Chapter 6 Part 5

And then he was pushing into her ass with his lubed up messy cock, covered as it was in a mixture of her and his sexual fluids. Even as Grayfia began to squeal and whine helplessly, Ddraig pulled her head back around and forced her to get back to eating the dragon girl out. In the end, Grayfia did so, even did so enthusiastically, trying to focus on Ddraig's cunt and the task in front of her, rather than Issei's cock and the penetration going on at her back door.

Issei's momentary pause had been good for something rather than teasing her as it turned out. As tight as Grayfia's formerly virginal butt was, he'd managed to lube up her sphincter enough while they talked that the first few inches of his shaft ultimately slid right in. It was what came after that was hard, as Issei buried more and more of himself inside of Grayfia's bowels.

Slowly but surely, Issei got all of his considerable length inside of the shaking, squirming maid's ass, grunting as he then began the process of pulling himself back out of her, her butt muscles not exactly keen to let him go as they clenched down hard around his girth. But eventually Issei managed it, only to push right back into her, starting the process all over again.

In and out, in and out. This became Grayfia's world, along with eating out the red scaled dragon girl lounging in front of her. Issei sawed in and out of her ass over and over again, until eventually the pain and discomfort of something so big in such a small, tight space, started to dissipate. The agony left and was replaced by something Grayfia had never expected. Just as Issei had said, she was soon feeling pleasure from that of her 'third hole'.

Was this truly what anal felt like? Grayfia's eyes were wide as she felt ever increasing arousal from the butt pounding Issei was giving her. When Ddraig released yet another round of her pussy juices all over Grayfia's face a few minutes later, the maid barely noticed, her attention now almost entirely on her ass in stark contrast of where it had been before. Ddraig let go of her hair and Grayfia rose up fully onto her hands and knees, looking back over her shoulder at Issei and moaning wantonly as he continued to rail her from behind.

"F-fuck! Fuck it's so good! A-ah, Master was right! Anal sex is amaziiiiiing!!!"

She came on the spot, her eyes rolling back in her head and her body shaking, causing her still lactating tits to shake as well. Grayfia ended up spraying milk all over Ddraig in front of her as her mouth fell open and her tongue lulled out, but Ddraig didn't mind, simply licking it off her scales even as she got a front row seat to her Master making the Silver-Haired Queen of Annihilation ahegao right in front of her. Ddraig thought it rather beautiful. Issei, who couldn't see it, was focused totally on just how unbelievably tight his newest conquest was. Grayfia meanwhile, wasn't doing any thinking at all at this point.

Perhaps that explained the next words out of the delirious woman's mouth.

"Yes Master, YES! FUCK YOUR WORTHLESS MAID'S ASS-PUSSY!"

Things came to an immediate halt as Issei stopped dead and Ddraig froze up. It took a little longer for Grayfia to realize what was happening, but when she did she looked at Issei in confusion, her brow furrowed as she mewled cutely.

"Master… why did you stop?"

Issei stared back at the centuries old devil he'd just enslaved with no small amount of consternation on his face. Reaching out, he grabbed hold of Grayfia's silver mane and pulled the disheveled looking maid up against his chest as he looked her in the eyes.

"Grayfia, I need you to do something for me, alright?"

The mind broken devil nodded slowly, her face lighting up with joy, her expression showing just how far she'd fallen.

"Anything Master!"

Issei briefly smiled at the show of devotion and obedience and then got serious again.

"Grayfia… never ever refer to your asshole as an 'ass-pussy' ever again, okay?"

Blinking dumbly, Grayfia flushed a deep scarlet color, a small bit of her former self showing through the embarrassment and humiliation as the maid finally realized exactly what she'd said in her moment of ecstasy. Really, in the end there was only one response to Issei's command. Eyes downcast, Grayfia nodded as best she could.

"O-Okay Master…"

Issei smiled and captured her lips in a deep kiss, washing away the silly moment as he went right back to fucking her ass without missing a beat, this time with her molded back against his chest. Grayfia moaned into his lips and then disengaged, turning back around to face Ddraig, though with her eyes closed she wasn't really looking at the dragon girl as she bounced her big fat bubble butt against Issei's pistoning member and lost herself in the pleasure that followed.

Ddraig ended up soaked as climax after climax sent Grayfia's pussy juices flying forward from her well-fucked yet all too empty cunt and at the same time, her constantly shaking breasts continued to spray out all over the bed in front of her, the dragon girl included. This messy bit of ass-fucking continued on for quite a while until finally, with a shout and a holler, Issei came inside of her one final time. Grayfia experienced one last mind-blowing orgasm in that same moment and they ultimately collapsed forward onto the bed together, Issei's cock still unloading in her ass even as Grayfia began to fade away, passing out.

The last thing she felt before everything went black was Issei's massive prodigious cock FINALLY beginning to soften inside of her tight butthole.

-x-X-x-

An hour later, Issei was sat at the edge of his bed with Grayfia on her knees before him. He had one hand curled in her hair as she sucked and licked at his messy member, cleaning it quite thoroughly and doing the same to his balls as well. Ddraig was nowhere to be seen, but that didn't mean the dragon girl wasn't watching from Issei's mindscape. In the end, her corporeal form hadn't been needed anymore, now that Grayfia was fully broken.

"So you understand what I want you to do?"

Grayfia nodded before momentarily disengaging from his soft member, taking it in her hands and jerking it up and down as she looked into Issei's eyes and repeated his instructions to her back to him.

"I understand Master. While I am yours now in every way that matters, I cannot stay. Your will is for me to stand by Lucifer's side for now and use my position as his Queen to find information on both targets and potential threats to your eventual reign. I am happy to serve you in any capacity Master, though I long for the day that I can properly kneel at your feet as your slutty little maid."

Issei chuckled at that, running his fingers through Grayfia's silver locks. The young man was still a little bit surprised at how everything had turned out. After everything that Rias and Sona had told him about Grayfia after the initial capture, he'd been amazed that he was now at the same level of strength as the one they called the Strongest Queen. And now that she was under his thumb and part of his hoard and harem like all of the others… Issei felt even stronger.

He felt like he could take on the world, like there was nobody left to stop him. But for now, he would remain vigilant and try to stay under the radar for a bit longer. Grayfia would be extremely useful in that regard, though if Issei was being honest with himself, he could hardly wait for a time when she could play his happy maid slut as well. Smirking down at Grayfia and seeing that she'd gone back to cleaning off his dick as he lost himself in thought, Issei nodded in agreement.

"Yes, I'm looking forward to that day too my pet. Mm, though for now, consider it an order from me that you have a slutty version of your old French Maid outfit made. You are to wear it when you come to give me information and status updates on the state of the Underworld. I expect to see more skin than cloth, if you get my meaning."

Grayfia grinned lewdly and nodded rapidly, her head bobbing up and down as she looked at him with such devotion and adoration, more than Issei suspected she'd ever shown Sirzechs. Grayfia's relationship with Lucifer was one of duty and commitment from what Issei could tell. Her new relationship with Issei was built on lust, arousal, and mind broken love. Duty and commitment came after the devotion he could see even now in her eyes.

"I understand perfectly Master. I can hardly wait to show you what I have made."

Imagining what it might look like, a wide smile spread across Issei's face and his cock began to grow in Grayfia's hands all over again. Grayfia let out a gasp of delight as she looked down at it, before staring up at him with needy puppy dog eyes. Chuckling, Issei nodded, giving his permission.

"Go ahead, show me more of that excellent technique of yours slut. We probably don't have time for another session like the last before you need to report back, but I can at the very least give you a light snack before sending you on your way."

Grayfia snorted derisively even as she began to bob up and down on his cock, her hands working his nut sack and the lower half of his cock and her lips sliding further and further along his length as her tongue lashed back and forth across the underside of his girth. She'd seen what Issei's cum shots looked like. She'd certainly experienced enough of them to have intimate knowledge by this point. Light snack nothing. Grayfia was sure she'd feel full for the rest of the day once she had another helping of Issei's delicious warm seed in her belly.

The thought sent a spark of excitement through Grayfia and the silver haired maid sped up her actions, eager to get the taste of Issei's cum back in her mouth and throat as swiftly as possible. Meanwhile, Issei simply leaned back, a happy grin on his face and his hand resting in Grayfia's hair as he wondered just who would be next. The Strongest Queen was now his… where did he go from here?

meh note: yo, fellow cultured man, help me rate this novel e?

so we can get this novel to other "man of culture" recommendation page thingy