Highschool DxD: Dragon's Ascent

~3rd Person~

Takumi's eyes fluttered open as artificial sunlight peered in through the windows of his personal suite in his bedroom. To be woken up once more was an offence to him right now. First was an assassin now it was sunlight assaulting his eyes again.

Apollo was just digging his grave deeper.

And despite sleeping, the feeling of rage boiling in his heart hadn't diminished at all, he still felt like mangling every Phenex alive into piles of misshapen meat. He knew his anger was amplified by the remnants inside of the Boosted Gear but he failed to care.

Well at least right now he had access to the most stress-relieving toy in history to calm his nerves.

Grayfia's sleeping soft body was pressed up against him with his arms wrapping around her and pulling her closer. Her body was both curvy and soft, he was surprised that Grayfia was still asleep but she must have been tired like him.

Regardless, Takumi's hands grabbed a large handful of Grayfia's large plump ass clad in her white lingerie. Her ass was very soft and smooth, like a baby, it was also the largest ass Takumi had ever seen with his own two eyes, even bigger than Akeno.

I relieved my stress accumulation by thoroughly molesting Grayfia's plump and meaty ass, grabbing and playing with it like dough. Kneading it, I couldn't even grasp a single cheek with a single hand. Such a therapeutic feeling it is. Maid Milf ass truly was different.

"Mhh~"

Grayfia moaned lewdly in her sleep, his rock-hard erection straining against his boxers rubbed against her waist. He couldn't enjoy his stress toy for too long before Grayfia's eyelashes fluttered and her eyes opened, immediately locking onto his.

Of course, there was not a moment of this where Takumi had ceased his thorough groping of Grayfia's ass.

"Good morning Grayfia." Grayfia's eye twitched at his casual tone, she opened her mouth like she had a lot to say before closing her mouth and furrowing her brows as if swallowing her words after a moment of contemplation.

"I would to ask you to stop molesting my ass but I feel like it would be a futile endeavour." She knows me too well. "I should have expected this, I suppose the fault is with me- ~!" Grayfia gave Takumi a glare as he squeezed her ass while she was talking, making her flinch and moan, she was incredibly sensitive due to his seal and not being able to cum because of it.

She felt his very... hard and hot cock rubbing against her midriff and sighed.

"And I suppose you will ask me to relieve this for you next?" Grayfia said in a mildly irritated as Takumi looked at her with well-hidden confusion.

"...Yes?" The thought of her offering such a thing hadn't even crossed his mind. Hell, he hadn't even thought about ordering that, he was just truly relieving his stress with her ass and also wanted to mess with her. He was initially intending to just grab a Homunculi to relieve himself afterwards.

But now he was too invested to see where this would go.

"...Very well then, I cannot have you going to Phenex Family and spreading a plague to them because you are frustrated." There was a very real chance he would have done so "I will take of your erection for you but no more got it? I am simply doing this as my job." Takumi shrugged in response to her sharp words.

Grayfia had resigned herself to having to take care of Takumi. In her view, Takumi was simply a monster in the making, a mind more brilliant than Ajuka's with the hubris of a teenage dragon and coupled with the fact that she could sense his Mana visibly increasing daily painted the picture of a true monster. And considering how bad the rest of her race was screwing up it was her job to keep him under control.

That meant being more tolerant of his... shenanigans too.

Deciding to take care of him was also completely unrelated to her husband who had left her to become his maid passing out drunk in his office when she came back to ask for one more night to spend together before she would be under Takumi's employment full time.

Completely and utterly unrelated. Grayfia was a model maid, she was in no way a vengeful person.

~~~~~~r18 Start~~~~~~

Frowning and shaking her thoughts away Grayfia pulled down Takumi's boxers that albeit did not hide much and her eyes widened at the sight of Takumi's rather large cock, it was 9 inches long, and plenty thick too. She swallowed at the sight of it, berating herself for her thoughts, she was already so incredibly pent up because of the damn seal.

"You are welcome to gawk you know? But I admit I would prefer a different type of gawk at the moment." Takumi goaded her with his signature smug smirk making Grayfia snap out of it and scowl at him.

"Be quiet. Let me work." Grayfia shushed the annoyingly smug Takumi as she wrapped her hand around his thick and warm shaft and started stroking it with the expertise of a centuries-old Maid Milf.

Although she hadn't given many handjobs to her husband before, she was still confident in her skills as a maid as she jerked Takumi's dick, carefully handling it with a firm yet soft hand.

"I have quite the stamina, maybe some visual aid would help? Wink wink." Grayfia gave him a stern glare but relented.

"Fine, we need to hurry anyway, but only this once. Also please refrain from audibly saying 'wink wink' ever again." Grayfia complained but still sat up and undid her bra, letting her large breasts only second to Akeno spill out, her large and soft breasts topped off with a large pink nipple. Grayfia took some measure of satisfaction at Takumi's gawking face.

Now, Grayfia was sitting on Takumi's legs with her hands wrapped around his cock, as she resumed stroking she lotioned her hands with the lotion sitting on Takumi's bedside, with how backed up Takumi was recently did not take him too long to reach an orgasm by Grayfia's soft hands giving him a professional handjob.

"Grayfia, I'm cumming!" Hearing this, Grayfia instantly bent down without thinking and wrapped her mouth around Takumi's cock just as ropes of thick cum started unloading into her mouth, after a few seconds of cum filling her mouth Grayfia swallowed the cum that tasted unexpectedly good, then realizing what she had done she blushed and turned her head away.

"Do, not, say, a, word. I simply did not want to make a mess. Now that you are done please get dressed." Takumi got up stretched with a teasing- no, shit-eating grin.

~~~~~~r18 Over~~~~~~

"Whelp, that was certainly great, I feel relieved, a milf maid handjob truly hits different." Hearing Takumi, Grayfia scowled before facepalming hard.

"I will have to ask you to never call me that."

"Too late, already made up my mind. Anyway, now I am motivated, let's go cripple the Phenex Family!"

Grayfia once more sighed in exasperation as she got dressed. Her new job already seemed more exhausting than her previous one.

✧—•✦•—✧—•✦•—✧—•✦•—✧

~Goch Grand Auction House~

Takumi watched as Lord and Lady Phenex entered his meeting room. His eyes glowed a neon blue light with draconic traits. Grayfia stood behind him like an attendant as they sat down, Lady Phenex looked just about done while Lord Phenex glared at Takumi.

"Hello there, I would say welcome but it's obvious that would be a lie. Let's skip the formalities since they were abandoned the moment you hired an assassin. Let's see what you can offer me." Takumi smirked as Lord Phenex scoffed, making him raise an eyebrow. He sipped his tea while not offering the Phenex any.

"Offer you? We are here to discuss business boy. Don't get a hot head just because you can make poor imitations of the Phoenix Tears, you are still just a young upstart who doesn't know what they are doing. The compensation for you has already been prepared, we have coffers deeper than you can imagine. This is for something else."

Takumi remained silent, seemingly c a l m l y sipping his tea as Lord Phenex kept talking.

"We want you to unseal Riser. I gave you the benefit of the doubt since you are young, that assassin was just a warning. You do not want to cross the Phenex Family boy. We are among the strongest Devil Clans that have been there since the beginning and a cornerstone of the entire Devil race." Lady Phenex looked concerned as Lord Phenex got more heated up but Takumi put his tea cup down.

"Wow, no wonder you are so blind, must be hard to see with your head so far up your ass." Crack! Before Lord Phenex had a chance to speak Takumi grabbed his teacup and crushed it in his hand as the whole room started to shake, cracks forming on the walls.

"You seem to misunderstand, you are the ones here to make concessions to me. Be afraid of the Phenex family? That's hilarious. You are the ones here to satisfy my anger, because now? I am more than willing to tear your entire bloodline down." Burning blue eyes drilled into Lord Phenex who seemed like he was about to burst a vein from anger.

"Potions, Elixirs, Artifacts, Sacred Gears, Life, I can make any of those, I am already becoming a cornerstone of the underworld. And I will grow bigger, I have the support of all of the Satans behind me, even Ajuka can't match my potions. You are here to appease me before I make up my mind about tearing your family down. Because let me tell you, I am willing to bet my life on the fact that I can get rid of you and your family within the year. And..."

The room shook harder with an oppressive aura.

"Call me boy one more time I will shove that empty head of yours up your ass and make personally sure to reduce you to something that will envy Riser and that Assasin's fates." Takumi's words lay thickly in the air as the Phenex slammed his hand on the table.

"You dare threaten me-!" He was promptly stopped by Takumi cutting his words off.

"Grayfia, throw him out, he is not needed in this discussion as a former head anyway. Or alternatively, prepare a coffin and let me show you just how brutally you can end an immortal." Grayfia approached the former lord with professionalism.

"Please follow me, I will escort you out."

"But-!" He was quickly silenced with a warning look from Grayfia, her reputation as the strongest queen was well known. He was only able to swallow his words and shoot out one last glare toward Takumi before leaving. Leaving a frustrated-looking Lady Phenex and a now dangerously calm Takumi alone in the room.

"So, Lady Phenex, since you are the head of the Phenex Family until your son officially takes over you can continue our negotiations for him. I hope you aren't as idiotic, for the sake of your family at least."

Takumi gave an innocent smile, malice dying his eyes.

Lord Phenex had just sealed their fates.

A/N: The Grayfia route is finally unlocked and it is happening in full swing. Grayfia has finally accepted her position as Takumi's caretaker and basically babysitter to make sure he doesn't cause the apocalypse somehow. Now her corruption can fully begin. The scene was brief because I did not want to drag things too much.

Also, Lord Phenex really did just seal their fates. Now, because of him, Takumi will make sure to fuck the Phenex family extra hard. Both Physically and Metaphorically. Because if it isn't obvious I like Milfs and Ravel Oyakodon sounds very tasty.

What did you guys think about the Grayfia development and the start of Takumi's hostage negotiation? Hearing your thoughts about it would really help. Your comments help motivate me and help me improve