I have this idea in my brain of established relationship with Kakashi, but Itachi is your best friend that has been hopelessly in love with you forever as well. So Kakashi decides to test the waters only to find out that Itachi is the best boy and takes the kindly to directions at how to please you.
The tension in the room was thick enough to cut with a kunai, heavy and electric, laced with the faint, intimate scent of your growing arousal and the warm musk of three bodies pressed close on the rumpled sheets. Kakashi’s masked face hovered inches from yours, his silver hair spilling forward like silk threads to brush teasingly against your forehead and cheeks. He kissed you slow and deep, his tongue sliding past your lips with lazy expertise, tasting faintly of the sake you’d all shared earlier—warm, slightly sweet, and utterly addictive. One of his large, calloused hands possessively cupped your breast, kneading the soft, heavy flesh before his thumb dragged rough circles over your pebbled nipple, sending sharp sparks of pleasure straight down to your core.
You were spread open and vulnerable on the bed between them—your boyfriend Kakashi on your left, your best friend Itachi on your right—their combined body heat enveloping you like a living furnace. The cool night air of the room kissed your exposed skin, making your nipples tighten even further as Kakashi’s fingers pinched and rolled one sensitive peak.
“You sure about this, love?” Kakashi murmured against your swollen lips, his breath hot and teasing. His visible eye crinkled in that signature lazy smile, but beneath the playfulness was genuine curiosity and a dark thread of excitement. He’d seen the way Itachi watched you for years—those stolen glances, the quiet longing hidden behind perfect composure. Tonight, he was testing the waters, pushing boundaries.
You nodded, your breath coming in shaky, uneven gasps. “Yes… I want this. Both of you.”
Kakashi’s eye curved deeper with wicked delight. “Then let’s give our dear friend a proper lesson.” He glanced over at Itachi, who sat perfectly still on the edge of the bed, hands resting neatly on his knees despite the rapid rise and fall of his chest and the obvious strain tenting his dark pants. “She’s all yours to touch, Itachi. But you listen to me. Understand?”
Itachi’s voice was a low, velvet whisper, strained with years of suppressed hunger. “Yes.”
Kakashi hooked his fingers under your knees and guided your thighs wider apart, spreading you obscenely open. Cool air rushed over your slick, heated pussy, making you shiver. Itachi leaned in slowly, his dark eyes widening as he drank in the sight of your glistening folds for the first time—puffy, flushed deep pink, and dripping with slick arousal that coated your inner thighs in a shiny sheen. His usually stoic expression fractured completely. Tears—actual crystalline tears—glistened at the corners of his activated Sharingan eyes, the red-black pattern spinning slowly with overwhelming emotion.
“She’s so beautiful,” your best friend breathed, his voice trembling with raw reverence and barely contained, feral hunger. He looked like a man staring at something sacred and profane all at once, his pale cheeks faintly flushed.
Kakashi chuckled softly, the sound vibrating against your neck as he nipped at the sensitive skin there. “She is, isn’t she? Look closer. See how wet she already is for us?” He reached down with two thick fingers and spread your slick folds wide, exposing your swollen clit and the tight, fluttering entrance that clenched visibly under their gazes. The wet, obscene sound of your arousal filling the quiet room made your face burn. “Start here. Gentle circles on her clit. She likes it slow at first—tease her until she’s begging.”
Itachi obeyed instantly, his long, elegant fingers—cooler than Kakashi’s feverish warmth—replacing his sensei’s. The first feather-light touch of his fingertip against your throbbing clit made you gasp sharply, hips twitching. He traced slow, precise circles around the sensitive nub, the pad of his finger slick with your juices, gliding effortlessly. His touch was reverent yet devastatingly focused, eyes locked on your face the entire time, cataloging every flutter of your lashes, every hitch in your breath, every soft whimper that escaped your lips.
“Good boy,” Kakashi praised, his voice dropping lower as he sucked a mark onto your neck. “Now dip lower. Feel how slick she is. Slide one finger inside—slowly. savor it.”
Itachi’s middle finger pressed against your entrance, circling the dripping hole once before sinking in with aching, torturous care. You moaned at the stretch, your walls clenching greedily around the intrusion. His eyes fluttered half-closed in bliss at the sensation—your molten, velvety heat gripping him tightly, the obscene squelch of your wetness echoing as he pushed deeper. “So warm… and tight,” he whispered hoarsely, almost to himself, voice cracking with awe. “Like silk wrapped around fire.”
“Two fingers,” Kakashi instructed next, his own breathing rougher now. He freed his hard cock from his pants, stroking the thick, veined length lazily with one hand while the other continued tormenting your breast. “Curl them up—just like that. You’ll know when you hit that spot—she’ll make the sweetest sound.”
The moment Itachi added a second finger and crooked them upward, pressing firmly against your front wall, white-hot pleasure exploded through you. You moaned loudly, a broken, needy cry that filled the room, your hips bucking desperately against his hand. The wet, rhythmic sounds of his fingers pumping into your soaked pussy grew louder, slicker. Itachi’s breath hitched sharply as he watched your face contort in ecstasy, drinking in every detail like it was the only thing anchoring him to this world.
“Faster with your thumb on her clit,” Kakashi growled, pinching your nipple hard enough to make you cry out. “She’s close already. Look at her—memorize how she falls apart for you.”
Itachi’s pace quickened obediently, his thumb rubbing firm, perfect circles over your swollen clit while his fingers curled and thrust with devastating precision. He was a natural—attentive, precise, devastatingly focused—reading your body’s every twitch and clench better than words ever could. Your juices coated his hand, dripping down to soak the sheets beneath you, the musky-sweet scent of your arousal thickening the air.
“Fuck—Itachi,” you whimpered, fingers tangling desperately in his long, silky black hair, tugging him closer. Your thighs trembled violently around his wrist.
Kakashi kissed you hard, tongue fucking into your mouth to swallow every moan and gasp. “See? He’s a quick study. Tell him what else you want, baby. He’ll give you anything.”
Itachi looked up at you through tear-wet lashes, his Sharingan eyes shining with unshed tears and overwhelming, worshipful devotion, fingers still pumping steadily into your clenching heat, thumb relentless on your clit. His own cock strained painfully against his clothes, a dark wet spot forming at the tip.
“Anything,” he echoed, voice hoarse and raw. “Just tell me how to make you feel good. Please.”
You were trembling on the razor’s edge, body taut and burning, caught between Kakashi’s wicked, guiding dominance and Itachi’s perfect, reverent obedience.
Itachi’s fingers never faltered, two thick digits curled deep inside your dripping cunt, stroking that spongy, sensitive spot with devastating precision. The obscene, wet squelching sounds filled the room as he pumped them in and out at that perfect, relentless rhythm—slow enough to savor, fast enough to make your hips jerk helplessly. His thumb pressed firm circles over your swollen clit, slick with your arousal, each rotation sending electric jolts straight up your spine.
Kakashi’s hot breath ghosted over the shell of your ear, his voice low and velvet-rough. “That’s it. She’s right there on the edge. Don’t stop, Itachi. Watch how her thighs start to tremble when you press just a little firmer—yes, exactly like that. Feel how she’s fluttering around your fingers?”
A broken, keening moan tore from your throat as the coil in your belly wound tighter, burning hotter. Itachi’s dark, obsidian eyes were locked unblinkingly on your face, tears still slipping silently down his pale, flawless cheeks. The sight of your usually stoic, composed best friend so completely undone—just from touching you, from being allowed to pleasure you—sent another gush of slick flooding over his hand.
“Come for him, love,” Kakashi whispered, his fingers pinching your aching nipple hard, twisting just enough to make you gasp. “Let him feel what he’s done to you. Soak his fingers like a good girl.”
The orgasm crashed over you without warning, violent and all-consuming. Your back arched sharply off the bed, walls clamping down rhythmically around Itachi’s fingers like a vice, pulsing and gushing as waves of blinding pleasure ripped through you. A raw, shattered cry tore from your lips, thighs quaking uncontrollably. Itachi let out a shaky, reverent exhale, his fingers continuing their steady strokes through every single pulse and aftershock until you were a trembling, oversensitive mess, whimpering and twitching beneath him.
Only then did he slowly withdraw his glistening fingers, strings of your creamy arousal stretching between them. With heavy-lidded eyes, he brought them to his lips and sucked them clean, tasting you with such raw reverence that fresh heat bloomed low in your belly. His tongue swirled deliberately, savoring every drop, a soft, needy sound escaping him.
Kakashi hummed in deep approval, his hand still lazily teasing your breast. “Good boy. Now use your mouth. She tastes even better than she feels—sweet, addictive, and so fucking wet for you.”
Itachi didn’t hesitate. He slid down your body with graceful urgency, settling on his stomach between your spread thighs like it was the most natural place in the world. For a long moment he simply stared, glassy eyes drinking in the sight of your flushed, dripping pussy, lips parted and shining. “She’s so beautiful…” he whispered again, voice cracking with emotion, before leaning in.
The first slow drag of his hot, velvet tongue up your soaked folds made you gasp sharply. He licked you thoroughly, lapping at your entrance to gather every drop of your release, then circling your oversensitive clit with the flat of his tongue before sucking it gently between his lips. The wet heat of his mouth was overwhelming—soft, insistent, and utterly devoted. His long black hair spilled over your thighs like silk as he devoured you with quiet, focused hunger.
Kakashi guided him with low, filthy commands right against your ear. “Flatten your tongue. Suck a little harder right there—yes. Listen to those pretty sounds she makes. That desperate little whimper means you’re doing it perfectly.”
Itachi moaned deeply against your pussy, the vibration shooting straight through your core like lightning. His strong hands gripped your thighs, fingers digging into soft flesh as he held you open wider, burying his face deeper. When Kakashi told him to slide his tongue inside you, he obeyed instantly, fucking you with it in long, eager strokes. When instructed to focus on your clit again while slipping two fingers back into your clenching heat, he did so with such eager precision that it left you dizzy and breathless.
You came again hard on his tongue, fingers twisted tight in his thick black hair, thighs clamping around his head as your hips bucked wildly. Stars burst behind your eyelids, your cries muffled only by the overwhelming pleasure.
Itachi didn’t stop until Kakashi finally tugged him back by the hair, his lips and chin shiny and dripping with your arousal. “Enough,” Kakashi said, voice husky with lust. “I want to watch you fuck her now.”
Itachi’s breath hitched audibly. His cock was straining painfully hard against his pants, the fabric darkened by a growing wet spot of precum. He looked up at you with those tear-filled eyes, silently begging for permission even in this state.
You reached out, cupping his tear-streaked cheek with a trembling hand. “Please, Itachi.”
He shed his clothes with uncharacteristic haste, revealing his lean, toned body—pale skin stretched over defined muscle, his long, flushed cock curving proudly upward, thick and veined, the head already leaking steadily. Kakashi helped position you, pulling your legs back toward your chest so you were completely exposed, pussy open and glistening.
“Slow at first,” Kakashi instructed softly, stroking your hair. “She can take all of you, but ease in so she feels every inch stretching her.”
Itachi pressed the hot, blunt head of his cock against your slick entrance and pushed forward. The delicious stretch made you moan loudly, your walls parting around his thick girth. He was so hard, throbbing visibly as he sank into you inch by inch. His eyes fluttered, lips parted in a silent gasp, the overwhelming sensation making fresh tears slip down his cheeks. “So tight… so wet… so perfect,” he whispered, voice wrecked with emotion. Halfway in he paused, forehead pressed to yours, breathing ragged and hot against your lips. “I’ve wanted this… for so long.”
Kakashi kissed your temple tenderly, one hand reaching down to rub slow circles over your clit while Itachi finally bottomed out with a broken, guttural groan, his balls pressed tight against you.
“Move, Itachi. Deep strokes. She loves it when you grind against her clit at the end of each thrust.”
Itachi followed every direction flawlessly—long, smooth, powerful strokes that dragged against every sensitive spot inside you, making you see stars. His control was impeccable, adjusting angle and pace the instant Kakashi spoke. Tears kept falling as he fucked you, quiet, reverent moans and whispers of your name spilling from his lips like a prayer with every deep thrust.
Kakashi eventually freed his own thick cock, stroking himself slowly as he watched his best friend ruin you so beautifully. “Look at her face, Itachi. She’s going to come again on your cock. Don’t hold back this time—give it to her harder.”
Itachi’s hips snapped forward with more force, still perfectly controlled, the wet slap of skin on skin growing louder. You shattered around him with a scream, your pussy clenching and fluttering so tightly around his throbbing length that he nearly followed you over the edge, his cock pulsing wildly inside you.
“Not yet,” Kakashi commanded calmly. “Pull out and let her taste herself on you.”
Itachi obeyed instantly, crawling up your body on shaky arms. You took him eagerly into your mouth, moaning at the filthy taste of your own creamy arousal mixed with his salty precum. His cock twitched on your tongue as you sucked him deep, hollowing your cheeks.
Kakashi finally moved between your legs and slid into your soaked, fluttering pussy in one smooth, deep thrust, filling you completely. The three of you moved together in a perfect, sinful rhythm—Kakashi fucking you with deep, steady strokes while you sucked and licked Itachi’s cock, their low voices mingling in praise and filthy instructions.
Itachi was the first to break, crying out your name in a shattered sob as he spilled down your throat in thick, hot pulses, his hand gently cradling the back of your head like you were something sacred. Kakashi followed soon after, burying himself to the hilt with a low, satisfied groan, flooding your pussy with rope after rope of cum.
Afterward, Itachi collapsed beside you, pulling you into his arms without hesitation, his body still trembling. Kakashi settled on your other side, pressing a lazy, affectionate kiss to your shoulder.
“You were right,” Kakashi murmured, amused. “He really is such a good boy.”
Itachi just buried his tear-streaked face against your neck, breathing you in, holding you like he’d never let go.
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