Kakashi would be genuinely enthusiastic the first time you asked him to make it more rough. He adapts seamlessly to your desires, restraining his own instinct to take you how he wants it.
So much so that he found far too much pleasure in it to care for even a second about your nails digging into his back, dragging down toward his waist as your sweet, desperate voice begged him.
“Mhmm, Kakashi…”
He nestled his face into your neck, moving slowly, carefully inside you as your body tightened around his painfully hard dick.
“Yes, sweetheart?”
“More, please…Ah!” He tested a harsher thrust that almost made your eyes roll back, your legs locking around him, pulling a groan from his lips.
“More, you say?” He cradled your head against his collarbone as he began driving into you so rough your lungs barely had time to catch a breath between each pound, tears streaking down your cheeks.
Yet, when you noticed after a little trail of blood from the mark you had left on him, Kakashi only lifted an eyebrow at your saddened expression.
“What happened?”
Too shy to voice it, you merely pointed with your eyes. He turned to glance at the mirror, and contrary to your fears, Kakashi’s dick grew hard again.
He chuckled as you hid under the pillow, only your timid, lovely eyes peeking out.
“Don’t worry about it. In fact, I wouldn’t mind if you did some more…”
He loomed over you, his smirk pronounced as he gently lowered the pillow concealing your beautiful body.
🍃 Itachi
Itachi is especially focused on how you feel, never overstepping or pushing your limits—perhaps only when he enjoys edging you until you’re crying from pleasure. But rough? He’d need to be absolutely certain before even considering it.
His breath faltered, whispering against your lips as you reached for more and more of him, desperate to feel him closer.
“Are you sure, [Name]?”
“Mhmm, please, my love—” Your sinful words caught him off guard, especially as your hand pressed against his back, urging him closer. “You never go too rough… But I—I need it, Itachi—”
He couldn’t suppress the low groan that escaped as your plea left your mouth. Lifting his head to gaze at you one more time, his lips captured yours, while his hand pinned yours against the mattress as he began to move—slowly, yet with enough roughness to make you cry out his name. Occasionally, his voice broke through in whispers of reassurance: “My lover take me so well… Mhm… just like that.”
Afterward, as he began covering your body in reverent kisses, murmuring his gratitude in every touch, his head lowered further down, his back exposed to you. You gasped at the scratching marks you saw there.
He raised his head, waiting patiently for you to speak, knowing your talkative side during moments like this was only ever temporary.
“I-Itachi… your back.”
You hid your eyes behind your hands, but he leaned closer, nuzzling into your face and pressing a kiss to your cheek.
“It’s a price I gladly pay for you, [Name].”
🍃 Shikamaru
As you bounced up and down on him, Shikamaru’s mouth fell open only to spill praise over you as you do all the work.
“Feel…fuck—so good, babe.”
But your whines wouldn’t stop as you struggled to move faster, desperate to take him deeper. You buried your head into his neck.
“I-I want more…”
His dick twitched inside you at your timid words, his hands sliding over your hips as he pulled you down at the same time his own thrusts rose to meet you, driving even deeper.
“Yeah, want it rougher? Then take it rougher, babe—”
Without pulling out, he shifted you onto your back, his pace suddenly plunging so deep it stole every breath from your lungs. His teeth sank into his own lip so hard he swore blood might spill, just like the sting he felt on his back from your scratches. Yet he stayed silent, unwilling to break the moment when your cries of pleasure were so utterly raw.
When at last both of you finished, he collapsed onto his back on the bed, one eye closed, the other cracking open toward you.
“What did I do to deserve such punishment, huh?”
You turned your head away immediately, guilt flushing through you so strong you couldn’t meet his gaze. Shikamaru noticed at once, and with a sudden pull that made you yelp, he dragged you onto his chest, wrapping you in a loose embrace as he closed his eyes, breathing deeply.
“Shh… it was worth it.”
🍃 Naruto
“I-I want to try it rougher.”
Usually, he was the one making you blush with his raw, unfiltered words. But right now? Naruto found himself stammering, his cheeks instantly flushed.
“Y-you want me—want me to go r-rougher?”
You nodded slowly, noticing how his pupils dilated at the thought of your body struggling to take him. It only took a moment before Naruto was all over you, carrying your body down with him onto the bed, capturing your lips in a feverish kiss. He was already moaning into your sweet mouth, his tongue urgently seeking yours, swirling with hunger.
“Why didn’t you say so, hm?”
You chuckled softly, gazing into his feral eyes.
“I…I just did, Naruto.”
He shook his head dismissively before lowering his mouth over your body until his teeth found the loosened fabric of your bra, tugging it down.
Soon, it was almost a contest—who could moan louder—as his too-hard dick drove into you like his very life depended on it.
“Fuck, baby! You feel so good, so … good. The best—Mhm! I only ever want this — thrust —sweet —thrust —pussy for the rest of my life—”
His dramatic declarations were overwhelming, making your heartbeat race so fast it felt like you might faint. Combined with the force of his thrusts, it made your hands act on their own, dragging across his toned back, leaving scratches that made his eyes widen and his mouth fall open at the sensation.
The moment you realized what you had done, you began to stammer an apology, but he silenced you instantly, kissing you like a starving man as his thrusts grew desperate, teetering on the edge.
“Do it again, baby. Please—I need it!”
🍃 Sasuke
With Sasuke, it wouldn’t take long before you asked for it. You could feel him trying to be gentle, sweet, yet his rough grip betraying him sometimes when you called his name, an undeniable urge to claim you in every possible way. Mentally, he struggled as he moved inside you, barely holding back curses at how well you took him.
When you cupped his cheek, pleading with those sinful, adorable eyes for him to be rougher, it was as if a switch flipped inside him.
“Rougher, hm?”
He flipped you onto your belly, lifting your hips to bend more for him, groaning as he admired the view. He couldn’t resist leaning close, tasting you, teasing your pussy just a little. He parted your folds, licking a string from your needy hole to your swollen clit as your legs trembled.
“Sasuke…”
He raised his head, licking the evidence from his lips, taking himself in hand, mesmerized by how tightly you held him. Your grip was already too much, and he gripped your hips rougher.
“Stop that if you want more.”
You obeyed instantly, yet your body still trembled uncontrollably. When he began again, deeper, rougher, your voice could barely manage anything but his name. He couldn’t contain himself any longer, reaching that point where every thrust, hitting and pressing, pushed him closer to the edge—until he pulled out, flipping you onto your back again.
He needed to see your face as he came; it was mandatory, a look reserved only for him. The shake of his teeth against your neck compelled you to do the same, marking him with your nails along his back, drawing a hiss from him.
“Fuck, [Name]—What are you doing to…me?”
The question meant something else entirely, because in response to your touch, his thrusts became sloppy, almost careless, yet each one made him teeter on the brink, imagining both of you leaving marks on each other.
An impulse of possessiveness surged as he saw his bite on your neck, yet your eyes…were sad? As your fingers traced lightly across his back, he hesitated.
“What are you thinking about?”
You met his gaze shyly.
“Are you upset with me?”
Upset? More like obsessed. Yet, he didn’t say that out loud.
“No. It’s fine.”
Only the faint blush on his cheek betrayed a hint of the truth.
🍃 Obito
Obito can barely restrain himself each time he’s inside you—he’s utterly obsessed with your pussy. Especially eating her. He’d gladly stay between your thighs the whole day if only you allowed him. But being inside you? Ah, he could lose himself in you anytime you desired, always at your disposal.
“Mhm, my baby likes it? Tell me how much you like it, [Name].”
“Obito, deeper! I want you deeper—”
You hadn’t even finished your sentence before Obito began driving into you harder, moaning against your lips as your body stretched further around his dick.
“Yeah? You want me deep inside you? To feel me here?” He guided your hand above your waist, and your eyes widened when you realized just how deep he was, almost sending you over the edge with that feeling alone. Instead, your nails dug into his back hard enough to make him hiss, but he only thrust deeper.
“Fuck, baby—Yes, let it out on me. All of it.”
When you buried your face against his chest after both of you came undone in an explosive rush, Obito tried to coax your flustered expression to meet his gaze, but you only whispered shyly, ashamed.
“I’m so sorry, baby… I hurt you…”
He chuckled, pressing a kiss to your temple and pulling you over him as he rolled onto his back.
“I love it, [Name]. I love seeing you lose yourself for me like that.”
You blinked twice at his smiling face before resting your head against his chest, blushing.
“You’re insane…”
🍃 Neji
Between you and Neji, there was always an unspoken battle of silence—both of you too introverted by nature, making it hard not to say something when the quiet felt heavy. Yet the gentleness he carried each time he had you was so overwhelming that you couldn’t help but plead, staring at him as he hovered above you, moving in and out of you so slowly, so sweetly, his hand clasped with yours beside your head.
“N-Neji?”
He glanced down at your lips, then at your eyes, faltering in his movements as though afraid of doing something wrong. He only murmured a soft, “Hm?”
“C-can you do it… rougher?”
He froze inside you at that, eyes widening as he felt himself twitch, the urge to move nearly undoing him. He held back just enough, then did exactly as you asked—his pace quickening, driving deeper.
At some point, you were stunned by him, as though he was punishing your pussy, his mouth falling open, struggling to contain his sounds as the entire bed shook.
“[Name]!”
You barely stopped your nails from digging into his back, but the damage was already done.
Still, he wasn’t angry; he too felt himself losing control. When he pulled you into his arms at the end, his voice was anxious as he whispered.
“Did I do something wrong? Was I too rough?”
You looked at him, nearly on the verge of tears.
“No! It’s my fault, I’m sorry—you felt so good that I didn’t think—“
“Shh, it’s okay. I’m not mad at you.”
He stroked your head as you rested it against his chest, your panic dissolving in the calm of his voice.
I think it would be really cute if Kakashi got to know Naruto from young age; knowing how awful it is to be an orphan, and, being seen as legally adult at 14 (since that's kind of what chuunin exams are, right?). I'd imagine he wouldn't take on full care, but he'd act like a cool older brother, taking Naruto for trips, hanging out with him and letting the boy connect with someone else than fucking Hiruzen