[Chapter by Starmage595]

"You also haven't seen him this morning." Rias asked Asis who looked worried.

"No, he wasn't in bed when we woke up."

Rias had been trying to find Issei that morning having remembered falling asleep after a rather frisky evening, Ingvild had joined her and Asia as she wanted to make up for lost time, clearly, she got addicted after one time. But when they got up, he was missing.

"Do you think he is out for an early morning run?"

"And not tell any of us, he would never do that...unless."

Rather bad thoughts started to fill her head, could he be meeting with some woman she never met before, was he truly tired of them already, well he would definitely remind him of who it was that he lost her virginity to."

"Oh, what are you two doing this morning?"

"Mrs. Hyodo?"

"Oh, remember your as much my daughter now, you can call me mother."

Issei's mom came up to the two of them, looking puzzled as to what the issue was.

"We can't find Issei; he was already up when we got up and were worried, he was possibly doing something behind our backs."

"Oh... don't worry, he can't be doing any of that."

"Huh, how can you be so sure?"

Rias looked surprised at that, maybe it was a mother's intuition."

"Oh no, your mother came by early in the morning, alongside I think she was Kunou's mother, saying that they were in need of Issei."

The mention of her mother sent a different chill up her spine, and Kunou's mother was in on this too, what was going on here.

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"Ahhhh, nothing beats lounging out on the beach with an ice-cold drink, don't you agree Yasaka?"

"Oh, quite right, though for me nothing beats a nice hot spring and sake."

On a private beach owned by the Gremory family, Venelana and Yasaka were laying on lounge chairs, basking in the sun.

"But I wouldn't mind getting a refill soon, especially the kind gentleman who agreed to come and help us relax from all the hard work we do."

Said gentleman was Issei, who was blushing like mad, wondering if he had truly died and gone to milf hell... Or heaven. Venelana had opted for a purple one piece, but with a v-line that went down towards her navel, letting plenty of cleavage be on display for the boob man to salivate on, with even the slightest move threatening to tear out of it. Yasaka for her part went for a bikini, a yellow and black top that was slightly smaller than her bust size to get more cleavage, with a bottom that was so thin and lacked a back you could believe she was naked, she was more than willing to show off especially for Issei, who had been sitting nearby. After hearing what Venelana wanted, he got up.

"G-Give me a second."

As he hurried over to grab refills for them all. Both older women giggled

"Ah, so kind, your daughter chose such a good man."

"I may not have thought of that, but now I realize that Riser was not mature enough... hmmm, oh give me a second."

Venelana could feel that someone was trying to contact her, so she proceeded to receive it, revealing her daughter Rias with a face of annoyance.

"Mother... you have a lot of explaining to do as to why you kidnapped Issei!"

"Kidnap, oh my dear sweet Rias you are letting your imagination get the better of you, I just thought that I would spend a little more time with my sweet new son-in-law, also I am not alone as you can see, I am joined by Yasaka."

"Yasaka! What on earth are you doing?"

"She invited me out to enjoy the beach, saying that I deserve the vacation for taking care of her daughter so often."

"Ugh, even still, why on earth did you take Issei, what about father, where is he?"

"He was a bit too busy, but said it was okay for me to go if I brought a gentleman along with us, and Issei looked to be not busy."

"Mother, stop trying to steal Issei from me!"

Rias was now pouting shaking her fists at her mother. But Venelana proceeded to be quite motherly.

"Now Rias this is not what it's about, you should know that when you join the Gremory family, we can become quite affectionate, members that married in were known for affairs, that just is us, I still love your father dearly, but you can't expect me to not give it a few spins."

"Grrrrr."

Rias knew it was true, she knew in her family's history how sometimes that members sometimes had fun quickies, but she was right to be jealous of her mother taking him for a spin.

"H-Hey there, Rias, fancy ummm- "

Issei had returned with drinks in hand, not even capable of looking her in the face, as she gave him the stink eye.

"Issei!"

"Oh, don't be too mad, you taught him to not ignore a lady, oh look at the time, well we will see you around."

"H-Hang on, we are not- "

Venelana ended the communication, as she looked back at Issei, grabbing her drink as she took a sip, as Yasaka grabbed her own.

"Ahhh, she is going to be angry with me." Issei sighed.

"Nothing that a nice fucking will make her forget, just give her and the rest stuffed pussies."

"I know I would feel happy after getting stuffed."

Both milf's started eyeing his dick, which was bulging from being around two sexy women who were enticing him. As both of them got up as they began to mash their bodies against his, earning a moan from the young man. Yasaka licking his ear.

"Hee hee, I hope you don't mind darling; I've been missing your dick as of late."

"B-But weren't you by our house like a few days ago."

"Was I? Age makes you a little forgetful."

Yasaka gave him a playful smirk as she started to hump into him his body. Feeling the duo hungrily eyeing him up as they started to remove his swim trunks.

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SCLUP, SCHOOLP

"Mmmmm... mmmmmm."

Issei laid on the lounge chair as the two milfs went to town on his dick, sucking it together as he felt hi lower body becoming more jelly like with each passing moment.

"Pah, I'll let you take over while I go a little lower."

Venelana proceeded to start sucking on his balls, salivating all over them as Yasaka started to use her breasts to massage his cock.

"Hee hee, how do you enjoy it, I have been practicing my titjob skills to make sure you fully enjoy my work."

"Ahhhhhh... it feels... amazing."

"Hee hee... makes me happy to keep working to make you feel amazing."

Yasaka smile seductively as she continued to lick at the tip, as Venelana focused on slurping his balls, taking one in his mouth as she moved between them, leaving his lower half feeling very wet from the duo of girls sucking his dick.

"Pah, hey, do you mind letting me in on this."

"Oh... of course Lady Gremory."

Yasaka moved over as Venelana joined her breasts against Yasaka, and if Issei wasn't going to heaven from Yasaka, Venelana helped to make it a quicker trip to heaven, as he squirmed from the big tits around his member, and both women kept playing with it.

"Ahhh, are you close to cumming, you want to unload all of that seed onto us."

"Hee hee, you want to mark me again, do it, I'll drink as much of it before letting it cover me."

Both of them opened their mouths as they looked longingly into his eyes, Issei struggling as he began thrusting between their breasts. As the two opened ever wider as.

"Gahhhhh!"

And he came hard between the two, as he painted the two white with his seed, the two of them trying to get as much of his seed as possible in their mouth though they were willing to let it cover their skin, giving them a nice glaze over and it just felt good against their skin. Wave after wave of cum covered the two, like a new drink they were getting addicted to, but the first wave of it had to come to an end.

"Hah... hah... hah."

"Geez Lady Gremory, you look like you just came out of a porn shoot."

"The same can be said of you, and can we drop the lady gremory, just call me Venelana."

"Oh, I would be happy to."

The two proceeded to gather some of the cum that covered their bodies, snowballing it between the two, sharing it right atop Issei's slightly twitchy cock that was still sensitive after the double tit job he got. Issei huffed as he tried to catch his breath and enjoy the incredible show the two did.

KISS KISS CHU

"Mmmmmmm."

Holding tightly as they eyed the prize they had now, slowly they went through all the cum that covered them.

"Hee hee, that was a pretty good treat."

"I know what you mean, I find myself wanting do drink it constantly."

Issei's dick was back to full mast after it as they walked over to the nearby tree, Venelana put her hands on the palm tree as she moved her bottom of her one piece to the side to let him see her snatch.

"Now then... how about paying the two of us back for that tit and blow job my good little son-in-law."

Venelana swayed her hips as Issei moved in closer, Yasaka moving in behind Issei as she guided him closer, his mind racing but all reason was gone, after all Venelana said it was okay, so why should he worry.

"H-Here I go."

PLAP PLAP PLAP

"Ooooooh, nothing beats the vigor and energy of a young dick, my husband definitely fits tighter, but I can see the pros to both."

"Guh!"

Issei sped up at the mention of Zeoticus, as he clearly was trying to prove himself. Venelana looked back with nurturing eyes.

"Now now! Don't go spending too much energy, manic thrusting is a waste of pleasure, find your rhythm and once the girls feel comfortable, then you can change things up."

Yasaka looked down at the place they were connected, her large chest pressing into his back as she felt her pussy quivering at the sight.

"Ahhh, to have such a good teacher instructing you through it, and she looks to be enjoying it very much, oh but where are my manners, I am also a guest, I should really make sure she has the best experience."

At those words, Yasaka knelt down as she dove right into his ass, rimming him as he grunted while Venelana felt his large dick move at that different pace she told him about.

"(Ahhh... Issei's asshole... he must think of me as a complete pervert for doing this, and he probably enjoys it, I spent plenty of time not only mastering techniques, but learning a whole lot of lewd things to entice him, I'm sorry Kunou but I am going to start our plan first.)"

Yasaka dedicated herself to the dirty job, as Issei enjoyed it and Venelana could feel it, as his cock filled out nicely inside of her.

"Ahhhhh, yes, yes, just keep it up, I can feel your cock... is wanting to cum... you want to fill me up don't you... I bet that tongue in your ass is making you even crazier, just hold out a little longer, remember to wait until your partner is close."

Venelana gyrated her hips against his dick, her eyes looking back at him as she was desperate to get it, her mind frazzled from the incredible pleasure she was now feeling, and she was just as hungry to feel her climax now more than ever. Issei snorted as he pressed into her womb, poking at what he felt were her weak points as the lady of the gremory family held onto the tree for dear life.

"Gah... your way too sexy... m-mother."

There was something so wrong that as his new stepmom doing this, but it only caused her to squeeze around it as she felt his dick getting a little bigger deep inside of her.

"Ooooh, you've come a long way after our first lesson, you really know now how to please a woman, you don't mind rewarding this hard-working woman with a nice full creampie."

Issei felt his mind still frazzled, focusing on hilting deep into her pussy, as Venelana met those thrusts, feeling his throbbing member's pre-cum starting to become a little creamier, before he started to fill her to the brim.

"Ahhhhhhhhhhhhh."

And she also came hard, squirting against his crotch as Issei filled her up, her moans filled the almost deserted island, and those screams filled Yasaka's ears, she couldn't see but she could smell the scent of cum, sex went through her nose, if she wasn't already in heat now, she absolutely was now from all that.

"Guh... you're swallowing so much."

"Ahhhh yeah... I love how your cock just fills up like it does, nothing beats a good creampie!"

Issei soon finished filling up the milf, feeling his cream seed around his dick, as he pulled out, without the support from behind she fell on the ground, breathing a little hard from the fucking she got, cum leaking out of her snatch onto the beach, before Issei could continue to admire the sight of it. Something else caught his eye.

"Ahhhh... Issei."

Yasaka had pulled away from his ass, she removed her swimsuit and bared her whole body for him, laying on the beach spreading her pussy wide open for him, hearts filled her eyes as she wriggled before him.

"Fuck me... I need to feel it deep inside of me, I want your cock right here, pumping children into me, I was thinking possibly coming back from this with Kunou's younger siblings."

Issei was pulled right to her, getting on his knees and pressing his cock right at her pussy entrance, the kitsune milf moaned sweetly as she felt it press against him, Issei looked at her less the respected leader of yokai's and more a bitch in heat desperate to mate.

"Hah hah... your body is almost unfair with its proportion."

"Ahhhh forgive me, my perverted slutty body has turned the red dragon emperor into even more of a horn dog, I need to make up for it and protect others from you... whatever perverted desire you have, I promise to help fulfill it."

Hearing that, Issei plunged deep into it for a mating press, the golden-haired beauty moaning and cumming almost immediately.

"Ahhhhhh fuck... I love this cock... it blows my old mate out of the water in every way."

Unlike Venelana, Yasaka was more than happy to make the comparison of how much better a mate Issei is going to be, feeling his thick cock filling her pussy and kissing her womb, as his lips mashed against hers. His tongue dancing against hers as he continued pressing into her.

"Mmmmm... mmmmmm."

"(Ahhhhhh... he's taking control, he's desperately trying to claim me again as his mate, and I am falling, I am becoming his slave.)"

Meanwhile behind them, Venelana was fingering her filled snatch and fondling her breast, staring down at the lovemaking happening.

"Oh yes, good... show me how much you have learned, let the leader of the Yokai feel like a woman again."

"Pah... grrrrr."

Issei proceeded to move down, peppering kisses on her neck before starting to suck on her neck, leaving light bite marks.

"A-Ahhhhhhh... you've done it now, to nibble at my neck, to want to let others know exactly I am now yours... It's okay, every Yokai knows that me and Kunou are infatuated with you, so just let them know what you are doing to me behind closed doors."

Whispering into his ears, Issei was sent into overdrive, really pounding the kitsune milf with so much passion that she was already over the moon, legs locking him in place, she knew exactly what she wanted, and Issei wasn't leaving until she got what she wanted. And she knew what she wanted.

"Breed me, you're not leaving until you've left your mark in me, when we get back, you're going to parade me around as your wife-"

PLAP PLAP PLAP PLAP

"I know that Rias is your number one, but I don't intend to sit idly by, I hope you are prepared."

PLAPPLAPPLAPPLAPPLAP

"So let it all out, I can handle it."

Issei Snorted as he hilted deep into her womb, unleashing a wave of cum onto Yasaka. Who came just as hard, milking his cock for all its worth, as there make out session continues, leaving her mind awash with so much pleasure she was struggling to stay sane. As she started to feel her belly warm from the amount of semen, Issei soon pulled out, staring down at Yasaka as her pussy oozed his seed, eyes rolled back into her head as she tried to make sense of all the pleasure her body now face.

"Eeehheeeheee, keep this up, and I may end up stealing you from Kunou, I may even keep you from the rest."

"F-fuck."

"Hee hee, that's the way to handle a milf Issei."

Venelana came up behind Issei licking his ear, causing him to moan from him still being a bit twitchy.

"Shall we back to the villa."

"Y-Yes."

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"Mmmmmm...mmmmm"

KISS KISS CHU

"Y-You two."

Back at the Villa, Issei found himself in between the two, making out with the two as they felt up his dick as their tongues swapped saliva, as they slowly worked him back up as they soon moved to a specific area, Yasaka moved to his neck as a payback for the hickies, kissing his neck and also nibbling as he felt her really trying to leave spots.

"I need to make sure everyone knows that your mine... darling."

"G-Ghhh..."

Venelana simply enjoyed his mouth trading saliva with him as they proceeded to stroke his dick in preparation for more rounds, they were completely naked, as he felt their hands continued enjoy his body.

"Ahhh... Ohhh I can't take it anymore!"

Yasaka soon pounced on Issei, even taking Lady Gremory by surprise, as her ass wriggled on top of his crotch.

"I need more of your seed darling! I need your cock so deep inside of me and not to leave me until you've given me a child. I know you can handle it; you can handle a bombshell sexy milf who wants to breed."

"Oh my, it appears that someone has gone into heat."

As Venelana realized seeing her almost dripping snatch and eye's lighting up, Yasaka let her pussy gobbled up Issei's cock, bouncing and squeezing down on the member as she made out with him again, her tongue shoving deep into his as Issei felt his brain melting.

"Ahhhhhhhh... it feels sooooooo goooooood. No other cocks come close to you, I want to stay like this for as long as I can, Rias wouldn't mind me kidnapping you for a little while from time to time."

Venelana stared as she started talking and almost felt a bit of a sweat drop.

"Don't worry, you'll live like a god, servants waiting on you hand and foot, all you would have to worry about was making tons of children with me, 5 or maybe 10, I just can't live without this anymore."

"Y-Yasaka!"

"Tell me, did you see any Yokai girls that caught your eye, I bet they would drop whatever to become one of your concubines all you would have to do is just stay by my side as my husband, breeding a new stronger generation of Yokai."

"Ahem, are you forgetting someone."

GROPE

"Ahhhhhhhhh!!"

Venelana who had been watching grew tired, as she moved in to grope her ass, as if to keep the pleasure going, Issei starting thrusting in, as pre-cum and pussy juice started to stain the bed.

"I am not going to let you steal my daughter's fiancée like that, and to think I extended kindness out to you to come with us."

"Ahhhh... but didn't you steal him first, whisking him off to this little villa to sex up your future son-in-law."

"True, but I am simply teaching him how to please women, if he is intent on becoming the harem king, then he has to be a god of pleasure."

That was partially true, one part was that she wasn't going to ignore what was probably a once in a lifetime cock, sure her husband was good, damn good she would never divorce him just to enjoy this, but she was a devil and she was going to be honest that she needed this cock too, and he was family now, that meant he was fair game thanks to traditions in the family. And now she needed to teach this cheeky kitsune a lesson as her tongue dove right into her ass, as she began rimming.

"O-Ooooohhhh... you really know how to rim a girl Venelana!"

Feeling both her pussy and ass getting pleasured, Yasaka felt her body was going insane from all the pleasure, pushed even further as her womb felt his dick kissing the entrance, her tongue hanging out of her mouth.

"Damn, someone is looking less like the regal leader of yokai and more like a whore."

"Don't bring that up darling! Right now, I am just Yasaka!"

PLAP PLAP PLAP PLAP

"I just want to enjoy my lover and his dick as it hits all of my weak points.

PLAPPLAPPLAPPLAP

"So don't think about that again, I just want you to fuck me."

As she pounded herself onto Issei's dick, while Venelana rimmed her as she felt herself coiling around Issei's cock throbbed deep inside her, as he bucked his hip, slowly unleashing a wave of cum, filling the kitsune as she also came hard!"

"Ahhhhhhhh... Yeahhhhh... Cum inside, fill me to the brim with all that thick, creamy seed... make me pregnant!"

Venelana pulled back watching Issei's cum starting to ooze out of her pussy, she didn't get to see her face but Issei saw it in all of its slutty and lewd glory, eyes rolled up and tongue hanging out of her mouth as it looked like she was broken by it, especially as Issei bucked his hips into her snatch as the milf laid against him, kooing as she enjoyed the afterglow.

"Hee hee..."

"Still ready for more."

Issei's eyes met Venelana, seeing her spreading her pussy as he felt his cock twitching once more, earning a moan from Venelana.

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CHU CHU CHU

Venelana sat on his lap as she made out with him, bouncing on his regenerated dick, the two lost in their own world.

"Pah... your improvements are noticeable... Rias must be happy with your kisses more."

"S-She has... but she does get annoyed with these lessons."

"Hmm hmm... That is just in the blood. I was like her a lot when I was younger... seeing him hanging out with other girls, made me want to monopolize him, I was always wanting to join whenever his harem was fucking him. But I became happier after marriage because I know I am always number one."

Venelana proceeded to hug him tighter, as she hungrily stared at him.

"But enough about that, how about focusing on pleasing me."

She dove right back into his mouth, tongue dancing against his as she was unaware of what was happening.

"Hee hee... you look really sexy getting fuck, but I don't mind staring at this."

"E-eeee... Y-Yasaka!"

Venelana turned around to find Yasaka was headfirst in her ass, clearly rimming her. Tongue wildly dancing in comparison to the dedicated and regal licks. Manically desperate to please her.

"Guh... Venelana?"

"Oh my, you look a little shaky... could it be that you are also secretly a butt slut Venelana?"

"I... I reserve my right to privacy!"

Venelana for the first time sounded quite defensive as Yasaka licked her lips, reaching into the nearby cabinet and finding a strap on, licking at it as she put it on.

"So then... you really don't mind if I have some fun too."

Stroking it as she pressed it against her pucker as Venelana's eyes shot wide open upon feeling it.

"Y-Yasaka! Seriously... don't you!"

"Ahh... but I was wanting to better thank you for this little trip, and what better way than sending you right to the nirvana of pleasure."

As Yasaka pressed in, Venelana came hard, squeezing down on the two appendages that were fucking her as she moaned loudly.

"Ahhhhhhhhhhh!!!"

"Guh... fuck!"

"Just keep pumping your cock right in, I'll work to make our motions in tune, so she's stuffed with at least one dick."

Yasaka fulfilled that promise as Yasaka felt like she was falling apart, the pleasure becoming almost too much, as memories of the other girls sometimes did this, ambushing her with a little anal when she was hogging Zeoticus for too long, she couldn't believe it was happening again... but she wasn't denying how fucking good it felt."

"Oooohhhhhh... fuck me... don't stop, you're not leaving until I feel your cum again in my womb."

Sandwiched between the two, Venelana was willing to bring the two in for kisses as she moved between Issei and Yasaka. Issei was almost on the verge of going insane from the pleasure, feeling her pussy coiling around him just tight enough so he couldn't cum. As eh continued thrusting, Yasaka meanwhile was focused on making Venelana feel even better, as she started nibbling on her neck, lovingly giving hickies as the milf was simply indulging in the pleasure she was now feeling.

"Guh... Venelana."

"Just let it all out, let my pussy swallow all of your creamy cum, let me feel like I am in heaven."

"I know I can't fill your ass with cum myself, but I'll make sure your cumming as well."

The two got to work thrusting even deeper, Issei hitting her womb as Yasaka simply plowed her ass, as Yasaka's mind almost couldn't handle it, she could feel Issei's cock explode deep inside as she came too, her legs locking him in place as he drained his balls right in her, that pleasure was only exemplified by Yasaka's own thrusting, climaxing from her ass once more as her eyes glazed over and rolled back into her head, Yasaka simply enjoying watching there faces as they climaxed. Pulling out as her ass as her whole-body shook, soon Issei's climax had to sadly end, after a good minute of creampie. Issei was about to pull out but-

"Oh no you don't."

"Gah!"

Venelana's legs still locked around Issei's waist, looking at him with hungry eyes as she started bouncing on top of him.

"You're not leaving just yet, you're going to give me a little more, you can't let me feel that good without expecting me to want even more of your seed."

"Kuuuu... I was hoping to bounce on top of him."

Issei could feel both women peering down on him, clearly hungrier than ever as they started caressing his body, the next round was about to start.

SLAM

"Mooooothhhhhhhhhhheeeerrrrrrrr!!!!"

"Eeep!"

Issei eyes slowly turned towards the door, an intent red aura that was emanating from hi red hair lover, who looked like she could kill at any moment.

"Oh... looks like you finally found us Rias, how are you doing."

"Get away from Issei mother, he's mine!"

Rias moved in a flash, trying to pull Issei out of the milf sandwich he was in, but neither Yasaka nor her mother were willing to move.

"Ah, I am just teaching him so you will feel better dear."

"You already have dad; I want to mold Issei how I want him to be!"

"(C-Can I just be myself.)"

"Now dear, you should know that we are willing to share in the gremory family, so don't be so selfish."

"I will be as selfish as I will be when it comes to Issei, so please get away from him."

"Oooh, now this won't do."

Yasaka removed herself from Issei's back as she went up behind Rias to grope her."

"Ahhhhh!"

"This shouldn't be a time to fight, you two should be getting along, Issei definitely wouldn't mind himself an oyakodon."

Issei felt his member twitch at the mention of it, he wasn't going to lie that since doing Venelana, he dreamed of the mother daughter pair going to town on him and he did the same for them, fondling those massive oppai as he took them solo and together, and Venelana was licking her lip."

"Hee hee, I never thought about how pairing may affect him."

"H-Hey mother! Don't try and- "

Venelana got off Issei as he laid on the bed as she brought her chest up to her daughters, as she noticed his member being even bigger, and the scent, it was already invading her senses as she and her started to give him a tit job.

"Think of this as your reward for taking your lessons to heart with pleasing me, enjoy this mother-daughter combo boob job."

"G-Geez Issei, I better get more cum than mom since she already has gotten some."

As their breasts pressed against him, Issei continued to ascend to boob heaven as Yasaka let him suck on her tits as she giggled softly, her own mind wishing she could give Issei this, but not now, it would still be a few more years.