes as he continues to plow Penny doggystyle. Was Salem trying to prove a point or something? Was she trying to teach him a lesson? Or was she just messing with him and seeing how far he went?

Tch… the real question had nothing to do with Salem and everything to do with Jaune in the end. Namely… how far WAS he willing to go here?

[X] His Grimm Instincts demand that he find Penny's limits and conquer her - 76%