Chapter 1 - Riser's Natural Talent

Notes - All characters in this story are the age of 18 or above. This means that if a character happens to be under this age in the show canonically, in this story they are to be depicted as an adult version of them. I do not want to nor wish to condone sexual intercourse with minors. 


A/N - I have a Discord Server available on my profile where you can receive updates whenever I post my stories, ask questions or receive an update where you are in the commission queue. There is also a Patreon available where you can submit/vote on community polls, receive discounts and shortened waiting times. 



Tags - Harem, Swapping, Creampie, Big Cock, Impregnation, Creampie.
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After the duel that took place with Issei Hyoudo reigning victorious over Riser Phoenix, the two had surprisingly turned out to become good friends after the beef and conflict settled down. Admitting his loss and taking it like a champ, they reconciled and found themselves hanging out with one another much to their group's shock. Even today, that’s precisely what both Issei and Riser were doing, with the ever so popular men chatting amongst themselves with a chatter of women surrounding the nearby rooms as they chatted privately on the luxurious couches in one of the private rooms of Riser’s wealthy and extravagant mansion. 


“Issei, my man!... Come on, this is a chance of a lifetime!... Doesn’t it sound great?...” he roared with laughter, Riser tilting his head back and taking a big chug of wine, slamming the cup back down on the table as his friend debated his answer.


“Hmm… I’m not so sure, Riser… I’ve never thought about doing something like this before…” he admitted, requiring some time to contemplate the offer that had just been proposed to him.


“Think about it… It’s just one night, that’s all!... In exchange for some of the beautiful ladies in my harem, I get to have some fun with the girls in yours~... It’s a fair deal, ain’t it?!... We can do whatever we want with them, know what I’m saying?...” said Riser in a convincing tone, with Issei thinking about all the possibilities and his eyes shining at the perverted fantasies running through his mind.


“I mean, that doesn’t sound awful, but…. I don’t know, it’s not like I’m in love with all of them, but I do like them a lot, you know?...” responded Issei.


Riser sighed and impatiently shook his leg, clearly demonstrating some levels of disappointment.


“Listen up, Issei.. I’m not proposing that we permanently trade these girls… You know, I love my women too.. That’s why they’re in my group.. All I’m talking about is one night.. A single night!.. You bring my women to your bed, and I take yours into mine.. We show them a good time, and then by the next morning, everything’s over!...They’ll come home to you, and my girls will come back home to me…” he persistently responded, patting Issei on the shoulder and watching his troubled expression as he decided on what to do.


“Hmm…..”


“I mean, come on!... You’ve seen the racks on some of the ladies living in this house, haven’t you?... I always see you staring at them… You are a boob lover, right?...” said Riser, applying some pressure as he found the perfect exploit to help convince Issei.


It was only natural that he would be fairly acquainted with the members of the Phenex peerage, and as a result he’d been caught several times sneaking a peek, natural of a man with his personality. It wasn’t a mere observation but a fact that Issei admired their breasts, some of them coming close to or stacking up with the supermodel like buxoms of his own.


After what felt like several minutes of deep thinking, Issei found himself with an answer. 


“Alright, alright… I accept…” he responded, with Riser’s face beaming up with excitement, internally celebrating as he couldn’t help but pump his fists in the air.


“But one one condition… Rias Gremory is off-limits… I have my fair share of reasons, but one of them definitely being that I’m pretty sure she still holds a grudge on you..” continued Issei, with Riser’s happiness toning down slightly, but still ecstatic about the news.


“That’s fine by me… A shame that I won’t get a taste of the crimson haired beauty herself, but you have plenty of fine women that have caught my interest…” almost growled Riser, thinking about all of the things he was about to do with them.


“Alright…. And for the limit of girls…. Let’s say…. How about three?....” thought Issei.


“Oh, that sounds good to me… I can handle more than that at once, but… I won’t complain…” he snickered, still in his own little world imagining all of the possibilities of the wide selection he had to pick from.


“Yeah, yeah… Okay, so who are you choosing?...” curiously asked Issei, wondering who Riser’s top choices would be.


It took him a couple of seconds to finalize his answer, with his hand rubbing his chin while doing so.


“I made up my mind… How about…. Rossweisse….. Xenovia…. And last but certainly not least, Akeno~...” spoke Riser, with a victorious grin on his face. 


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The following day….


Reluctantly, the trio of ladies by his selection were all taken to Riser's home, where they were now being led directly to his exquisite bedroom. After they arrived, all three or them lines up before Riser, who was wearing nothing but a bathrobe that only covered his manparts, allowing his bulging muscles to pop after sneaking in a quick workout before they'd arrived, wanting to appear in tip top shape to impress the amazing women of his friends harem.


"I couldn't wait, I've been thinking about this all day.." admitted Riser, placing down his drink on the counter. 


None of them responded, either idly dismissing his comments, appearing uninterested, or straight up ignoring him. Riser didn't have the greatest reputation amongst Issei's female group after all, given everything that went down between them, and the degrading way he would interact sexually with his harem. Issei's way of operating was different, although he was still as much of a pervert as Riser, he wasn't nearly as forceful or assertive. 


"Why don't we get started.. We don't have all the time in the world.. I was only promised a night, after all.. Can you ladies strip for me?.." he asked confidently, watching as the women begrudgingly followed his commands. 


"Just so you know, none of us want to do this.." stubbornly responded Akeno.


"Yeah… We're only doing this for Issei…" chimed in Rossweisse.


"If it weren't for that, there would be zero chance we'd ever agree to this.." spoke Xenovia, glaring at Riser who she wasn't necessarily fond of either, although their grudges weren't nearly on the same scale as Rias, who absolutely would never agree to do this, no matter who asked or begged for it.


Things didn’t progress that smoothly either, with Issei having to work quite hard to convince them. By working hard, that meant uplifting their spirits momentarily with a morale boosting kiss, knowing fully well that they all fawned over him to the point where they would accept his outrageous conditions, promising to adequately reward them once they’d return home, having no need to explicitly spell out what he meant by that, already understanding his language. 


“Hahaha!.... Seems we’ve got a tough crowd around here… No matter, in due time you’ll all eventually change your tune.” he boasted cockily, having confidence in his sexual abilities. He didn’t want to show his visible reaction and played off a cool demeanor as one by one the curvaceous women stripped off their clothes, revealing their smooth skin and juicy proportions. Three pairs of bouncing, supple flesh of their glorious mounds jiggled with his eyes following their every movement. Riser didn’t regret a single one of his choices, and now was the time to decide who was the lucky woman to be selected first. 


There wasn’t a right or wrong option, Xenovia, Rossweisse, and Akeno were all on par in terms of beauty, thickness, and sexyness. After only several seconds, he pointed his finger towards the blue haired buxom, Xenovia, admiring her harsh tone when she’d tried and rejected him earlier. 
“You… I’ll be showing you a good time, so bring your pretty ass over here…” beckoned Riser with his hand, before patting on the vacant space on the mattress beside him. 


Xenovia mumbled something under her breath as she uncomfortably crossed her arms across her smushed chest, a top contender amongst Issei’s group in terms of sheer boob size and softness. Riser made sure to ogle and check out her womanly, slender but busty in all the right places. 


“Wow… You look absolutely incredible… I can tell why Issei loves you so much… Xenovia, you’ve got some nice boobs don’t ya?...” he teased, standing up from the mattress and showing how significantly taller he was in comparison. Riser had always been a big guy, attractively tall with a handsome face, his only downside was of course his personality, which several foolish girls would always overlook if it meant hanging around a guy that they found really hot.


“I’m not obligated to talk to you…” she stammered in response, gulping audibly at his intimidating size, typically accustomed to spending times like this with Issei, who was more or less closer to her height. 


Ignoring her rude comments, Riser licked his lips at the sight of her pendulous breasts. They weren’t quite as big as Rias and Akeno, but they looked more than appetizing. He decided that it was necessary to make her dripping wet before they proceeded, else it wouldn’t feel good. He was at the very least perceptive enough to notice that Xenovia wasn’t in the least bit horny, and penetration wouldn’t be easy nor fun if things remained like this. 


He didn’t utter a single word knowing that he would just be immediately shot down, deciding to make his move through actions instead of words, tilting her head upwards by the chin as Xenovia squinted and closed her eyes in response, not wanting to have to look directly at his face, cringing slightly when he’d aggressively smashed their lips together, enjoying the strawberry like taste entering his mouth, dipping his hand down towards her crotch and lightly rubbing against her pretty pink folds with his large fingers, meanwhile his available hand was occupied with teasing and playing around with her nipples, attacking her at numerous angles that Xenovia wasn’t mentally prepared for.


“Mmmnppphhh!~....” she muttered in between his hot lips, with her friends turning into spectators as they gasped at his front forwardness. Riser groped and fondled her bodacious figure like it belonged to him, meanwhile taking advantage of her state of shock and managing to slip his tongue inside of her wet cavern, exploring her tastily sweet mouth as Xenovia breathed heavily from the intrusion. He definitely wasn't nice spoken, but he sure knew how to use his mouth for other things. Kissing was one of his fortes, displaying his expertise in terms of pleasuring women as Xenovia eventually found herself feeling weak in the knees from his tongue twisting technique, in combination with the excruciatingly slow plunging of her cunt by his digits, as well as her sensitive nipples that grew erect from the unwanted pleasure. 


“Stick your tongue out for me..” he commanded after a husky growl, opening his eyes and watching Xenovia’s cute face as she adhered to his every command, out of necessity, knowing the night would never come to an end if she put on a stubborn front, plus Issei would probably be upset. With working that mind of reasoning, Xenovia opened her mouth and stuck out her tongue, as Riser licked a circle around her lips before licking across her tongue, swallowing her spit and then sucking on it, a whirl of emotions overtaking the bluenettes mind as she’d never shared such a dirty kiss before. Issei was at the very least more romantic, albeit his intentions were always focused towards having sex, sharing simliarities with Riser in that department. It started turning erotically sloppy, and if Xenovia didn’t know any better, she was definitely getting turned on as a result. Her nipples were hardening, her legs were trembling from the furious fingering of her cunt that had begun to leak her womanly fluids.


“Nnooo…. What’s wrong with me?... There’s no way a jerk like this is making me-... Horny!... Impossible!... Something must be wrong with my head today…” thought Xenovia in frustration, hating that her body was giving in to his manly charms, under the impression that it would be nothing like her nighttime activities with Issei, upset that she was actually enjoying this somehow after vowing that she would totally hate it. 


“Alright.. Looks like you’re all warmed up… I didn’t know that you were such a dirty kisser, Xenovia~... You’re a naughty girl for enjoying that..” he teased, tightening the firm squeeze he had on the handful of tit in between his fingers, taking a step back and finally granting her the opportunity to breathe as she tried clumsily to retort his statement.


“N-No I did not!...” 


“I get it, I get it!.. .Yes, yes, you definitely despise me!..” he said, playing along with her little charade. 


Riser took a step back and untied the sash of his towel, slipping off of his lower half and revealing what was being packed underneath. His muscles were defined and built, abdomen chiseled with his broad shoulders impressively large along with his biceps. He stood firmly tall amongst all the women, especially Xenovia. The collectively gawking expression on their faces as their jaws dropped was almost hilarious, his veiny, impossibly erect and sturdy pole of manmeat whipping and lunging out with impressive force, nearly smacking Xenovia who was a few steps back. His cock was literally huge, unlike anything they’d ever seen. Issei was essentially the only man they’ve ever seen naked in person, and even then they felt like his penis size was more than big enough. 


“W-What the heck is that?!....” thought Xenovia, reflexively taking a step back as the intimidating member lurched at her. 


“Oh my gosh!...” internally screamed Rossweisse, covering her face with her palms bashfully.


Akeno looked more stunned than anything, seriously not expecting that there was any other man that could compete with Issei’s manhood that made love to them nearly every night. Although, none of them wanted to give him the credit that he was definitely searching for, still unable to wipe that smug smile off his face as he could already judge based off of their facial expressions and reactions what their first impressions of his cock were. 


“Pretty big, eh?.... I get that reaction a lot, so it’s nothing new to me… Makes sense why all my girls are so clingy, right?... Trust me, you’ll find out once I’ve taken you out for a little spin… It might hurt a bit at first since you’re not used to it, but it’ll start feeling like heaven soon…” he expressed cockily, a triumphant laugh as nobody mustered the courage to crack a cheeky response, knowing that he probably wasn’t lying. There was no measuring tape to properly find out, but he was at the very least several inches bigger than Issei, who was about six and a half inches last time they checked when teasing him at the doctor’s room.


“W-Whatever… Let’s just get this over with…” muttered Xenovia, inhaling a deep breath to steady her heart rate, which was thumping out of her chest after realizing just how absurdly wet she’d become and they hadn’t even gotten to the main course yet. 


“Ride me, Xenovia…. Like a slutty cowgirl…. Since you’re so sure that I can’t make you feel good, I’ll show you that I barely have to put in any work and you’d still lose your mind… Show me what you got…” he challenged, lying down with his head resting in his palms, assuming a very comfortable position as the sexually aroused bluenette crawled onto the bed, the mattress sinking slightly underneath their combined weight as her womanly hips swayed side by side as she crawled towards him. 


“I-It really is big though… Will something like this even fit inside of me?... I mean, it’s even thicker than I thought…” gulped Xenovia, staring down at his throbbing cock, fingers trembling slightly as she grabbed onto his muscular thighs and found her seat on top of his lap, straddling him while spreading her legs apart and sticking her fingers in between her vaginal lips, stretching them out as much as she could, anticipating that the penetration was going to be tough. 


Riser helped her by angling his hips so that he was properly aligned with her awaiting snatch, with Xenovia having to place both palms on his abdomen and press down for support. Carefully but steadily, her folds expanded bit by bit after being pushed by his thick mushroom like cockhead, fatter than it looked with the rest of his aching shaft having a certain desirable hardness to it that nearly caused her to moan. Big was an understatement, feeling a rippling pleasure shoot straight up her body from the mere insertion alone. Her slick tight vaginal cavity clung to his empowered manhood that was too big for its own good. Capable of rendering women into its slave, a dangerous power that Riser held thanks to his god given manhood amongst other attributes. 


None of these thoughts however were escaping her mouth, shutting it tightly to conceal her voice as she brought one hand up to cover it. Hips bucking in pleasant surprise, caught off guard from how overwhelming the penetration felt, although it wasn't a bad thing by any means. Xenovia blushed furiously upon realizing that she'd actually admired Riser’s cock size for a split second, capable of engulfing his sturdy phallus that was changing the shape of her insides the further she descended onto his crotch. Sinking deeper and deeper both physically and mentally as she was giving into pure lust. 


"N-No…. Just cause his dicks a little big… I shouldn't be feeling like this!..." gasped Xenovia, her entire body jerking slightly when Riser met her at the bottom with a fast, powerful upwards thrust that shook her like an earthquake.


"What was that?.." she thought, having no clue what hit her, only wondering how her aching pussy was capable of becoming so hot. Xenovia dropped her hips once more, whimpering slightly at the internal stretching and the warmth of his superior cock that was holding her captive, accidentally letting out a moan when Riser repeated his previous action, meeting her again with a cheeky, mind-boggling thrust that left her visibly shaken, forceful and oh so incredibly good, smacking right up against the entrance of her womb and hitting her most sensitive areas with relative ease.


"I'm pretty good, right?... I know everything about what a slutty lady such as yourself wants out of a huge cock like mine… It's not only big, but I know how to use it too." he boasted, although overconfident, there was no lie. Xenovia knew this herself, internally commenting about how skilled he appeared to be, finding herself grinding her crotch against him purposefully so that she could be on the receiving end of those addictingly emphatic thrusts that made her feel as if she were momentarily soaring to heaven.


Intentionally impaling herself with the aid of his virile meatstick, finding her eyes drifting upwards as she'd completely forgotten to hide her voice, letting our a pretty tune that was her womanly moans as the other spectating members of Issei's harem couldn't peel their eyes from what was unfolding before then. 


Xenovia’s expression was once stern and serious, like a warrior heading towards battle. Now, after several motions of his muscular hips, that was all replaced with a delirious, mindless drunken state, with the only alcohol she was consuming being none other than the boiling hot lust forming in her core that was growing attached to the pounding of Riser's glorified cock.


Her beautiful tits jiggled every time she bounced in his lap, her moans surprisingly high pitched as her voice was a bit deeper when she was trying to talk to him in a threatening manner. Her defenses were weakening, and Riser was conquering all of her territory that was the depths of her inner tunnels. Soaking wet and eventually gushing her own juices that were soaking his mattress, causing a rowdy laugh from the confident, handsome blonde that was in complete control of the situation.


"They're so pretty.." commented Riser, watching as Xenovia continued to suffer from the crushing lust when he began to tease her nipples with his skillful fingers.


"X-Xenovia… Don't give in so easily!... Issei's our one and only, isn't he?..." thought Akeno, who was feeling conflicting emotions, grateful that Xenovia wasn't having an awful experience, but bothered that she seemed to be having too much of a blast.


Her hips started moving as if they had a mind of their own, the mattress creaking underneath them as it seemed from the outside looking in that Xenovia had been a victim of some mind controlling spell. Except there was no such thing, that was simply how exceptionally talented that Riser and his manly tool was together, a dangerous combo that nearly instantly tamed the confrontational bluenette, who was nearly drooling from her mouth as she stared down towards their connected bodies and started wildly riding him into bliss, closing her eyes and utilizing him like a convenient dildo, the greatest gateway to an orgasm she could ever find as Xenovia found herself dangerously close after a couple minutes. 


Knowing how to press her every button, watching how she reacted with every light squeeze and pinch of his fingers, Riser leaned up a bit so that he could latch onto each of her breasts, licking a circle around them and sucking while she rode him, driving them both insane. 


"Aah!~.. Aah!~.. Aahnnn!~..❤❤"


"I-I'm not used to this… He's way too good!~... I can't think straight… If this keeps going, I really am going to cum!..." thought Xenovia with fear, under the impression that no such thing was going to happen tonight. Instead, it hardly took Riser a prolonged effort to accomplish this, with Xenovia lasting far longer even with Issei, the man who she'd loved so much. The only difference was that absence of fluttering in her stomach, smitten both romantically and sexually. With Riser, it was completely and utterly a sexual connection, although that alone was painful to admit, or so she thought.


"Ohhhh, fuucckk!~.. Riiseerr!~.. That's so good!~.. Your dick keeps hitting all the right places… Yess, right there!~.. Again!~... Ooohhh!!~...." cried Xenovia aloud, her inner monologue seeping through and becoming real speech, gasping with her cheeks flushed upon realization that she'd spat everything our aloud, finding out when Riser stared up at her and chuckled, securely gripping her waist and aiding her journey down by pulling her against his hard and rough thrusts, making her shudder with joy as her tight pussy loved a beating, turning out to become a bigger slut than she anticipated.


"Don't worry, I won't be going away any time soon.." he growled.


Wailing moans reverberated through the walls of the room, perhaps boisterous enough to be heard by anyone standing outside the neighbouring hallways if they were passing by. Xenovia was succumbing to undaunted lust, and everyone knew it. Rossweisse looked concerned but also amazed, lingering thoughts crossing her mind wondering if Riser was really that good. Akeno on the other hand, had a stronger will, appearing unimpressed although she would sneak a few curious glances from time to time.


"You know, Issei told me something interesting the other night.. He said that you've always wanted to get pregnant with a man with good genes, right?... And what better man is there than a Phenex?.." he teased, staring at her with such a smug grin, knowing that he had her dancing in his palms.


Those words served as the final straw, Xenovia’s impregnation kink had been unleashed in full effect. It was true, Xenovia wanted to be bred, and it was evident that her body had deemed Riser as a compatible partner, based on the way she was mindlessly humping him with great desire. 


"Mmhmm!~..." she nodded in agreement.


"You want me to fill you up with my cum?.." he asked.


"....." 


Xenovia remained silent by biting her bottom lip, mulling things over slightly.


"Tell me.. Do you want me to put a baby in this tight pussy of yours?.. I can feel your womb opening up to me.. You want this, don't you?.." 


"I-I…"


"Come on, shout it out!.. You want me to give you a filthy creampie, right?!" he yelled, encouraging her to respond.


Unable to deny anything he's said, Xenovia cracked.


"YYEEESSSS!!~... Cum inside of me with this big fat cock of yours, Riser!~... Give me your baby!~... I want it!~... Pump my womb full with your cuuuummmm!!~~ ❤❤" cried Xenovia in complete orgasmic bliss, spasming uncontrollably as her movements lost rhythm and she was riding like a primal beast.


Surrendering completely to the carnal desires taking over her mind and body, Xenovia slammed herself against his godly cock once more, letting out a feral moan as their hips slapped together, his throbbing erection wedged completely within her sex, sheathed to the brim as he securely gripped her childbearing hips, and erupted inside of her baby making sex. It wasn't over with a single burst of extremely potent, thick seed either, seeping down the molten, velvety walls of her greedy cunt that couldn't stop convulsing around his pulsating member. Xenovia's face was almost unrecognizable, full blown ahegao style with her tongue sticking out as her entire body shivered as if she'd she'd out in a freezing cold. Their groins were spritzed in their combined fluids as her outstretched hole began to ooze their sweaty product of lovemaking. The slight inch that eventually escaped her cleft from her constant shaking was visible to the other women, watching in mesmerization as their close friend was being impregnated right before their very eyes. 


Xenovia lunged forward and clung onto his broad frame, sweaty and all, rubbing her crotch fervently against his as she couldn't stop her vehement moans, wanting him to spray her womb completely with the color of his semen. Even Riser was at a loss for words, genuinely surprised that Xenovia was this submissive after such a rocky start. They hugged tightly as Riser snickered and snuck a rough kiss on her lips, fucking like lovers as they'd just literally proceeded with the steps to make a child, one of her everlasting dreams. 


"Ooooohhhh~.... Riser~....." babbled Xenovia as she was overcome with emotion, closing her eyes and lazily returning his smooches, panting heavily as he clutched her butt after finishing the assault on her nipples with his playful fingers, slowly thrusting in and out of her bloated wet tunnels, carefully slipping out despite the greedy grip that refused to let him go.


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After he was finished with Xenovia, he allowed her to rest on the side of his massive bed. There was more than enough room for only three women, after all, he was used to even more. His next choice was none other than the silver haired beauty, with Rossweisse donning an adorably bashful expression that was nothing like the one she'd entered the room with. Summoned to accompany him next, she was tasked with filling the absent space that Xenovia left behind for now.


"What's this?... Both you and Akeno seem so flustered?..." teased Riser, shooting a piercing gaze towards the black haired fallen angel with a sly grin, causing her to look away as he cupped the chin of Rossweisse and dragged her into an open-mouthed, relatively aggressive French kiss. 


She squirmed slightly underneath his grasp but did her best trying to keep up with him, the passionate duel of tongues was certainly one she would lose, taking a step backwards as Riser's large body pushed forward, his hand reaching out to hug at her tight waist before sliding towards her plump backside, enjoying a nice handful before his roaming hands continued their journey down towards her leaking honey pot, responding by growling inside of her hot mouth as he'd made quite the pleasant discovery. 


Giving her a chance to inhale some oxygen, Rossweisse and Riser split apart with a strand of saliva connecting their lips, with the muscular blonde licking it away as stared deeply into her uncertain eyes. 


"You're already this wet and I've barely gotten started… And yet, it still seems as if you're reluctant to do this…" questioned Riser, staring down towards her face as she looked up at him, unable to wipe the blush off her face as she silently looked away.


"I-I'm not wet!.. I was just-... U-Um…" stuttered Rossweisse, incapable of coming up with a viable excuse.


"A little birdie told me that you've run into some money issues.. Is that correct?.. You know, I think I have a really fun idea to propose to you… Why don't we make a bet, and the reward will be a large sum of cash… Issei entrusted you all to me, so I wanted to make up for everything by treating you right… Not without having some fun, of course.." proposed Riser, tightening the grip he had on her smooth cheeks, before swooping in and stealing a quick peck of her lips, leaning back only to rest their foreheads together as he patiently awaited her response, digging how meek she'd become when backed up against the wall by his assertive pressure.


"A bet?..." she questioned, not immediately rejecting which was a sign of interest.


"Yeah!.. It's a really simple one… If you're somehow able to make me cum before you do, I'll give you lots and lots of money!... Because trust me, that is something that I do possess… Just take a good look around you…" he whispered hotly into her ear, nibbling on her earlobe as he caressed her generous curves and admired her figure, something he would do with any of the three present in the room.


"T-That's all I have to do?..." stammered Rossweisse, shocked at the "bets" requirements. 


"Yes.. That is all you have to do.." he confirmed.


"Rossweisse…" muttered Akeno to herself, fearing the worst as this now presented an incentive for her to try, not with a mediocre effort, but with everything she'd gotten. Riser wasn't a kind man by any means, and would exploit whatever he needed in order to achieve what he desired. A common theme with the events that had taken place thus far.


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There wasn't much certainty that Rossweisse would be capable of winning this challenge if she'd taken the same path as Xenovia, seeing fully well what consenting to vaginal penetration would lead her if she weren't careful. Her first plan of action was to resort to a method that wouldn't risk her own unneeded ecstasy, not wanting to fall victim like her friend and fellow peer Xenocia did. Of course, nothing in life came that easy. Nothing more but wishful thinking, as Riser had taken advantage of their position to perform a little assault of his own.


"Mmnnphhh!~... Mmnnnghhh!~..." she moaned with a mouthful stuffed with virile manmeat, the potent taste resting powerfully on her taste buds as she unsuccessfully tried to swallow him down her gullet. A mediocre blowjob wasn't going to cut it, if she had any hopes of winning this money. In combination with her naughty mouth techniques, which were purposefully, and excessively performing every dirty trick she knew in the books, Rossweisse encased him within a titty sandwich that had her firm, wondrously soft marshmallowy tits wrap around his monstrous length in hopes of stroking it to completion along with the aid of her slurping, intentionally drooling mouth.


It had never dawned on her that Riser was capable of doing the same, their bodies flipped around so that they were assumed in a 69 position, their faces shoved in between on another's crotch. 


"What a tasty, delicious girl I've got all to myself tonight.." he snarled, teasingly licking up along her quivering folds that tried numerous times to tighten and deny him access, attempting to prolong her orgasm as did he, utilizing his immense stamina to prevent himself from cumming despite Rossweisse concerted effort to make him blow his load. Slobbering and spitting onto his cock, making exaggerated lip smacking noises and rolling her tongue obediently in circles around his circular tip. Lapping incessantly along the veins of the hardened shaft, hoping that the spurt of white would cover her face in due time, all the while trying to distract her own mind, suppressing the urge to cum.


The answer was clear as to whether or not this was a viable method of winning. It wasn't because her oral sex abilities were lackluster, in fact they were phenomenal, although given the current circumstances he would not admit it, but Riser was simply that in control of his own body. After several minutes passed by, and Rossweisse was becoming severely weakened by the torturous, and yet heavenly euphoria produced by none other than his powerful tongue, with her jaw increasingly sore and her mouth and cleavage a mess with saliva, she let out a deep gasp for air after plopping his glistening member from her suctioning lips, dropping the weight of her plush breasts to the side as she tapped on his leg to alert him that she wanted to switch positions.


"Oh, you're backing out?" he asked.


"No… It's just… My mouth is starting to hurt, and I don't see myself winning this way…" admitted Rossweisse, remembering how Xenovia was capable of making him cum with the use of her pussy. 


It was a dangerous gamble, but well worth the risk. If she was on the verge of cumming from his cunnilingus, and hadn't made so much of a dent in terms of making his balls bloat, there was a dire need for a shift in strategy. 


"I see.. I guess that'll happen when you're sucking so hard.. You must've really liked the taste of my dick then, huh?.." he teased.


"T-That's not why-.. Uurghh.. I'm just trying to win that stupid bet, that's all.." she pouted, avoiding his gaze, hating how her heart would flutter when he'd look at her with those lustful eyes. 


"Yeah, yeah.. You just wanted me to fill your pussy up with my jizz instead of only your mouth.. I got it!.." 


"Honestly, you!.. You're so irritating!.." scolded Rossweisse, revingorated with her fire to fight against conceding to this man. Xenovia was a powerful woman, and yet she fell. That served as the first advice that she shouldn't take Riser lightly, expecting a troublesome time controlling her orgasm, but ready for the task as she scooted down and away from his face, stopping when her plush butt slid past his abdomen, with her saliva and vaginal extract messy nether regions hovered over his towering monstrosity.


"T-This is the cock that turned Xenovia into a moaning whore… I have to be careful… I won't give in so easily… I have to focus on his pleasure and his alone… Whatever I feel is irrelevant…" pondered Rossweisse, carefully plugging her hole with his thickness, grimacing slightly at the roughness that her tight entrance was feeling, surprising both of them when her hips thrusted down onto his length, engulfing a large portion of it with her big butt shaking and her sideboobs visible from behind and swaying side to side.


She let out a scream from ridiculous proportions, mentally noting that it almost felt like he was reaching her stomach. Thankfully, this position allowed for her to look away from his face, but was instead treated to the disapproving look Akeno was shooting in her direction. Wondering what she was doing wrong, before noticing that her movements were far from generous, rather selfish as she'd inadvertently searched for the most pleasurable spot where his fat, hot cockhead would rub against her inner walls. 


"Oh, you're quite good, Rossweisse. I didn't make a mistake in choosing you.. Your movements are full of energy!.. I can't tell if you want to make me cum for the purpose of the game, or because your pussy is greedy for my seed.. Do you and Xenovia share something in common?!.." he growled into her ear like an animal in heat, thrusting back against her intentionally lewd movements, reaching past her slender frame and then groping obsessively at her exposed chest.


After all, they were in the middle of a contest. It only made sense that he would play all the cards at hand, playing with her boobs that were incredibly susceptible to his touch, easily making her moan loud as her grinds increased in speed and franticness, as if she was hurriedly trying to reach the end, which coincidentally resulted in her own demise. Back and forth he heaved, delivering a series of upwards thrusts that didn't come in any specific motion or rhythm, merely out of his desire to fuck her and fuck her hard. Rossweisse was tight as a virgin, they all were in comparison to how erect his thickened phallus had become. Issei hardly left his mark, and Riser was intent on stretching their insides out so they'd always remember this night. That was his duty as their lover after all, one day or not.


It was like she was trying to desperately milk him for all that he was worth, but that same statement could be applied to herself. Rossweisse now understood how impossible this would be. There was no way she could withstand his barrage of hammering thrusts any longer, feeling lightheaded in a daze for quite some time. If she chose to take action upon herself and continuously grinded her clitoris against him, then it didn't take a genius to figure out that she would inevitably climax. 


Eventually, the challenge became nothing more than a little afterthought. Before she knew it, as if she'd just betrayed herself, Rossweisse started prioritizing her own sensations. Bobbing fervently on his lap, with an ever so stupefied look plastered on her face, she was falling prey to the same lust that took over Xenovia. It was intoxicating, inescapable. Only now did she abandon any blame towards her friend, understanding that she did nothing wrong. Any other girl would've done the same.


"Riser is just too much!~..." she thought, having her bouncy breasts secured within his tight grip as he fondled her purposefully in front of Akeno's prying eyes. 


It wasn't anything different than what he did with Xenovia. The first step was hesitancy. The second was doubt. The third was denial. And the finale always led to surrender. Rossweisse had now completely forgotten about the money, unbothered by the financial loss that would've helped her incredibly so, the only thing more important than wealth in the heat of the moment was the vicious orgasm that rippled through her body, moaning at the top of her lungs as her intense squirting caused her pussy to clench and convulsed tightly onto his throbbing pole of meat.


"Wow!~.. Look at you go!~.. You're firing off like crazy… Looks like you lose, Rossweisse… I had no doubt in my mind that I'd make you cum first…" he laughed, leaning forward and licking a trail up along her exposed neck while watching her completely lose it on top of him. He shifted his fingers through her luscious locks and delighted in her womanly scent, pleasantly basking in the aroma of steamy after sex. 


Waiting patiently for her to finish her tantrum like spasming, Riser smacked her on the butt to congratulate her on a job well done. 


“You're all finished, right?..” he asked in a taunting manner, laughing hysterically when Rossweisse half awakendly nodded her head in response. After ensuring that she definitely was done, he dug his nails into her tight waist and began to wring his cock dry within the trenches of her soaking cunt, rewarding her with the well deserved creampie that she’d worked tirelessly to accomplish. The direct insemination of her quivering cunt pushed her to an abrupt powerful orgasm, legs trembling as Riser clutched both handfuls of her breasts for good measure. Her spine arched as she let out howling moans and found herself shamelessly climaxing again, eyes half opened as her head was tilted up towards the ceiling. 


“Aaaaahhhhhhhhnnnnn!!!~... Aaaaahhhhhhh!~....” 


---------------------------------------------------------------------------------------------------------------------------


“Wooo!~... Looks like it’s just me and you for now, isn’t that right, Akeno?...” snickered Riser, waving in the direction of the voluptuous seductress, who was unmoved in her stance towards the cocky, obnoxious man. 


“Hmph…. Just make it quick, I don’t want to have to sit here all day waiting for you to cum…” said Akeno, tying her hair up properly in a long ponytail, walking with an unintentional sway to her hips which was a product of her helplessly tempting figure. 


“Hahaha!~.... You know, Akeno… I left you last on purpose… I wanted to make sure you took a good look at what I’m capable of… And you know they say, it’s always best to save the best for last..” he growled, licking his lips in anticipation as he eyed down perhaps the hottest woman alive with his perverted gaze. His mind was constantly filled with sex, and Akeno was a treat that he’d desired nearly as much as the prized Prez Rias Gremory herself. It only made sense that her second in command would stack up quite nicely in both the looks department, and the awe inspiring proportions of her melon like jugs, a thin waist and wide beautiful hips, with long and slender legs that were nicely thick around the thighs, and a plump, juicy round butt that he couldn’t keep his attention away from. They were all attractive in their own right, but Akeno might’ve been a step forward compared to anyone he’s laid his eyes on.


“Did you expect me to be impressed?... Honestly, if you actually knew me, you’d understand that Issei is the only man that can please me… I won't fall to your tricks like the others, don’t get cocky, you-” 


SMACK


In the midst of her taunting rambling, Riser had interrupted her midway with a slap right across the face. It wasn’t packing all of his strength, being of course quite the powerful man, but he’d exacted enough force to leave her shell shocked for a moment, in disbelief that she’d just literally been slapped across the face. 


“I know that slutty girls like yourself like it rough… Don’t act like such a maiden when you dress like such a whore.. Your body’s just begging to get fucked, isn’t it?...” he growled, roughly manhandling her and flinging Akeno’s light body onto the mattress, yelping in surprise from the sudden, almost abrasive treatment. He wasn’t going to be leaving bruises or anything, but he was far from gentle. Akeno’s face was a little red as she glared at him, only to be whimpering in slight seconds as her ponytail was yanked with her head getting tugged back, Riser climbed on the bed and positioned himself behind her, bending her over with a shove to the back, as he took a couple seconds to admire the shape, roundness and thickness of her glorious ass. 


“What the hell do you think you’re doing, you asshole?!... Agh, when Issei finds out about this, he’ll kill y- Kyaaa!~” screamed Akeno, eyes nearly bulging out of their sockets when Riser didn’t waste a single second in spearing her with his engorged cock. Xenovia and Rossweisse were left off the hook, he wanted nothing more than to thoroughly dominate and conquer Akeno Himejima as his own. If she was a Queen, then Riser was determined to be her King. What better way was to accomplish this by roughly fucking her brains out? 


He didn’t care to show her any respect either, sensing that the degrading treatment would be what ultimately led the secretly naughty fallen angel into an orgasm. Even the way he was thrusting into her was almost animalistic, allowing his primal instincts loose and pounding the soft cushions of her rump that was briefly flattening like a pancake under the force of his hips, making her wobbly, thick bubble butt ripple and jiggle fervently in all of it’s lewd glory. It wasn’t enough to only resort to crushing her doggystyle, he wanted to make her understand who’s bitch he had become. 


“How’s this, Akeno?!... *SPANK*.. Take this!~... And that!~....” he continuously rained down his open palm face and delivered prominent, resounding meaty slaps in combination with his constant spanking and relentless thrusts. He maintained a ridiculous pace from the jump, never gradually working up his pace and instead immediately wrecking Akeno’s tightness with his fat cock, leaving her speechless and fighting her moans by biting tightly onto her bottom lip and clawing at the bedsheets underneath them. Her valiant efforts in denying unwanted pleasure was admirable, but it was only so long until that strong front would soon crumble like the rest of them. When it boiled down to it, all of these girls were nothing more than huge sluts. That was Riser’s mentality, and he wanted to expose their true colors by bringing something out inside of them that they might have never known existed. Issei wasn’t nearly as callous in his treatment like them, whereas he would respect them and truly try to make love to them, even if the only person he truly held feelings for was probably only Rias. 
He was a gentleman, and Riser was a brute. 


“I-I’ve never been treated like this before!...” 


“S-Slow down!~... Y-You’re doing it too hard!!... My pussy’s going to break!~...” whined Akeno in the midst of heavy pants, the bed creaking underneath them with such impalpable force. Her butt shook like jello every time he would draw his hand back and drive it down towards her reddening, soft flesh. Her breathing was inconsistent as oftentimes it felt like oxygen was being knocked out of her lungs at the apex of those gruesome thrusts. 


“Too hard?... There’s no such thing… If you didn’t like getting fucked like this, then why is your pussy squeezing so tightly around me… It’s almost like you’re sucking me in!~... What a lewd, tight onahole you are, Akeno~....” he taunted, proving his point by dipping two fingers into her crotch and rubbing against her entrance, pulling at her hair to force her to look in his direction as he showed off her sticky arousal that stuck to his fingers as she spread his hands far apart to really demonstrate how dripping wet with her juices he already was. 


“No way!~... That’s coming from my-... Oooh, no, no!~.. This is bad, this is really bad… I don’t know why, but maybe I’m starting to l-... lik-.... No!~... There’s no way I’m such a frivolous woman that I would enjoy sleeping with another man… Especially not with a rude, spoiled bastard like this… B-But…. It’s so different from Issei!... I can hardly breathe!~...” 


Akeno’s head was filled with thoughts as mind boggling pleasure began to impair on her ability to properly think, a result of having her meat wedged sex abused by the flurry of his pistoning cock that slid in and out at blistering speeds. Her round booty served as a cushion for his aggressively flailing hips, and the impossibly deep penetration that was pushing the limits of her womb that was burrowed with his monstrous appendage deepened when he’d leaned slightly forward to pair his demeaning spanking with some tit fondling of his own, wanting to cop a feel and better understand his friend Issei on why he’d become so smitten with his ladies, although his touch was far from passive, forcibly squishing her supple flesh within his palms from many areas of her Goddess like figure.


It was too much for any of them to handle, having never encountered a sexual beast quite like Riser. He had a clever intuition regarding how girls enjoyed having sex, even if they didn't know any better themselves. This was developed after years of sexual intercourse with a myriad of partners. Akeno was just one name on the list, but it deserved to be encased in bold, eye-popping letters. The flooded, gushing snatch let him know how wonderful a job he was doing, somehow capable of drilling into her sopping cunt with renewed vigor and increased roughness as her narrow hole was loosing up. Akeno mightily tried to deny her voice to only let it slip when he'd shoved directly against her sensitive womb.


"Stopppp!!~... That place is for Issei and Issei alone… When we have a child, that's where it would all begin…. Get out!~... That's not for youuu!~..." thought Akeno in a panic, terrified of her own actions, unable to crawl away from Riser even if her mind wanted to. For some inexplicable reason, her legs felt locked in place. Her resistance was weakening, and his clutches on her were secure. The naked, exposed tit that was being groped by his greedy hands was flailing wildly underneath, as Akeno couldn't help but accidentally slam her thickness back against his series of addictingly overbearing thrusts. He was not only bigger than Issei, but he was physically stronger too. His athletic, muscular frame allowed him to completely ravage Akeno's soft, bouncy, salacious figure.


"Oohhh, you're starting to get really tight, my Queen~... Are you about to cum?.." taunted Riser, impressed by her ability to swallow most of her moans, a couple muffled ones creeping through as she picked up the blankets and started sinking her teeth into them. Akeno responded by shaking her head furiously, denying his claims and yet hadn't noticed that her body was rebounding against his hips, desperately trying to match his ferociousness, putting up a respectable fight but ultimately losing. 


"Oohhhooo!!~...." cried Akeno in an orgasmic fit, spit dribbling from her mouth like a bitch in heat, his hips gliding forwards until they pressed up against every doughy curve of her. Temptation got the better of the best of them, no matter what Akeno would say, think or hope, she'd reached the end of her unshakable hate, admitting that Riser was beyond words as a lover in bed. 


"There you go!~.... That's the voice I wanted to hear, you filthy slut!.." he taunted.


Her black silken stranded locks were slick with sweat, messily scattered across her face as it felt like several strands were almost pulled from her scalp with how Riser yanked at her hair. Their sweat drenched bodies collided and slapped together in a senseless manner, as pleasure, pressure, aches and throbs intensified until neither party could hold on much longer. They held no pattern as their bodies individually searched for their own releases, while simultaneously guiding one another to that long anticipated orgasmic bliss.


"Hhaaahhnnggghhh!!~.... Ooohhhhnnnn!!~.... Issseeiiii, I'm sorryyy!~.. He's fucking me soo harrrddd!!~..." apologized Akeno, having her face shoved into the mattress in response, with Riser choosing not to warn her of the ensuing eruption that was his impending ejaculation. 


Simultaneously, with near perfect synced timing, Akeno suffered from a turbulent orgasm that broke her body out in slight shiver and excessive shaking around the legs, scalding hot seed and her excess climax leaking down her satisfied sex. A sultry expression of gratitude on her face when Riser drove her seemingly never ceasing orgasm to greater heights by stirring himself deep within her soaked lower lips, as if to place a kiss goodbye, for now. If this were Issei, he'd reached a point beyond exhaustion, after all it was completely understandable to tire out after three consecutive rounds. And yet, as she felt like she'd nearly lost consciousness, gathering her breath with her slightly limp figure resting on the mattress, Akeno heard a collective gasp when Riser stood proudly in front of them, sporting an erection that was as lively as ever.


"So?... How do you feel, Akeno?... You said it wasn't possible, right?... It looked like you came a lot just now…" he taunted, slapping her resting buttcheeks with his penis. 


"Ha…. Ha….. Ha…. It was alright, I guess…" muttered Akeno, covering the crimson red blush on her face. 


"Wow…. Riser's something else, isn't he?.." commented Xenovia, staring wondrously at his member. 


"He really is…" said Rossweisse.


With the three tamed whores now completely on board with the trade, and no longer putting up a fight, not only accepting but craving more, Riser teasingly bobbed his cock around and laughed as their eyes followed. Clearly, their opinion on him had changed, and the reason why was well known. 


"As you can see… I'm not even close to done… Now, I'll pleasure you all at the same time, how does that sound?.. I saw how Xenovia and Rossweisse were itching for more when they watched you get fucked, Akeno~..." exclaimed Riser.


Xenovia's ears perked up as her blush deepened, and Rossweisse fiddled with her fingers at the news, meanwhile Akeno had to bite her quivering lips that were shaking from excitement.


------------------------------------------------------------------------------------------------------------------------


Several hours later…


At this point, all of Riser’s new lovers were fully lost in the miasma of lust, wantonly moaning as they openly showered him with praise, worshipping and fascinated with his cock as they constantly commented about his sheer size and otherworldly talents.


He fucked Xenovia doggy style while Rossweisse and Akeno were hugging and feeling up his bulging muscles, namely his pecs and biceps as he drilled into the blue haired whore. He thanked them by kissing, fingering and groping both the ladies at the same time.


Later, after wearing her out after an impassioned session, Rossweisse rode him until completion, with his face turning into Akeno's seat as he slurped on her tangy snatch, with Xenovia sandwiched in between the titty meat of both Akeno and Rossweisse.


Afterwards, he told the three to lay down with Akeno in the middle, spreading their legs in an organized line as he fingers the other while railing the fallen angel with his impure veiny cock. 


Several more creampies later, and Riser was relaxing with his legs crossed, and three girls competing like hounds for his tasty musky member, all licking, drooling, and sucking his dick with their unfaithful tongues and cushiony breasts smothering his thighs. 


Eventually, he reached close to his limit, with the girls stirred up in a frenzy as they all competed for his final load. The winner was none other than Akeno, scraping by at the near last second with incredible twerking skills with her butt slapping against his crotch. 


----------------------------------------------------------------------------------------------------------------------------------------------------------------


With the sex marathon coming to an explosive finale, with Riser's bloated testicles milked and extracted completely and utterly dry, he was smothered in between the meaty flesh of their three pairs of combined tits serving as pillows for his face, shoulders and arms.


"My, my~... It seems that everything went according to plan…" thought Riser, choosing the three girls that he felt would've been the easiest to break into his sex toys. Figuring the other four or so were a little too smitten with Issei for him to conquer, or they were simply too pure.

The deal was only meant to last tonight, but Riser had a good feeling that this wouldn't be his last go around with the ladies.





