Chapter 1 - All thanks to Grayfia

Notes - All characters featured in this story are the age of 18 or above. This is a Patreon-poll community story. I have details regarding my Discord server and Patreon available on my profile.


Contains - Creampie, Blowjob, Boobjob, Netori, Virgin.


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At the Gremory house, Issei Hyoudo was casually enjoying himself with a relaxing, steamy bath. Staying over at Rias's place had always been a treat, however he was disappointed that he wasn't able to share a hot bath with the busty woman due to her current absence. "Ah.. How nice would it be to relax naked with Rias like this.. I'd be able to see her huge boobs.. Her nice ass.. And!-" he thought as his mind wandered towards perverted territory, fantasizing about the crimson haired buxom. 


"Hello!~.. I apologize for intruding!.." cheerfully said a familiar voice coming from behind him, and came walking in was none other than the incredibly sexy and abundantly proportioned maid, Grayfia. Not an inch of clothing covering her majestically beautiful and erotic body.


"H-Huh?!.. What are you?!-.." he nervously stumbled on his words as the mature woman with the body of a temptress strolled right in, completely unfazed by his presence. With a flushed look on his face, he covered up his genitalia reflexively to hide his ever so slightly hardening member. 


"No need to be so shy, Issei!~.. Since we're both here to bathe anyway, let's sit back and relax."


"S-Sure!.." he muttered, unsure of how he would be able to survive this without making a fool out of himself and exposing his perverted tendencies.


Grayfia grabbed a bar of soap on the nearby crates and glanced over towards Issei's naked back, an idea popping up in her head that only spelled trouble for the young man. Strutting over rather tipsy, a fact that went unnoticed due to Issei's persistence towards averting his eyes, mustering all of his strength not to ogle her big-breasted figure that was clawing at his sanity, holding himself back from impulsively acting on his rampant urges. 


"Calm down, libido… Calm down!..." thought Issei, jolting up in surprise when the cold sensation of soap scrubbed his back. "H-Huh?!... Grayfia, what are you?-..." he whispered, afraid of turning around to see what she was doing as his back was being washed by an incredibly attractive and very naked woman. It was an act of intimacy or respect that he wasn't certain he deserved, but opted to remain silent and enjoy the process, trying his utmost to ensure it hadn't gotten weird. 


That is, until the familiar softness and sponginess of a woman's rambunctious breasts shoved themselves against his skin. An awkward yelp escaped his lips as Grayfia suddenly attacked him with her tits, rolling her hardened nipples and supple flesh in sensuous circles around the spots that were covered with soap. Issei, who wasn't a stranger to feminine contact, was still caught off guard by the maid's assertiveness. 


"You're such a fine man, Issei.. hic!.. I admire you greatly for being capable of defeating such powerful enemies.." whispered Grayfia dangerously close into his ears, placing her slender fingers over his chest as she embraced him tightly, the roundness of her breasts squishing against his back. Issei, whose head was swirling with conflicted emotions of restraint and unbearable arousal, failed to utter a prompt response as Grayfia continued her advances. His curiosity failed him as his eyes glanced towards the side when the view of her chest came in sight, gawking at the pair of mountainous flesh before him.


"Oh my~.. You're looking directly at my boobs, Issei… Only Sir Sirzechs and yourself have seen them now."


"A-Ah!.. I didn't mean to-"


"Sh…. Don't worry, hic!.. I'll wash your front too.." seductively whispered Grayfia, placing her fingers on his lips, silencing him in his tracks as he received a good view of her face. Noticing that her constant hiccuping was caused by the consumption of alcohol, clearly drunk with her head lightly swirling as her face was flushed red. 


"Wait, my front?.. No, no, no.. That would be very dangerous under these circumstances.. Hold on a second, calm down, will you?!.." flusteredly sputtered Issei, "trying" to halt her advances as Grayfia circled around him, gasping at his apparent erection that was pointing straight up towards the sky. His face went pale as there wasn't a single excuse he could wrack his brain with to escape this awkward situation, figuring he was going to be killed for sporting a boner with the Gremory's household maid when he was simply a visitor.


Instead, he received a response that failed to meet the criteria of his previously sexual-tension filled encounters. Grayfia snuck the bar of soap directly in between her cleavage, following up by washing the rest of her area and covering herself with foamy bubbles. Issei felt like all of his senses were being commanded specifically towards this moment, hardly blinking with his eyes fixated on her mesmerizing tits. He was at a loss for words with his mind momentarily going blank as Grayfia lowered herself down towards his crotch, using her hands to hold his legs apart, making room for herself to put in the work.


"Hold on, is this really happening?.. Just a second ago I was lounging around alone, and now I'm being spoiled by a-" 


Issei grunted when his enormous phallus was enveloped in between the slippery, soft mounds of abundant flesh that wrapped his member snugly. Grayfia was moving so quickly that he practically didn't have time to process what was happening, staring as he was suddenly being jerked off with one of the greatest pair of tits. Her hands attached to the sides of her ample bust, the seductress chuckled to herself while rolling them in circles, a wickedly effective motion that induced such pleasure that Issei hollered a moan and nearly busting if he weren't careful enough.


"We need to make sure that this area is clean too.." she said in a teasing voice, completely under control and conscious of her actions despite the influence of alcohol prompting her actions.


Issei's hips buckled as he failed to stifle a moan while being masturbated with Grayfia's huge knockers, glistening with soap and the splashes of water from the bath as he pushed himself up to take a seat on the ledge. "Y-Yeah right this is considered washing!.. Oh, God!.. It feels so good.." he thought while groaning, throwing his head back in bliss while relishing in the sensation of the seemingly endless valley of breasts. His cock was large enough that he wasn't completely swallowed, but it felt as if he were melting underneath the unparalleled warmth and erotic noises of flesh slapping against his wet thighs.


"How does it feel?" teasingly asked Grayfia with a sly grin on her face, knowing how amazing it must've felt with how often he was throbbing from her grasp.


"Ha… Ha…. It's Amazing…" he gasped, overcome with ecstasy as Grayfia picked up the pace of her strokes complimented by pure boobage, dangerously close to cumming after slight minutes passed by. She was staring at him with such hungry eyes that it almost felt like she was planning this for a while, patiently waiting for an opportunity. Issei didn't really mind, considering how over the top he was currently riding a sexual high. “Maybe too amazing… Ugh, Grayfia.. I might-.. I might cum soon!...” he choked out embarrassedly, hoping to have lasted far longer than this. Perhaps if he entered the bath knowing fully well what he was getting into he might’ve been able to accomplish such a feat, but instead he was caught by surprise with his pants figuratively dangling around his knees. 


“What a naughty boy~.. Cumming so soon from a simple massage.. You flatter me, Issei.” whispered Grayfia, lifting the weighty marshmallows off of his shaft and allowing them to rest, slightly bobbing after being released from the addicting fit provided by the crevice of her tits. He groaned in disappointment hoping that the paizuri would've carried on all the way to his release, but was instead rewarded with an alternative that surpassed his expectations. Grayfia's gorgeous eyes closed before replacing her glorious tits with her naughty, plump lips instead, engulfing the bulbous cockhead swiftly and dipping her head deep onto his length. 


"Agh, Grayfia!.. What are you?-.. If you do that, then I'm going to blow inside your mouth!..." he moaned, receiving a muffled response in return, the horny woman nodding her head with his member lodged in between her lips. Issei adored the dedication, figuring that he may as well enjoy himself to the fullest as there were no guarantees another opportunity would present itself like this again. Holding onto the top of her head, Issei lightly thrusted upwards against her bobs, reaching impressively deep as Grayfia moaned and pushed herself to a frantic pace. 


His erection had already been wet with water, but now her saliva turned his pole increasingly slippery as she slurped up and down his length with speed. Grayfia gave her all towards milking this ejaculation from him, showcasing her incredible talents and lewdly performing fellatio. It was all too much. Things were happening too soon. Too quickly as Issei lost control. Gripping onto her luscious locks with his face scrunched in pure bliss, failing to utter a final warning as a splash of white shot straight up towards the roof of her mouth and filled the contents of her cheeks shortly after. She resumed the suction of her lips and sucked hard onto his dick, extracting as much of his tasty fluids as possible. Issei's voice was shaky while his entire body spasmed lightly, breathing heavily as he succumbed to an orgasm, staring admiringly at Grayfia who's head was submerged into his crotch and lips locked around his skin.


"I-Issei?!... Grayfia?!... What in the world are you two?..." shouted Rias from behind, causing Issei to flinch in response as his head snapped back in fear. There was the option of trying to explain himself, but that was all for naught when Grayfia peeled herself away from his erection and a glob of semen connected from her lips and his slit. Rias walked in exactly at the worst moment, at a loss for words as her suspicions were confirmed after spying on them from the back, having a rough idea what they were doing but that didn't lessen the shock of her discovery whatsoever. 


Before she could question further, seeing Grayfia's naked body rise from the water and walking directly for her. Rias parted her lips to speak before they were sealed by an abrupt kiss, eyes widening in shock as Grayfia tongued her deep in order to pour Issei's hot spunk into her mouth, tilting her head back by lightly tugging her hair and allowing it to trickle down her throat. The exotically musky taste left Rias with a dazed mind, unexpecting of sharing a kiss with another woman nonetheless one this depraved and lewd.


"Mmmph?!..." muttered Rias as Issei stared at them gawking, jaw dropped watching his lover swallow his cum second-handedly.


After an undetermined length of time had passed, sharing a tongue-twisting kiss that took forever, Grayfia eventually pulled away from the crimson-haired babes strawberry tasting lips. Ensuring that all of her man's cum was swallowed and her orifice clean by exploring it with her tongue, leaving Rias breathless and flustered as she clamped her hands around her mouth. 


"I have no clue what just happened.. But holy shit, that was hot!" thought Issei, his inner pervertedness showing out with his lively erection still up and ready for more despite how powerfully he came. 


"Come here~.." said Grayfia, guiding Rias toward Issei by holding onto her wrists. 


"H-Huh?.. What're you?.." stammered Issei.


"Rias, look at how fine your man is.. Even after cumming he's still so hard.. You're jealous because you wanted to taste him for yourself, didn't you?.. Then, help yourself.. I'm sure he wouldn't mind, and I can teach you how to do it.." said Grayfia, helping Rias down onto her knees, who was obediently following her command.


"You would do it for me, Rias?.." asked Issei excitedly, pumped that he was on the verge of receiving back to back blowjobs but this time from his girlfriend.


"Here, don't be shy.. Make sure you wrap those lips around it, shield them around your teeth so you don't accidentally hurt him.." instructed Grayfia, with Rias listening to every pointer, swiping her luxurious hair behind her ear and doing as instructed. 


"Combine the use of your tongue and lips together.. Don't just suck it nonchalantly.. Make love to it.. Show Issei how much you want him.. " 


Rias closed her eyes intimately while focusing intently on the blowjob, when it came to a battle of passion, there was no need for anyone to push her into giving more of an effort. Bobbing up and down wildly with saliva trickling down his length, already lubricated with Grayfia's spit albeit she didn't seem to mind.


 "Issei… Issei!..." chanted Rias in her head, her rampant hormones growing uncontrollable, amassing heat in her core and throbbing pussy that deeper his sizeable cock reached inside of her wet orifice. For a man this perverted, it was only right that Issei possessed such a well endowed beast. Not that size was everything to her, as it wasn't the primary cause of her romantic attachment towards him, but it was a pleasant surprise nonetheless. 


"Breathe slowly through your nose.. Don't rush and take all of it at once.. Find a steady pace and go from there."


Rias hummed a tune that vibrated around his meat, a sensation that made his already sensitive cock hungry for release. Issei couldn't believe he was getting sucked off by the woman of his dreams, loving being gobbled up and brought towards yet another orgasm. His erection felt doubly responsive to pleasure after having already ejaculated, holding onto her shoulders for dear life. Issei bit down hard on his bottom lip as he allowed himself to cum, buckling under the clutches of his girlfriend’s hot mouth. “Mmnn!~...” she moaned in approval as she received yet another douse of that salty tasting liquid. Issei could hardly tell that this was Rias's first time, almost as if his cock were sucked by an expert that was practically comparable to Grayfia.


"Ah, oh my fucking god Prez!.." screamed Issei, staring down towards his drenched member, his veins pumping with blood from how excessively horny he's become. Momentary silence enveloped the atmosphere as the steamy blowjobs gave rise to dormant feelings. The topic of sex had loomed around the two couples a lot especially considering how eager 


"Rias, don't you want to learn how to fully pleasure your man?.. Follow me, I can teach you how to do it.." whispered Grayfia, casually brushing her palm against her tits before walking past her, beckoning with her fingers for the couple to follow. Rias glanced back towards Issei as they awkwardly made eye contact, silently agreeing to follow Grayfia as they were clearly enamoured by everything that had just transpired. As disgusting as some women made it out to be, Rias quite liked the taste of Issei's spunk, having imagined what it would be like but her expectations were off the mark.


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Having regrouped in Rias's bedroom, all three were laid out on the comfortable mattress of her king-sized bed. They'd probably both imagined that their much anticipated first-time together was going to be uber-romantic and fairy tale like, envisioning how perfect it would've been a common occurrence for the two lovebirds. Instead, while it was lacking in terms of being purely romance, Grayfia was there spicing things up and teaching the young couple the ropes. Neither of them seemed to mind, perhaps actually needing a certain someone to push things onto them for it to actually happen. 


After having swallowed him not once, but twice, Rias had been so eager to get fucked that the fascination of maintaining one's virginity meant little to nothing. Her womanly instincts were screaming at her to fuck this man that had been on the forefront of her mind for months, even years. Per Grayfia's instructions, Rias had her smooth legs spread widely apart, soaked pussy lips split conveniently for Issei's use as the older woman fingered and teased her clitoris in preparation for the ensuing fucking. One thing about Issei was for certain, his mind had never been innocent and if truly presented with the opportunity, it was safe to assume he'd go wild with it.


"Here we go Rias.. Hold on tightly, it might hurt a little." said Grayfia with a smile on her face, watching as Issei cautiously but excitedly press himself against her slick entrance, holding his breath steady while carefully inserting himself inside the velvety walls of her sex. Rias whimpered loudly as her fingers dug into the blanket sheets, the act of penetration with an erection that large inflicting considerable pain. Producing some blood as a result of her broken hymen, she trembled lightly as Issei continued to feed the rest of his length inside. He was met with a surprising amount of resistance, the tightness of a virgin unmatched as his girthy dick was squeezed ever so tightly much to his enjoyment. 


"Ugh, Rias!.. It feels so good.. It's so warm and wet inside of you.. Ah, I love you!.." he confessed, watching her grimacing expression that was also influenced by lust, caressing and grabbing two handfuls of her supple flesh. Playing with them as he were so accustomed, teasing her nipple and causing her to moan while slowly beginning to drive his hips against her crotch. 


"Oh, Issei!.. You're deep!.. It's really deep!.." she panted heavily, eyes shut tightly to cope with the overbearing emotions that overcame her. Issei was so large that it felt as if it were reaching her stomach, having never experienced this sensation of fullness in her life. His pubic bone pressed against her clitoris at the end of one of his slight thrusts, sending shockwaves of pleasure throughout her maidenly body that reacted intensely to his motions. 


"That's good, Issei!.. Feel the moment, use that big cock of yours to drive Rias to an orgasm.." urged Grayfia, who was feeling hot herself, fingering her tight folds while spectating these two enter the valley of "Nirvana". 


"Oh, Issei!~.. You can move now, I'll be alright.." panted Rias, who was holding onto Issei's hands that have always seemed to be glued to her breasts. 


Seeing no reason as to not comply with her wishes, Issei grunted mightily after carefully pulling his hips back then slamming it against her sex, earning a powerful moan that echoed throughout the room. He reached her most sensitive areas with ease, repeating the very same motions that were capable of eliciting such a reaction. His cock pistoned in and out of her soaked sex, that was overflowing with juices, incredibly aroused beyond belief. 


"Issei, Issei!~.. You're so big!.. Fuck me, do it harder!.." she screamed loudly, peeling her eyes open and staring down at her sex being pounded by her lover's meat, their skin slapping together as they collided. The thrusts were chipping at the strength of her legs, packed with such energy and ferocity that indicated he wasn't holding anything back. Ever since they've first met, Issei has been dreaming about this moment. Enough so that he'd probably drool thinking about it. Sex was something that motivated him, always taking the opportunity to research the topic every single night in his room. 


Clearly, he was putting that education to work. Rias was in the midst of pure bliss after having her sex pounded considerably, and her sensitive nipples pinched and teased in the process. Her head rested comfortably on the plush pillow underneath, mouth open widely as her sexy moans rang like music to his ears. Their bodies were slowly being covered in sweat as they exerted significant energy, Issei packing everything he had with a flurry of blistering thrusts that knocked the air out of Rias's lungs. He was so consumed by the atmosphere and her erotic reactions that he almost felt like he were a pornstar, riding a rush of adrenaline that allowed him to fuck the absolute shit out of his beautiful girlfriend. 


The speed in which Grayfia masturbated herself matched in tune with Issei's wildly flailing hips, lacking technique but making up for it with sheer unadulterated passion and desire. After letting go of her tits and placing his hands by her head, he watched lovingly as her naked tits jiggled wildly from the result of his crushing thrusts. Rias discovered that she wasn’t the type of woman who preferred being treated gently in bed, absolutely adoring having her tight pussy roughly slammed repeatedly. It was almost insane how many pseudo-orgasms that ran through her, leaking and staining the bed with her juices on the verge of experiencing her first real orgasm. Masturbation wasn’t anything foreign for the crimson-haired beauty, but it paled in comparison to the actual thing. Even during her times alone, Issei was the one that she thought about while fingering herself to completion.


All of these pent up emotions and all of the sexual tension that embodied their relationship were being released all at once, serving for an explosive conclusion as Issei guided her towards pure ecstasy. Rias repeatedly screamed his name in the midst of uncontrollable moans, holding onto his arms that felt manly in the moment, toes crinkled as her entire body twitched before she vehemently screamed at the top of her lungs. “I’m cumming!!!!!~....” she announced the instant she came, squirting violently with her juices spraying around his cock. Issei grunted profusely as he was greeted with even more vaginal fluids as Grayfia climaxed hard enough to reach his face. Having all of these beautiful women lose themselves in their heat of lust pushed him past his breaking point, lasting the longest he’s ever been capable of this entire evening. 


“Me too!..” he yelled shortly after, the pacing of his hips thrown out of conjunction as his penis spasmed wildly deep within the trenches of her inner tunnels. Filling her womb with potent seed as he arched his back to maximize the depth of his penetration. Purposefully pouring all of his baby batter and making sure the entirety of his cock was sheathed within her impossibly tight pinkness. Issei slowly peeked his eyes open after nearly an entire minute of pumping his lover full of cum, staring down at his body of work and quickly realizing that Rias had passed out sometime in between the time he wasn’t looking. “Well, I did get a little too crazy just now.. It makes sense that Rias wouldn’t be able to handle that just yet…” thought Issei, who couldn’t help but smile at himself with his confidence skyrocketing through the roof. It did a lot for a virgin’s ego when they were capable of passing a woman out solely through the ecstasy of being drilled by their cock. 


“Oh my, she really fell asleep!.. You performed better than I thought..” purred Grayfia, who circled her arms around Issei's neck as she clinged onto his form.


"T-Thanks.. If it weren't for you, I'm not sure this would've been possible.."


"Are you up for another round?.. I want to see first-hand what you've learned." she teased, playfully shifting her fingers through his hair. 


Issei gulped as he glanced down towards his unconscious, sweat-covered girlfriend and back towards his erected cock. Somehow, someway it was still alive and kicking. Rias hadn't scolded or broke up with him for what happened earlier, so he assumed it was within his realm of power to take Grayfia up on her offer.


"Let's do it.." he whispered as to not wake Rias up, finding himself pushed back by Grayfia who switched things up by putting herself in position to ride him. Instead of taking charge, he was the one being shown the ropes.


"Oh!.. Wow, your pussy feels incredible!..."


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The morning after…


Issei Hyoudo was in the midst of the best sleep he could've ever imagined. Having gotten sucked off and then fucked two of the sexiest ladies around. Grayfia was the first to awaken amongst the pack as all three fell asleep on the surface of Rias's spacious and comforting bed. Now without a tinge of alcohol left in her system, and with a clear mind, all of the events of the previous night came rushing into her memory. Her vision was slightly blurred from waking up after a long period of slumber, her thoughts confirmed upon being greeted by the sight of Issei and Rias's naked bodies.


"It wasn't just a dream?!.. I-.. I really did all of that yesterday!.. Oh gosh, this is why I don't drink alcohol often.. What have I done?!.. I must erase the evidence!.. Something!.." panicked Grayfia, harbouring thoughts of perhaps figuratively killing Issei then herself to erase her sins. 


"Grayfia?..." murmured Rias in an adorably sleepy voice, having woken up amongst the older woman's scurrying about.


"Rias!.. I-.. I!...."


"Thank you… Thank you so much for pushing me past my comfort zone.. Without you, I'm not sure I would've been able to cross that line with Issei.." sincerely spoke Rias, her reaction completely different than what Grayfia had assumed. 


"O-Oh, no problem!.. Truth be told, it was really an experience for me too.. I can still feel it.."


"Hehe, me too.. Issei's really gifted, huh?.. You know, maybe we can become one of those 'swinging' couples.. I'd always thought I'd get really jealous watching him with other women.. But yesterday was something else.. I might've enjoyed watching you get him off like that.." confessed Rias, a shocking revelation for Grayfia who was under the impression that last night was a grave mistake.


"H-huh?!..." muttered Issei who was eavesdropping in his "sleep", most likely had woken up sometime during their conversation.












