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Enstars’ Self Indulgent Pile

Summary:

a collection where i decide i want to write a certain character because i wrote all of this for myself but y’all can read them too :D
i’ll have tags for each chapter in the notes so be warned!

Chapter 1: Kaoru

Notes:

Kicking off with Kaoru (was suppose to be madara but he’ll come later). heavily inspired by WriterToTheMaximum’s femdom kaoru.

- first time
- pegging
- fluffier than i had intended

Chapter Text

Kaoru had never felt so giddy with excitement and adrenaline rushing within him, pacing around the room while he tried on all his clothes in a frenzy, his mind was just burning with the fact that Anzu even agreed to go out with him.

Not just a date, no no.

He finally got her to agree for dinner and a night together. After spending 3 months chasing and convincing, she finally said yes.

The two of them never actually wanted to label their relationship, but it was clear that they were in the phase of ‘getting to know each other better’: in her words specifically. He thought of the scenarios when he went out with her in so many different ways, but it didn’t come in the ways that he expected.

The few dates that she agreed to – mostly work dates mind you – she would give him small snacks, spoil him with some hand holding (and he had to not pass away on the spot at the way her calloused but small hand fit perfectly in his) and even saying some lines that she very obviously might have consulted google for, but her delivery makes it adorable and her that Kaoru clenches his heart internally. When they first started out, he wanted to be that gentleman for her; willing to be at her beck and calling, but she always seemed to find a way to turn the tables on him with surprises of her own that a relationship requires two hands to clap.

Not that he mind, it was nice to receive love for once.

Kaoru decides to go with his white turtleneck and beige flannel, better safe than sorry in his vocabulary, and makes his way to the restaurant that he booked. She arrives in a full black suit and stilettos, making her small frame intimidating but still carrying the shy atmosphere with her. Anzu smiles brightly at him, delicate red lipstick and blush giving her a mature look.

Oh, he isn’t going to survive tonight.

He’s proud that his voice doesn’t give out a hint of nervousness when they talk during dinner, his eyes constantly shifting from her expressions and how she is holding his hand so tenderly, thumbing his knuckles as she speaks. The way her silver necklace hidden within her blouse that Kaoru swears looks like the one he gave to her as his first confession, the heart-shaped eternity gleaming under the light. He’s forcing himself to stay attentive to the topic of this whole conversation, nodding with his brightest smile as he squeezes her hand when she gets excited, eyes burning brighter with the passion in her voice.

Once dinner is finished, he leads her to a nearby love hotel. He wanted something fancier than this particular place but with his paycheck due only on Monday, this will have to be best for now. Kaoru doesn’t have any experience in sexual, which is surprising for his playboy image, but he had researched on how to make a girl feel good. As much as it was his first time, he wanted to make Anzu – the one girl that had ever made him feel loved and cared for – well, cared for. If she did so while spending time with him, he wants to make her feel the same tonight.

Anzu giggles when he presses chaste kisses on her face, neck and forehead. Adorable in her eyes as she takes the chance to cup his cheeks to french with him, holding each other close and tight. Breaking from the kiss, Kaoru can make out his mind feeling light and fuzzy, and they just started kissing!

“W-we should wash up before doing anything.” She whispers, clenching his flannel gently. If Anzu looks so cute like this, how was he going to make it through everything?

He faintly registers himself saying ‘yes honey’ before allowing her to wash up first, taking his seat on the side of the bed. His brain can’t help but to be filled with the scenarios of how the night was going to be. The more he thinks of it, the more he feels himself riling up to too high of an expectation. No matter what, tonight is him wanting to give the affection that she has given to him; that will be what he wants to let her to feel.

Kaoru doesn’t register her walking out of the bathroom, and he swore his heart dropped in shock when he turned to face her.

“W-what is that..?”

“A strap-on.” The way Anzu says it sounds so normal about the whole situation, but still being a little blushy in her loose dress shirt and black lace in full view along with the black dildo and harness.

“Sorry, is it too much for the first?” She asks nervously, playing with the ends of the shirt.

This was the last expectation he was getting from the night to get a peg in the ass, more so with something that definitely looks bigger than his own.

“N-no! But I thought, you aren’t..?”

“Aren’t going to be taking yours? I would if I was not on my period,” Anzu laughs, sitting beside him. “But.. I like these kinds of things more than taking a guy.”

She realises that Kaoru has gone silent in her ramblings, afraid he will misunderstand her words or the whole situation as the unspoken pressure she’s putting on him to do something that he isn’t comfortable with.

“We don’t have to do it, we can just do something tame if you want–”

“I’ll do it.”

Now it was her turn to be surprised. “E-Eh?”

Kaoru claps his hands in hers, looking into her eyes with a determination he mustered with all his might. “I’ll do it, Anzu.” His voice wavers a bit and he can feel himself shaking, but she doesn’t catch it. “I don’t mind trying something new.”

The way her eyes brighten up was really something he was glad for, but he can feel himself getting stiff from nervousness or fear, he couldn’t tell.

“If you wanna stop, just say so. Okay?”

She’s thoughtful in that sense, always putting his needs ahead of her own, even if it is something that she wants to do. Maybe that is why he liked her more than the rest of the people he dated, because both of them are selfless in that sense, others before self.

“Okay.” He agrees.

“O-Okay!” Anzu gets up rather quickly, clearly enthusiastic for the whole situation. She heads to the complementary table with lube and condoms and grabs as many packets as she could hold, making her way to the bed. Kaoru stiffens when she kisses him, coaxing him to let her in his cavern. He complies, soft moans letting themselves lose before being swallowed greedily by her. The view of Kaoru having a very bright blush on him was a good look, too adorable for Anzu to handle!

He helped her to remove his clothes, both the strap and his cock bouncing gently in sync. She laid him down on the bed, rubbing his shoulder from him tensing up. He closed his eyes with small breaths, saying ‘I’m fine’ over and over like a mantra. Kaoru swears he can hear his heart racing at the edge of his ear.

“Can’t prepare you like this Kaoru-kun, gotta relax for me hm?” Anzu coos, peppering kisses on his face as she gently fondles his ass. “Can you do that for me?”

Kaoru wheezes a confirmation before Anzu tears the plastic and lubricates her finger thoroughly, slowly pushing it into the rim until her knuckle disappears.

“Kaoru?”

Kaoru nods enthusiastically, not even knowing what he was agreeing to as he gets comfortable with the feeling of being penetrated.

“M’ okay, just a bit weird.” He gasps out, and she brings his attention back to her with another opened kiss. The whole situation wasn’t as scary as he thought, moaning into the kiss as he felt the finger moving around inside of him. Anzu was just observing his expressions as she added the second finger – just in case he was in pain – it was safe to say that he was enjoying it as much as she was with a loud moan when she brushes on a sensitive nerve.

He was shivering at the sudden reaction, looking to her with wide eyes.

“W-What was that???”

“Your prostate.”

How is she still able to say that in such as-a-matter-of-fact tone??

“It feels so- so weird??”

Anzu laughs at his description, pressing more kisses on his nose. “It’ll feel better later. I promise.” He doesn’t realise her putting in a third and stretching him a bit more, making him bite his lips to silence himself. Kaoru jerks a little, pressing himself closer to her.

“It-It better.” There was no bite to it, it’s his tense self speaking.

She laughed, pressing more kisses on his shoulder before biting insistently on it. He let out an embarrassing whine at the sudden pressure, pressing himself more on her fingers as they went deeper. Anzu repeated the cycle, alternating between biting and sucking on his collarbone and neck area as she fingers him open. All he could feel was him falling deeper into that floaty and soft state of mind, letting her do as she pleases before scrunching his face when she pulled her fingers out, immediately disliking the feeling of being empty.

Anzu reaches down to the strap, lining it to the rim of his hole as she grabs his legs to hoist his hips higher. With the cock stretching his insides inch by inch, she watched as his face went from anxiousness to gradually relaxing on the length, letting himself go limp when it was entirely sheathed, eyes screwed shut during the entire process.

“You did well Kaoru-kun.” giggled Anzu, pressing more bites and kisses on his chest.

Kaoru gives her a weak smile, opening his eyes to shyly look at the scene in front of him.

It took a lot not to come at it.

Their hips are literally connected to one another where the strap meets. He slowly takes in the fact about how full and pleasant he feels, the bite marks littering his shoulders and chest that paint a very beautiful pattern on him. Anzu herself was stunning, although her dress shirt covers her upper body with the exception of her lower half being covered by her black lace underwear, wearing such a predatory gaze at him where they are stuck to one another and shifting back to his eyes.

“Kaoru?” Her hands cup his face, and he can’t help but melt against her touch, nuzzling his nose against the warmth on his cheek. Anzu gasps but smiles at him, stroking his cheek. “Do you need a while to breath?”

He shakes his head, basking in the feeling of being showered with love and care. “P-Please move.”

Nodding, Anzu pulls back a little, letting the tip stay inside before pushing it hard and fast. The moans flowed out without restraint and Kaoru couldn’t bring himself to care anymore. His cock bounced with every roll of the strap, precum staining his stomach as he held onto the sheets. She attacks him with bites and steals kisses from his lips, nipping them till they swell. Everything happens so fast yet so occasionally teasingly slow. He doesn’t register himself spilling on his stomach and Anzu’s hand, breaths coming out in puffs as she pulls out of him.

She returns from the bathroom with a cloth, taking her time to clean him while peppering kisses on his face. She leaves the cloth at the side and sits next to him.

Humming softly, he pulls her closer down to him, burying his nose in her hair.

“We still need to wash you silly.” Anzu scolds, lightly smacking his hip.

“Tomorrow.” slurs Kaoru, already making himself comfortable in the bed.

He hears her scoff, but allows him to do as he pleases, both sleeping in the safety of each other’s arms.