In Over Their Heads (RWBY) (Patreon)

Poll Winner

Themes: Big Dick, Foursome, Fucked Silly

Summary: Inspired by this image. Ask him how he got into this situation, and he couldn't have told you. To be fair, the three women he was with were just as baffled as he was. They'd all gone out for a night on the town separately, brought to the same city by different reasons. One thing led to another though, and suddenly the three MILFs were all getting a new lease on life at the end of this handsome stud's cock. 

-x-X-x-

“Oooh f-fuck!”

“Nnngh!”

“Hah! Hah! Hah!”

The moans of three gorgeous MILFs accompany the sounds of flesh slapping against flesh and fingers shlicking in and out of sloppily wet holes. The noises that they’re all making match perfectly with the visual one would get if they were in the hotel room with the foursome. A scene of pure and utter debauchery, ripe for scandal and just dying to be exposed to the world… not that it would be.

While they might have all had similar-ish body types, as well as motherhood in common, you couldn’t have possibly tried to manufacture a more eclectic bunch. There was Willow Schnee in the middle, the white-haired mother of two on her hands and knees getting fucked solidly from behind. As a massive cock plows in and out of her, her blue eyes are wide and her lips are formed into a cute little ‘o’. It’s been a long time since the Schnee woman received a proper dicking, but that long drought of satisfying and satiating sexual intimacy was finally over.

To her right, meanwhile, is Raven Branwen. The leader of the Branwen Bandit Tribe was a long way from home right now, and normally she was tough as nails and not likely to ever let any man touch her like she was currently being touched. And yet, the powerful huntress was nevertheless on her hands and knees as well, clawing at the bedsheets beneath her as the fingers of the man behind the three of them work some serious magic on her sopping wet cunt.

Finally, to Willow’s left is perhaps the most surprising of all. Kali Belladonna, widowed wife of Ghira Belladonna, moans like a bitch in heat, the cat faunus’ ears standing on end and her hips rising highest into the air of all of them as her tongue lolls out and she wiggles. Much like Raven, Kali has never experienced anything like the fingers going to town on her pussy at the moment. It feels so fucking good that the two MILFs don’t even have time to be jealous of Willow actually getting their companion’s full cock.

As for their companion himself… well, Cerule was putting on a brave front, but inwardly he was hanging on by the edge of his fingertips. He was so in over his head it wasn’t even funny. Luckily for Cerule, he had a semblance tailor made for this kind of thing. He’d taken to calling it ‘Sticky Fingers’, and while it didn’t make all of his problems go away… it could really get a woman’s engine revving if you know what he means.

Still, he hadn’t intended to go for a hat trick tonight. All he had wanted was one beautiful older woman hooked by his magic touch to take him back to her hotel room so he could get a good night’s sleep instead of being out on the streets again. And since Sticky Fingers wasn’t actual outright magic nor did it mind control anybody, Cerule had been… playing the field so to speak.

Well, one thing had led to another and before he knew it, he was on the hook for three desperate cougars, all so eager to have him that they were willing to SHARE. Willow Schnee had even offered them all the use of her penthouse suite for the evening! That was where they were now, in fact. And yes, Cerule knew who Willow was. Her distinctive white hair was very telling.

He didn’t really know Kali or Raven before tonight, but if the cat faunus didn’t mind shacking up with a Schnee for the evening, then… well, Cerule wasn’t about to look a gift horse in the mouth. As things stood, he needed to satisfy all three women before the night was up, and at the moment his fingers were working over time to make sure neither Kali nor Raven were upset that he’d chosen to start with Willow.

Meanwhile, as his cock drives into Willow Schnee’s clenching cunny again and again, the gorgeous white-haired MILF cums for him, groaning at the top of her lungs and clutching at the bedsheets beneath her as her entire body shakes and jiggles.

… Yeah, Cerule might be in over his head, but he could admit it… he was having the time of his life all the same.

-x-X-x-

Kali Belladonna was very much in over her head and enjoying every last second of it. Beside her, the Schnee lets out one last cry and then slumps face down onto the bed. As she does so, the young man who’s so ensnared all three of them pulls back… and moves to Raven next.

To be honest, Kali doesn’t mind. She doesn’t know Raven all that well, not like she knows the Schnee, but there is something decidedly… dangerous about the red-eyed, black-haired woman. There’s also something undeniably hunted about her as well. She was running from something.

But then to be fair, Kali should know. She was running from something as well. Her husband was dead, Ghira Belladonna having pissed the new management of the White Fang off one too many times. They’d assassinated him and Kali had been forced to go on the run. One day, the White Fang would pay for their transgressions, but today was not that day. Today, or rather tonight, Kali had decided to live a little and enjoy herself for the first time since Ghira’s death.

And boy how she’d enjoyed herself. It had started with inadvertently finding herself next to the Schnee at a spa retreat. Then, they’d both received a private massage irrespective of one another at Cerule’s hands. Finally, they’d ended up running into one another while hunting the boy down for… more pleasurable encore. That was where they’d encountered Raven as well, and one thing had led to another and, well, they were here.

As Willow groans, slowly coming to and levering herself up onto her knees again, Raven lets out a loud, lewd cry, panting noisily as she’s fucked hard and fast from behind by Cerule, the young man’s magic fingers digging into her hips and her toned ass harshly.

Looking down, Kali throws Willow a lopsided rueful grin as she shakes her head, well passed embarrassed over their mutual state of undress.

“… Never thought I’d be getting fucked side by side with a Schnee.”

Willow flushes at the mention of her family name, her face going dark for a moment before she smiles sadly in return and offers Kali her hand.

“What about side by side… with a friend?”

Kali blinks at that, a laugh startled from her lips as she takes Willow’s hand and gives it a good squeeze.

“That… that I could do.”

The cat faunus hadn’t pried into Willow’s situation at all, but as far as Kali was concerned, if the Schnee was willing to cheat on her bastard husband, she couldn’t be all bad. They share a surprisingly tender moment holding hands before a guttural groan from Raven causes them to look over as her time comes to an end, even the dangerous woman slumping forward, defeated by Cerule’s cock and magic fingers.

As the young man moves over to Kali and positions himself behind her, he gives a sheepish grin.

“Sorry for making you wait, Ms. Belladonna.”

Kali considers correcting him, but much like Willow, she’s not wearing her wedding band. Instead, she just shakes her head.

“No apology necessary. Just-ooooh~”

His thrust comes mid-sentence and Kali’s eyes cross as she finally gets to experience the same pleasure as her fellow MILFs. Gods be good… he’s absolutely amazing.

-x-X-x-

Raven huffs out a half-scoff, half-laugh as she listens to the pussy cat yowl from the boy’s dick. Damn but she was in over her fucking head. She hadn’t thought it at first, hadn’t wanted to believe it. Some city boy managing to turn HER into putty? But to be fair, she was the small fry in this situation, wasn’t she? Willow Schnee and Kali Belladonna… Raven recognized them both, even if they probably had no clue who she was.

It was perfectly fine though; she was more than happy to fade into obscurity. Her Tribe was no longer her Tribe. She’d lost a challenge, been beaten and chased out. She was lucky to have escaped with her life. Now here she was, a mercenary for hire in the big fucking city. She’d been lying low and saving up lien for a few months now, and finally decided to treat herself.

… Only to end up meeting magic fingers over there. As Raven watches Cerule fuck Kali with the same power and speed he just got done using to plow her, she can’t help but bite her lower lip, her freshly fucked cunt already clenching in jealousy. She wanted more. Damn it all, how was a fucking boy making her feel like this?

She wouldn’t say it… she wouldn’t ask for it. She refused to succumb. But… she hoped he would be able to go again. Certainly, he was giving it his all with each of them. Those fingers of his dig into Kali’s plush, pillowy hips in the same way they dug into her toned, athletic ass. As Raven watches the two of them go at it, she can feel his seed leaking out of her cunt as well. She hadn’t bothered to stop him from cumming inside. It had felt too damn good for that.

But then, the Schnee hadn’t either. And wouldn’t that be the scandal of the century, if Willow fucking Schnee had a bastard child?

“… ‘Ey, Schnee…”

Still holding Kali’s hand, Willow turns her head to Raven and gives her a hesitant smile. Raven just snorts at the other woman’s tepidness.

“Didn’t use protection, did ya? Why not? Not worried ‘bout a bastard?”

Willow jolts in surprise at the question, before smiling slyly.

“Why would I be? None of my children belong to Jacques. What’s one more?”

Raven’s eyes widen to the size of saucers at that, and she feels a newfound respect for the Schnee woman as Willow turns her eyes back to watch Cerule fuck Kali some more.

Cucking one of the most powerful men in all of Atlas not once but three times? Shit, the bitch was way more hardcore than Raven would have guessed.

-x-X-x-

… Willow was lying through her teeth of course. And, despite playing it cool and inviting all of these people up to her penthouse suite, she was so in over her head it wasn’t even funny. As she watches her new friend Kali get fucked from behind just like she was however, the Schnee Matriarch finds she doesn’t mind all that much. Being in over her head was fun. Lying was fun.

In truth, Willow would never have the confidence to cheat on Jacques under normal circumstances. This fling with Cerule was… it was so out of character for her it wasn’t even funny. All three of their children were in fact her husband’s children, and she was also on birth control, so the possibility of Cerule getting her pregnant now was… next to nil.

That didn’t mean she couldn’t roleplay a little bit, right? Put on a bit of a confidence front to the big bad mercenary Cerule had roped in along with her and Kali. Raven certainly sounded impressed if the quiet ‘Damn’ she’d heard from the woman’s lips after she turned back around was any indication. It gave Willow quite the thrill, not just successfully lying to the other woman, but also fantasizing about her lie being true.

It would be absolutely lovely if Winter, Weiss, and Whitley were all the products of infidelity. Positively delightful, even. It would certainly serve Jacques Schnee right if all of his children were not his children. Unfortunately, Willow was a coward. A drunken, alcoholic coward who had never gone against her husband a single time in her entire life… until now.

Oh and what a thrill it was. As Cerule finishes with Kali, the third MILF collapsing just the same as Willow and Raven did, Willow wonders what comes next. Then, she catches a glimpse of Raven moving out of the corner of her eye and turns to see that the mercenary has spun around and is crawling towards Cerule’s kneeling form.

Entranced, Willow watches as Raven takes the young man’s sizable member in her mouth, beginning to lick him clean. After a moment, Willow’s hand slips out of Kali’s and the white-haired Schnee moves to join her.

Thanks to her rather incredible fib, Raven’s red eyes shine with respect and she makes room for Willow to join her in cleaning Cerule’s cock of their combined juices. Though it quickly goes from cleaning to something more akin to worship. Neither of them can get enough of his dick, and when his hands fall upon their heads and his fingers begin to massage their scalps… well, Willow can’t speak for Raven, but she cums right there on the spot from his utterly magical touch.

Yes, never in a million years had she thought she would cheat on her husband, regardless of how much she hated the man. But now that she was here… she was oh so glad she did.

-x-X-x-

It’s not long after Raven and Willow start sucking his cock that Cerule runs into a new problem. Namely, Kali joining them. As the cat faunus recovers from her explosive finish at the end of his dick, she quickly hops up onto her hands and knees once more and crawls on over. He, of course, immediately moves a hand to the top of Kali’s head, scratching just between her ears and enjoying the way her eyes roll back in her head as he uses his semblance to really make her feel it.

But that, of course, prompts a whimpering whine from Willow, and so he moves the hand atop Raven’s head over to the Schnee’s head. Which in turn causes Raven to let out a muffled growl as she bobs up and down his cock.

… Yeah, he didn’t have enough hands for all three women. Instead, Cerule finds himself alternating between the three of them as they work together to get his cock back to full mast. And with all of them cooperating, they soon succeed. It’s then that he knows his night is just getting started. Normally he could fuck a woman so hard she’d pass out and not be able to think straight until morning.

But he’d definitely bitten off more than he could chew by stringing along these three beautiful MILFs. It was going to be a long, long night.

And yet, staring down into their expectant, eager, lust-filled eyes as they look right back up at him… Cerule can’t truly bring himself to mind.

If he could do it all again… he definitely wouldn’t change a damn thing.