The moment the tip breached her entrance, the world narrowed to a single, overwhelming point of sensation.
Sakura's pussy was impossibly tight. It wasn't just narrow, it was reactive, gripping me in a way that felt frantic and alive, possessing a crushing vitality that went beyond simple friction. The ring of her entrance clamped down on the head of my cock like a hot, wet vise, squeezing with a rhythmic pulse that bordered on painful. The pressure was so intense it felt like she was trying to push me out and pull me deeper at the same time.
Inside, beyond that initial grip, there was a slick, furnace-like heat that seemed to radiate outward. The walls of her virgin channel rippled around the very tip, fluttering in confused, involuntary spasms as her body tried to process the intrusion.
It was heaven.
Pure, unadulterated, suffocating heaven.
Every nerve ending in my cock screamed at me to push forward. To bury myself to the hilt in that wet, virgin warmth. To tear through that tightness, the depths that were pulsating just out of reach. To claim every inch of her in one brutal thrust.
Do it, my instincts roared. Take her. She's yours.
But I held still.
I don't know how. Maybe it was the years of discipline, or maybe it was the realization that if I moved now, I'd break her in a way that wasn't fun.
Beneath me, Sakura's entire body went rigid.
Her back arched off the bed, her chest pressing into mine. Her breath caught in a sharp, strangled gasp against my mouth. Her hands, which had been pulling me closer, suddenly turned into claws, digging into my shoulders not in passion, but in shock. Her legs stiffened, her heels digging into the mattress as her body tried to instinctively recoil from the intrusion.
"Hnnn—!"
I didn't let her pull away. And I didn't let her dwell on the sting.
Instead, I pressed my mouth back to hers, swallowing her pained whimper. I teased her tongue back into motion, coaxing it into another slow, distracting dance.
Don't focus on the pain, I told her silently with the pressure of my lips. Focus on this.
My hand slid up her torso, finding the soft swell of her modest breast.
I cupped it gently, feeling the weight—barely a handful, warm and yielding. Her nipple was a hard pebble against my palm. I rolled it between my thumb and forefinger, applying just enough pressure to re-awaken her desire and send sparks of pleasure racing through her nervous system.
"Mmph...!" Sakura made a muffled noise of protest, squirming slightly, but she didn't push me off.
Good. The pain was still there—I could feel it in the way her body stayed tense—but the pleasure was cutting through it, giving her something else to focus on.
I kneaded her breast slowly, rhythmically, matching the pace of my tongue in her mouth. I pinched her nipple again, a little harder this time, and felt her hips jerk reflexively.
Gradually, and rather surprisingly quickly, she began to relax. Sakura wasn't much a masochist like her mother, but she was good at tackling pain.
The rigidity in her spine softened. Her breathing, which had been sharp and panicked, evened out into something deeper. Her hands relaxed their death grip on my shoulders. Her tongue started moving against mine again, hesitant at first, then with that same clumsy enthusiasm. Her body softened beneath me, molding itself back against the mattress.
She kissed me back.
I kept up the stimulation, one hand massaging her breast while the other stroked from her hips to her thigh in soothing circles. I poured every ounce of skill I had into that kiss, making it slow, deep, and consuming. I wanted her to forget everything except the warmth of my mouth and the pleasure radiating from her chest.
When I was sure she'd calmed enough, I slowly, carefully broke the kiss.
I leaned back just enough to look at her, maintaining eye contact as a thin strand of saliva stretched between our lips before snapping. Sakura's eyes fluttered open.
Her cheeks were flushed a deep, blotchy red that spread down her neck and across her chest. Her lips were swollen and wet, parted slightly as she panted for air. Her green eyes were glassy, half-lidded, struggling to focus. Her pink hair was splayed out in a messy halo across her mother's lap, tangled and damp with sweat.
She looked thoroughly ravaged.
We held each other's eyes for a long moment, just breathing, then, simultaneously, both our gazes drifted downward, drawn to the point where our bodies were joined.
"Oh, look at that," Mebuki breathed, her voice tinged with awe and satisfaction. She leaned forward slightly, peering down at her daughter's crotch like she was inspecting a prized possession. "I was so worried with all her rough training and tomboy antics that she might've…. but no." She looked up at me, beaming. "Thank the heavens. The seal is still tight and undamaged. She is a fresh bolt of silk as clean as a new sheet of paper. You are the very first to lay hands on her."
The sight was primal. My thick, veiny shaft disappeared into her small, hair-dusted mound, but only just. The head was buried, stretching her pink entrance wide, the skin taut and shiny around my girth. But what caught the eye was the streak of bright red blood mixing with the clear fluids leaking from her.
It was stark. Undeniable.
"That's proof she had kept herself pure. A proper, untouched flower. All for you, Eishin-sama."
Proof.
I'd broken her seal.
I stared at the blood, a flicker of genuine surprise crossing my mind. I had felt the pop, sure, but I'd assumed it was just extreme tightness. Kunoichi usually tore their hymens years ago during flexibility training or taijutsu sparring. The fact that Sakura's remained intact...
It spoke volumes about how unseriously she had taken her physical conditioning.
My shinobi side scoffed at the lack of discipline. Pathetic training regimen.
But my primal side…. It roared in triumph.
I had broken her seal. I was the first. The blood on my dick was the proof of my conquest, a mark that I had taken something irreplaceable.
Mine. The thought pulsed through my brain like a drumbeat. Me. Me. Not Sasuke, not anyone else. ME. Finally, I had finally…..
My eyes dragged up from the union to Sakura's face. Her wide green eyes were staring at me with a mix of shock and disbelief.
"That's my—it's... it's in," she whispered, her voice trembling. "Sensei... it's actually in..."
I nodded slowly, "Does it hurt?" I kept my hand on her chest, massaging her budding breast lazily, thumb circling her nipple.
She looked back down at where we were joined, biting her lip. "I... I don't... think so? It's just... weird. Pressure. And... stretching."
Then she blinked and gave me a wobbly, scared smile that didn't quite reach her eyes. She glanced at my hand fondling her breast, opening her mouth to say something, but then her gaze flicked back to my cock and the words died in her throat.
"Just... give me a minute," she said with a nervous chuckle, her voice pitching higher. "It's too big, Sensei. I don't—I don't think—"
She was getting cold feet. The reality of the size difference was hitting her, and her confidence was crumbling. She pushed herself up on her elbows, trying to scoot backward, away from the intrusion.
But Mebuki was a wall behind her.
"There, there," Mebuki cooed, placing her hands firmly on Sakura's shoulders. "Don't be silly, sweetheart."
"Mom—!"
The mother pushed the daughter back down effortlessly.
Sakura's body sank back into the mattress, and the motion drove another fraction of my cock inside her.
"Ah!" Sakura winced, her face scrunching up.
"You're just scared," Mebuki continued, stroking her daughter's hair with one hand while keeping the other firmly on her shoulder. "That's natural. But you need to focus, Sakura. Don't make a scene out of nothing. Do you really want Sensei to think you're a coward who can't handle a little discomfort? After all that big talk about being a ninja? You're a Haruno. We don't quit halfway."
That, oddly enough, worked. The wince on Sakura's face morphed into a scowl.
"I'm not scared!" she snapped, twisting her head to glare up at her mother. "Stop pushing me! I'm just adjusting! I just needed a moment to catch my breath. That's all."
Mebuki smiled, a serene, maddening smile that dismissed Sakura's outburst entirely.
"Of course you are, dear."
Then she looked up at me, her expression positively radiant. She looked more thrilled about Sakura's intact purity than perhaps even I was.
"Don't worry about her noise, Eishin-sama," she said brightly. "She's just being dramatic. You know how she is."
Sakura huffed and mumbled something under her breath.
Mebuki ignored her; her smile faded slightly. Her eyes sharpened, and her voice dropped into something more serious.
"Eishin-sama," she said quietly, holding my gaze. "She has given you something precious….. Please remember that."
She was marking a debt. A transaction. Claiming credit.
I wanted to roll my eyes. I wanted to tell her to shut up. But... I didn't.
Mebuki had been useful. Annoying, yes, but useful. She'd kept Sakura compliant, coaxed her through her panic, and handed me her daughter on a silver platter, seasoned and prepped.
Usually, I wouldn't have chosen a woman like her for even a fuck and damp let alone make her mine, but a mother-daughter package deal?
That. That was something else.
I wasn't a fool. I wasn't ungrateful.
Owning both of them felt... right.
I smiled at Mebuki. "I'm a possessive man," I said simply. "I take care of what's mine."
Mebuki beamed, understanding exactly what I meant. "Thank you, Eishin-sama. That's all a mother could ask for," she gushed. "You won't regret this. I promise."
"Hello? Am I invisible down here?" Sakura clicked her tongue loudly, glaring up at both of us. "Excuse me?" she snapped. "I'm still here, you know. Can you two stop talking like I'm not—ah!"
She cut herself off with a gasp as I squeezed her breast again.
"And Sensei... could you maybe... stop touching my... my chest?" she added with one closed eye, her voice strained with embarrassment. "It's... it's distracting!"
I smiled down at her, kneading the soft flesh leisurely. "Can't be helped," I said. "I love them. I've wanted to touch them ever since you refused me last time."
"Refused—?!" Sakura's eyes widened. "You mean on the mission? When you—ow!"
She cut herself off with a squeak as I pinched her nipple hard and pulled it taut. She glared daggers my way, trying to look angry, but the shame burning in her cheeks made her look adorable instead.
"Stop whining, Sakura," Mebuki tutted. "Honestly, what is the matter with you? You used to cry in your room about how flat you were, worrying no boy would ever look twice at you. 'Nobody will ever like me, Mom. I'm flat as a board, Mom.' Now Eishin-sama is telling you he loves them, and you're complaining? When did you become this ungrateful? You should be thanking your lucky stars he likes them small."
"MOM!" Sakura shrieked. "Oh my god, shut up!"
She looked ready to die of mortification. Having her insecurities aired out while she was naked and impaled on her teacher was evidently her breaking point.
Mebuki winced at the volume. "Goodness, you're loud," she muttered. Then she looked at me and smiled. "As you can see, Eishin-sama, she's ready. Her body has adjusted. You may proceed."
"Wait—no—I didn't say—"
Mebuki was right, as annoying as it was to admit. The inane chatter had relaxed Sakura, distracted her just enough for her body to stop actively fighting the invasion. But I knew that calmness was fragile. Sakura was resilient, but I didn't want this to be just something she endured. I wanted her to crave it.
I slid my hand from her modest breast upward, past her collarbone, until it settled at the junction of her neck and shoulder. My fingers curling possessively around the delicate curve where her neck met her body. The contrast was stark, with her slender, slightly petite frame against the breadth of my arm. She looked fragile beneath me, like porcelain I could break with the slightest pressure.
My other hand found her hip, thumb tracing slow, soothing circles over the sharp jut of her hipbone.
Then I pushed forward. Just a nudge. A fraction of an inch.
Sakura hissed sharply, her entire body going rigid.
"Nngh—!" Her virgin cunt clenched around me like a fist, the tight ring of muscle expanding reluctantly to accommodate my girth. Both her hands flew up, grabbing my forearm at her neck, her nails digging into my skin.
"Wait—wait!" she gasped, her voice pitching higher. "It's too big! Sensei, it won't fit! There's no way it'll—"
"It'll fit," Mebuki assured her from the sidelines, her voice taking on that practical, no-nonsense tone she used when telling Sakura to eat her vegetables. "You're just tense. Stop clenching, Sakura. You're fighting against him. You'll only hurt yourself if you don't relax. Breathe into your stomach."
Mebuki turned to me, offering an encouraging nod. "Don't worry about her protests, Eishin-sama. She doesn't know her own capacity yet. Sometimes a mother knows best, and sometimes... a teacher just needs to be firm. Push through, she can take it."
Sakura made a strangled noise. "Mom, you're not helping—!"
I bit my own lip, struggling to keep myself under control. Sakura felt impossibly tight. So tight I felt like I was trying to force myself through a keyhole. Every millimeter I pushed forward was a battle. The slick heat of her channel gripped me like a vice, rippling and clenching in involuntary spasms. I had to breathe through my nose, forcing myself not to just slam forward and bury myself to the hilt.
Sakura was staring down at where we were joined, her eyes wide with panic. A little more blood had leaked out, mixing with the clear fluid coating both of us. The sheer size of my cock compared to her small, delicate pussy was clearly freaking her out.
I reached up with my free hand and nudged her jaw gently, tilting her face toward me.
"Look at me," I commanded softly.
She did. Her green eyes met mine, and her eyebrows trembled.
"I can't…" she whispered, shaking her head slightly. "Sensei, I don't think I can—it's too much—"
"You can," I said firmly. "I've got you. Your mother believes in you. I believe in you, Sakura. You're stronger than you think. Just keep looking at me. Focus on my eyes. Can you—can you do that for me?"
She nodded jerkily. "Y-yes. I can. I... I like your eyes."
The words slipped out before she could stop them. Her face went instantly scarlet. Her mouth opened and closed like a fish, realizing what she'd just said.
"I mean—I just—they're so… dark. And—and intense! Like… like you're looking straight through me, everything stops— no, I mean! They are nice and—and—You focus really well!"
I smiled. A real, genuine smile.
I'd been complimented before, sure. But never on my eyes. They were the eyes of a shinobi. The eyes of a killer. No one had ever called them "nice."
"It's alright, Sakura," I said gently. "I like your eyes too. Beautiful green, I often lose myself in them."
Sakura froze. The stammering died in her throat. She stared at me, wide-eyed, her lips parting slightly in surprise. A new shade of pink bloomed across her cheeks, softer this time. Her expression melted into something vulnerable and hopeful and shy.
A slow, genuinely pleased smile spread across her face, softening the panic.
"Really?"
"Really."
"Oh, for heaven's sake," Mebuki sighed loudly. "Must we do this now? Compliments are fine and dandy, Eishin-sama, but unnecessary, Eishin-sama, you should just push inside already. The longer you wait, the more she'll overthink it."
Sakura's soft smile vanished instantly, replaced by a deadpan glare directed at her mother.
Then it twisted into a grimace as I pushed forward again.
"Ah—!" Her eyes flickered downward instinctively, but she caught herself and snapped them back to mine, remembering my order.
"Good girl," I murmured.
Her pussy clenched hard around me at the praise, a hot, wet squeeze that nearly made me groan. I felt her body shudder beneath me, a conflicted moan caught in her throat.
I kept pushing.
Slowly. Incrementally. Watching her face the entire time.
The thickest part of my cock, the area just below the head, pressed against her entrance. I felt the resistance immediately. Her pussy was stretched to its limit already, and now I was asking it to expand even further, forcing her narrow channel to expand beyond anything it had ever known.
Sakura's face contorted. Her lips pulled back in a grimace, revealing clenched teeth. A low groan vibrated in her chest. Her fingers dug into my forearm, white-knuckled and trembling.
"Nnnngh...!"
Her inner muscles clamped down hard, trying to expel the intruder, but I held firm. The sensation was maddening, wet, hot velvet gripping me with desperate strength.
"It—it hurts," she whimpered, her voice cracking. "Sensei, it hurts—"
"Stope being so childish—It's just a pinch," Mebuki said dismissively, waving a hand. "Every woman goes through this. It's perfectly normal, sweetheart. Just the stretching. It means he's big. You should be proud." She stroked Sakura's hair again, her voice softening. "Just breathe. In through your nose, out through your mouth. Relax and open yourself up to him. Let your body adjust. Fighting it will only make it worse."
Then she glanced up at me, her smile returning. "She's doing wonderfully, isn't she, Eishin-sama? So tight. I imagine it must feel incredible for you."
I didn't answer. I was too focused on Sakura. But yes, she was fucking incredible.
Inside her, the sensation was maddening. Her walls were slick with arousal, coating my cock in a hot, viscous sheen, but the tightness was almost painful. Every inch I gained felt like threading a needle. The heat was suffocating, wrapping around me like a furnace. I could feel every ripple, every flutter of her inexperienced muscles trying to accommodate the intrusion.
I pushed deeper.
The thickest part of my girth hit the remnants of her breached hymen, and I felt the torn edges stretching further as I claimed more territory.
Sakura's eyes flew wide. Her back arched off the bed, and a strangled cry tore from her throat.
"Aaah—!"
Her entire body went rigid. Her thighs clamped down on my hips, her heels digging into the mattress.
Sakura squeezed her eyes shut, trying to retreat into the dark behind her eyelids.
"Eyes open," Mebuki scolded gently, tapping Sakura's cheek. "Look at him, Sakura. Don't be rude. He's giving you everything. The least you can do is show him respect. Be a dutiful student and look at him as he told you to."
Sakura's eyes snapped open, wide and glassy. She locked onto mine, her breath coming in short, rapid gasps. Her lips trembled. Saliva pooled at the corners of her mouth, threatening to drip down her chin.
"Good," Mebuki praised. "That's my girl."
The torn remnants of her hymen created a textured, ragged friction that sent sparks of pleasure racing up my spine. Fresh blood mixed with her arousal, creating a warm, slippery glide that was both obscene and intoxicating.
I slid past the ruined barrier of her innocence, deeper into uncharted territory.
Sakura's expression twisted. Her face became a mess of conflicting sensations of pain, pressure, and fullness. Her eyebrows furrowed, her nose scrunched up, her mouth hung open in a silent scream.
"Guh...Hnngh—nnngh—!" She couldn't form words. Just guttural, animalistic sounds that vibrated in her chest.
Her teeth clenched. A thin line of saliva finally escaped, dripping down her chin. Her green eyes stayed locked on mine, watery but obedient.
She was so slick inside. So undeniably wet. Despite the tightness, despite the resistance, her body was weeping lubrication for me, welcoming me even as her mind panicked.
I pushed as far as I could go without hurting her.
Almost half my cock was buried inside her now, and I could feel the resistance growing. Her cervix, maybe. No, I still have to travel a bit more to reach the end of the tunnel. It was just the sheer lack of space in her virgin body. I stopped.
My breathing was labored, my muscles taut with the effort of restraint. Beneath me, Sakura was barely breathing at all. Her teeth were gritted so hard I worried she might crack a molar. Her eyes remained locked on mine, glassy and unfocused, pupils blown wide with overwhelmed sensation. Her entire body was rigid, every muscle locked in place like she'd been frozen mid-scream.
Usually, with a virgin, you're supposed to just push through in one swift motion—like ripping off a bandaid. Get the worst over with quickly. But with Sakura... She was resilient. She'd already shown a surprisingly good tolerance for discomfort. It was too early to call her a masochist like her mother, but the potential was there.
And I wanted to cultivate it.
I wanted to see her take it. I wanted to see her process every inch. I wanted to watch her fight through the pain and come out the other side. The pain wouldn't ruin the experience for her; if anything, it seemed to be grounding her in the reality of it.
"See?" Mebuki's voice cut through the tension, her tone shifting from soothing to smug. "You're alive. You always overreact, Sakura. Nothing terrible happened." The mother looked down at her daughter with an almost wistful expression. "Isn't he magnificent?" she added softly. "So patient with you. So careful. Most men wouldn't bother. You're lucky. Many girls dream of a first time like this." The middle-aged woman's gaze went further downward. She licked her lips, "Being filled so completely... you should be savoring every second."
She stroked her daughter's damp hair back from her forehead. "Now breathe, sweetheart. Deep breaths. Stop fighting him. Stop being so rigid. Let your body mold around him. Accept what he's giving you."
Sakura tried to listen. Her chest hitched as she attempted to draw a proper breath, her gaze still locked on mine, desperate for an anchor. But the physical reality of being stretched open was winning the battle against her will.
I decided to help. Tip the scales. If she was going to fight the pain, I'd give her pleasure as a weapon.
I slid my hand from her neck back down to her chest, cupping her modest breast. I kneaded the soft flesh gently, then pinched her sensitive nipple between my thumb and forefinger, rolling it, tugging it just enough to spark sensation without real pain.
"Ah...!" Sakura gasped, breath shaking and hesitant.
Simultaneously, I shifted my right hand from her hip. My fingers slid down through the wet, matted hair to find her clit. I didn't tease this time. I applied firm, rhythmic pressure, rubbing directly on the swollen nub.
"Nngh... oh... oh sen—nngh..."
The effect was immediate. Her expression shifted, the tightness in her face loosening. The rigid tension in her thighs began to melt. Inside, I felt the vice-like grip of her pussy relax incrementally. Her inner walls, which had been clamping down on me like a fist, softened, rippling instead of strangling. It was still tight. I could still feel the pulse of her excited heartbeat through her pussy on my shaft.
Most girls would need minutes of coaxing to relax this much with something this big inside them for the first time. But Sakura? Her body betrayed her resistance almost instantly. She started to melt, her thighs falling open wider, her pussy walls growing slicker and more accommodating.
I'd been right. Pain wouldn't be an obstacle for Sakura Haruno. Not when pleasure was dangled in front of her like bait.
"You're doing wonderfully, Sakura." I smiled down at her, splaying my hand over her flat and smooth lower belly. I could almost feel the shape of dick through her, but that may be my imagination. "You're taking me so well. But now..." I flexed my hips slightly, testing the give in her newly relaxed walls. "Now the real lesson starts."
Sakura's eyes widened. Panic flared again.
"Wait—" she panted, her voice high and breathless. "Sensei, you can't seriously…. I—I just need a second! Just—can we stop for a minute? Just let me—let me adjust! I can't breathe—it feels like... like I'm full! I can't take any more. Just—"
"Stop being so dramatic," Mebuki cut in, her tone gently chiding but firm. "You've been very patient with her, Eishin-sama. She's acting spoiled now. Don't indulge her tantrums."
"I'm not being dramatic!" Sakura snapped, glaring up at her mother through gritted teeth. "You try shoving something the size of a log inside of you and see if you—hhaaaahh!"
Her words choked off into a strangled moan as I pulled back.
The sensation of my cock dragging through her slick, sensitive walls was exquisite. Every ridge, every groove of her virgin pussy clung to me, trying to pull me back in even as I withdrew. I pulled out slowly, inch by torturous inch, until only the head remained inside her. The relief of pressure was intense, but fleeting.
Sakura's hands scrambled for purchase, landing on my abs. She tried to push, to hold me back. "Sensei, wait— please—"
I didn't wait.
I snapped my hips forward.
I drove back in, pushing back the point I'd reached before, burying myself deeper into her slick, tight channel, filling her completely in one smooth, brutal slide.
"GUHHH!"
The breath punched out of her lungs. Her eyes rolled back, her mouth falling open in a silent scream. Her entire body jerked violently beneath me, her spine bowing off the mattress. Inside, her pussy spasmed wildly, clenching and releasing in chaotic waves as it struggled to process the intrusion.
I groaned, the sensation nearly blinding.
She was so tight. So impossibly, suffocatingly tight. The heat was overwhelming, the slickness making every movement a sensory overload. My cock throbbed inside her, every nerve ending screaming in pleasure.
Normally, I'd take the time to get a virgin accustomed to the stretch. I'd let her adjust incrementally. Have her untouched pussy learn the shape and get her used to the size before I start moving properly.
But I'd wasted enough time. Between Mebuki's interruptions and Sakura's hesitations, my patience was wearing thin. And besides...
Sakura could take it.
She'd proven that much already.
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