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Kinktober 2025 - Sakura-centric

Summary:

Happy Kinktober! Pairings will change daily, but there are repeats! Sakura-centric, full of smutty-goodness.

Chapter titles will have chosen kink and pairing!

Day 2: Kidnapping - Konan/Sakura
Day 3: Threesome - Itachi/Sakura/Shisui
Day 4: Voyeurism - Shisui/Sakura
Day 5: Dacryphilia - Ino/Sakura
Day 6: Outdoor Sex - Itachi/Sakura

Chapter 1: Masturbation - Neji/Sakura

Summary:

Masturbation - Neji/Sakura

Notes:

(See the end of the chapter for notes.)

Chapter Text

Day 1: Masturbation - Neji/Sakura

 

If you had asked Sakura who she thought she'd marry as a young girl, Uchiha Sasuke would've been the answer for the first years of her life. Thankfully she realized just how pretty some of the other shinobi in the village were and that answer quickly changed. The Hyuuga and the Uchiha went round after round for who produced the prettiest shinobi and when she’d spotted him during the Chuunin Exams almost a decade ago, she’d quickly swapped her preferences from dark hair against alabaster skin to warm brown tones and strong features. Neji was one of the strongest shinobi in their cohort and was in high demand ever since he'd been recruited into Anbu. 

The worst part, however, was that if she wasn’t at the hospital then he was on a mission and vice versa. It was rare that kunoichi didn’t retire after marriage, an archaic pass down from the Warring States Era, but she would be damned to give up her position of power in this village to become a breeding machine for the Hyuuga Clan. This meant they often went without one another for longer than was comfortable, but it didn't diminish their love for one another. In fact, it often grew when they exchanged sweet messages like ships passing in the night or packed lunches for one another when they could. 

Their wing of the Hyuuga compound was secluded, a boon for a clan that didn’t value privacy she’d quickly learned. Her fingers trailed from her collar bone to her stomach absentmindedly as she looked out at the moon shining through the windows. Against her whims, her finger trailed lower and lower through the slits of her sleeping yukata. The air was warm and her window was open, letting the summer breeze dance across her skin. She'd been trying to sleep for the past hour, but found the fact the other side of the bed being cold was too difficult to ignore. Neji was due back any day now, but she missed him both emotionally and physically. 

Her breath quickened as her other hand came up to her breast, fondling the mound in the same way her husband loved to do. He’d massage the breast with his large hands, fully engulfing the flesh before he’d dip his tongue down to suckle at her nipple. She teased the buds with the tip of her finger nail, the flesh sensitive sending tingles down her spine. He wasn't affectionate in public, but behind closed doors he couldn't keep his hands off of her and she missed the way she fit in his arms. 

Her other hand pushed aside the gusset of her underwear, pretty and lacy in case her husband had returned home from his mission early, and quickly spread her fluids across her throbbing clit. 

“Neji,” she whimpered, imagining it was his hands instead of hers teasing her sensitive hole. It still ached from his goodbye present where he’d pressed fingers alongside his impressive member just to imprint himself on the inside of her cunt. She refused to heal the stretch, instead used the dull pain as a pleasant reminder of how sweet their hello’s were compared to their goodbyes. “Please, please.” Sakura begged into the night sky, body shaking as her arousal grew. 

Her breath hitched as she speared herself with two fingers, scissoring inside her slick cunt before curling inward. She moved to the other breast as she did so, tweaking the nipples to fullness just as she’d done to her other. Sakura quickly rolled onto her stomach, grounding her hips into her own hand as she thrust her fingers in and out of her soaked cunt. 

Fluids dripped onto their pristine bedsheets, freshly washed in preparation of Neji’s return. The squelch of her fingers in her pussy sounded obscene to her ears as she inserted a third finger in the hopes of replicating her husband. Her legs parted wildly, knees spread as she rolled her hips faster and faster. 

She abandoned her breasts to grab at her pillow, gasping in surprise as warm hands threaded through hers to tug her to the side. Her senses were flooded with the smell of iron and forest as Neji pulled her into a deep, loving kiss. 

“You’ve been naughty,” he murmured against her lips, kissing from the corner of her mouth to her ear to nibble at her lobe. “Touching yourself when I’m not here to enjoy your sweet, sweet moans.” Neji rolled her onto her back, settling between her legs as he tugged the fabric of her sleeping yukata open. She ground against him, habitually seeking his warmth and cock in the familiar position. 

Desperate noises escaped her as he kissed down her neck, nipping at the delicate flesh of her collarbone before pulling an abused nipple into his warm mouth. 

He moved her hand upward, encouraging her to tease her nipples so he could lick the fluids left behind. Sakura’s back arched at the stimulation, her core throbbing and desperate to be filled. 

Neji pulled back slowly, admiring her panting state. The fabric of his Anbu vest clung tight to his chest but bore no indication of how his mission went or what it entailed. His hair hung over his shoulder, much longer than it had been when they were genin. The swan mask had long been abandoned, joining his other mission gear in a pile in the corner. His lips quirked upward, flattered by her widening pupils and the desperate moans. 

He ran his hands up and down her sides, admiring the way her waist curved inward and her hips jutted out when flushed against his thighs. Her legs parted even more, exposing her sweet cunt for him to admire. 

“Show me what you would’ve done if I hadn’t interrupted you, my sweet,” he murmured. His eyes admired the way her hole clenched at the command. “Show me how you touch yourself when I’m not here to make you cum on my cock.” 

Sakura moaned at his words, delicate hands immediately resuming their ministrations. Two fingers scissored their way inside her as her other hand circled her throbbing clit. 

“That’s it,” Neji groaned. He ripped his vest off in one motion, following it with the tight turtleneck that lay underneath. He shoved his pants just enough so the fabric settle below his balls as he tugged his cock out from his underwear. Neji fisted his own cock, teasing the head with the palm of his hand before sliding up and down the shaft in time with her thrusts. He wrapped one hand around the base, staving off a building orgasm as the other parted her lower lips wider for him. “Touch yourself for me. Let me see you play with that pretty cunt.”

Neji’s cock was thick, heavy in his palm and was tanner than the rest of him. Sakura’s eyes were glued to the sight, tongue darting out to moisten her dry lips. 

“Missed you so much. Missed you and missed your cock. Fuck me, anata, please,” she begged. Her nipples were still slick with saliva and Neji licked his lips at the sight. 

“Missed you too, tsuma,” Neji murmured back, scooting closer but not quite thrusting home. He groaned, deep and guttural, as his hand ran up and down his hard member. “Need you to make yourself cum. Shouldn’t have interrupted you but I missed you so much. I love coming home and seeing you waiting for me, desperate for my cock. As if I didn't fill you up enough before I left. You should still be dripping with my essence.”

"I was," Sakura moaned, "I swear it. I felt you for days, thought nothing more than how good you stuffed me with your cock." 

She added another finger, stretching herself as wide as she could from the angle. Her breath quickened as her orgasm grew closer. "Oh, kami. Neji, Neji, Neji, please,” she begged, “Inside me. I want your cock inside me. Show me how much you missed me, anata. I need you so bad.”

Neji took one hand and trailed it down her leg to push her knee back, exposing more of herself to him. Her knee kissed her shoulder as he held the other leg in the crook of his elbow. 

Fuck,” he breathed, head tilted back as he rolled his hips into his hands at a brutalizing pace. “Tsuma,” he moaned. “My wife. My sweet blossom. My fated partner. I should retire so you never need to spend another evening chasing your own pleasure.” He leaned over to capture her lips in a fierce kiss, sucking on her tongue before licking down her neck to taste the sweat that had gathered on her collarbone. 

The air was thick with want and heady with the scent of arousal. Sakura's head spun as his words danced over to her, filth igniting the blood in her veins and making her flush even further. She was completely naked and at his mercy as he bent and spread her as wide as he could while he chased his own pleasure. Nothing was more addicting than the way he gazed down upon her, jaw clenched as he fucked into his fist as he raised her hips higher.

She tried to reach down to grab as his cock but he pushed her hand away, encouraging her to grab at her bouncing breasts. His fingers replaced hers and danced across her clit, changing direction in tune with her moans until he hit the right rhythm to cause her to shake and lose herself.  

"Right there.. That feels - fuck!" she cried out as her orgasm wracked her frame. She shook as she fought the urge to fight against the overstimulation but also the urge to scoot closer to prolong her pleasure.

Neji shuddered as he spilled on top of her, rocking his hips lightly as he slowed the circling of her clit to a snail’s pace. His cum decorated her spread cunt, mixing with her fluids as she clenched around nothing through the waves of her orgasm. 

"Perfect, blossom. You and that perfect cunt, that's it, cum for me. All I thought about on the way home was how much I missed you, missed us, missed this." He swallowed thickly as the last drops of cum shot from his cock, some of it dribbling down his shaft and onto his knuckles.

Sakura was quick to gather his fingers with her free hand, sucking the remnants of his cum as she looked up into the milky eyes of her loving husband, happy to have him home after his time away. A content sigh escaped her and Neji was quick to pull his fingers from her mouth and press his lips against hers. They laid together for some time before Sakura shifted with newfound desire. 

“I hope you know I’m not done with you,” she said, pressing their foreheads together as she smiled into another kiss. “You’re late, anata.” She scooted back, leaving his warm embrace reluctantly. She then leaned against their headboard while he sat on his haunches at the foot of their bed. 

“Why don’t you show me how much you missed me?” Sakura asked, right hand spreading her cunt while her left hand crooked a finger in his direction. He watched their fluids leak from her cunt onto his pillow and bit back the pitiful whine that threatened to escape his throat. 

“With pleasure,” Neji said, voice raspy and desperate.

Notes:

Kinktober is here! I am so excited to share some of the drafts I've been cooking up.

Requests can be made, but no promises! Fear not, the usual suspects will be included and I've preemptively tagged who I could but the order will remain a secret for now!

I'm following the kinktober-2025 Tumblr prompts. Chapter 32 will have the full list of chapters and couples upon completion!

Thank you for reading <3. I am trying to practice my smut and I am unbeta'd, so sorry for any typos or mistakes! Chapter length will vary, but 1-3k will be standard.

Chapter 2: Day 2: Kidnapping - Konan/Sakura

Summary:

Day 2: Kidnapping feat. DubCon - Konan/Sakura

Notes:

(See the end of the chapter for notes.)

Chapter Text

Day 2: Kidnapping - Konan/Sakura



Konan eyed the kunoichi chained to the wall, her body stripped of any weapons or ways to defend herself. Her eyes couldn't help but zero in at her slim waist, the tender flesh of her stomach exposed from where she’d snapped the zipper of her vest to rid her of any hidden defenses. 

She was glaring at her with a viciousness that sent tingles down Konan’s spine. Her green eyes were rife with fury and she drew closer just to count the rings of moss and olive that circled the pinpoint pupils. It was troublesome acquiring so many seals to keep that chakra contained, but so worth it. 

It’d taken Zetsu weeks of spying and planning before Konoha had let their guard down, allowing Konan the chance to kidnap the girl and whisk her away to Amegakure. After several failed attempts to locate the Kyuubi Jinchuriki, they'd resorted to hitting him where it hurt. They'd kept tabs on Sakura Haruno throughout the years and it was the easiest choice to make taking her. It wasn't as if Itachi would let them touch Sasuke, but for the greater good of the mission, some sacrifices would eventually have to be made if he didn't come for her. 

“Kunoichi,” Konan purred, “if you behave, you will be rewarded.” A manicured finger trailed up the side of her leg, lightly ghosting where her shorts kissed plush thighs. She'd been taken so close to the village and been dressed for comfort, not combat. She ran her nail under the lip of fabric, forcing it higher and higher until a taste of white showed underneath. “If you misbehave, I’ll be forced to punish you.”

She bit around the gag, spitting muffled vitriol as she shook against her bonds. Konan immediately retaliated with a sharp slap to her cheek, gathering her chin between her thumb and forefinger as she drew her gaze forward. 

“What did I say?” Konan tutted. She moved her other hand to press against Sakura’s stomach before moving upward to grasp her now exposed breast. Her vest parted easily for the woman. 

Against her judgement, she gasped, unprepared for the way Konan had been so bold in her touches. While not her usual torture method, something about the petite woman was too enticing to ignore. Forbidden fruit right in the palm of her hand and no one was around to stop her from taking a bite. Nagato would never deny his angel a small comfort, anyway. 

“I’m not here to hurt you, little one,” she promised. She drew closer, lips ghosting her cheek before nipping at the tender flesh underneath her jaw. Her pulse jumped against Konan’s lips and she tried not to make her smirk too obvious. She inhaled the sweet floral scent embedded in her skin, jasmine and vetiver. “I can give you what you want. Pein is so cruel in his methods, you know. I just want information that you have, and then you can know true pleasure. A sweet thing like you should never know pain.”

She drew Sakura’s lips into a gentle kiss, tonguing through her gag and licking up some of the spit that had gathered. She quickly untied the piece of fabric, letting it fall between them as she drew Sakura into a deeper kiss. It was slow, languid, but allowed her to explore the cavern inside without much resistance. Konan pressed her body against Sakura's, pushing her deeper into the wall she was chained to. 

Her eyes fluttered slightly as she bucked into Konan’s hands when she tweaked her nipple while she waiting for a response.

“I-I won’t,” she croaked, ducking her head away to break the kiss. “I won’t say anything.”

Konan shushed her, stepping back and dipping her head to match Sakura’s lowered gaze. “I know you want to sing for me, little bird. Your moans sound so precious and I can just tell how much you’re dripping.” Konan’s knee moved up to press between Sakura’s legs. 

She gasped, back arching as much as the chains would allow. “Please.

“I can give you everything you want and more, my sweet,” Konan promised, moving her tender caresses to Sakura’s other breast. She gathered the one she’d been abusing into her mouth, sucking at the raised bud and humming as Sakura’s moans grew into a sharp squeal. “That’s it. Doesn’t this feel so good? I know you enjoy it. It must be so lonely in that village. I doubt any of the shinobi know what to do with a delicious, supple body like yours. You're so sensitive, so pliable. You want to be good for me, I just know it.” 

She pressed her knee higher as her hands cupped Sakura’s waist, her petite form fitting in the palms of her hands like pieces of a puzzle. She pressed down on Sakura's body, forcing her cunt to move back and forth against Konan’s muscular thigh. 

“Oh!” Sakura moaned, tilting her head back and exposing the column of her throat. 

Her mouth watered at the pale expanse of skin. In due time she'd leave bites up and down the flesh, little bruised reminders of who Sakura now belonged to. Back and forth Konan moved Sakura’s hips as she whispered in her ear. 

“The location of the Kyuubi Jinchuriki, Sa-ku-ra. I can bring you pleasure better than you can imagine. Feel how good it is to rub your sweet pussy against me. Imagine what I can do with my fingers, my tongue. I’ll get on my knees for you and make you sing,” Konan murmured, basking in the little whimpers and moans that escaped Sakura’s lips. 

“Please, please, please,” Sakura begged, chest heaving as she shook against her restraints. “I can’t, I can’t, I-I.”

“Yes, you can,” she said, tearing through Sakura’s shorts with one of her paper slips. One less barrier heightened Sakura’s pleasure and she shook against Konan’s hold. Tiny fingerprints bruised themselves into her flesh as Konan pressured her hips down harder. “Little blossom. My sweet, sweet Sakura. Come on now, just confess. Tell me where he is and I’ll let you cum.” 

She dropped her leg right as Sakura’s leg began to shake. Her cry of despair echoed in the chamber. 

Please,” Sakura sobbed. “I’m so close, don’t do this to me. I’ll be good, I’ll be so good for you please let me cum.” 

Konan drew her into another kiss, lazily licking into her mouth as Sakura rutted against her. “I want locations, my sweet. Where is Naruto Uzumaki?” 

Sakura shook her head, tears prickling the corners of her eyes as Konan kissed and licked down her neck. “I don’t know,” she wailed. 

Konan sucked at her teeth before nipping the skin above her collarbone. 

“How long do you think you can last against me? Either I find Naruto or he comes to look for you. You’re the perfect bait. It doesn’t mean we can’t enjoy ourselves in the meantime.” 

She slammed Sakura back into her soaked thigh. Her eyes rolled in the back of her head as Konan picked up the pace. 

Sakura came with a cry, fluids soaking her underwear and Konan’s thigh. She couldn’t help but fuck her through it, lightly shaking her thigh to prolong the orgasm as long as possible. She bounced pathetically, the whining broken apart by the sharp inhale from each small jump. 

She kept the pressure there even as Sakura began to whimper and try to pull away. Konan licked the shell of her ear and asked again, “Where is Naruto Uzumaki?” 

Despite her previous words, Konan got on her knees, ripping Sakura’s underwear as she did so. The piercing on her tongue pressed right against Sakura’s clit, causing her to shriek from the overstimulation. She lapped at her dripping cunt, never breaking eye contact with Sakura as she did so. 

It was going to be a long night and Konan had always been the most patient of Team Jiraiya. 

Notes:

Konan is legit such a good character and she fights against Tsunade for my favorite second female Naruto character.

Day 2 is here! I feel like dubious consent is implied with kidnapping, but it's tagged regardless. Sakura is so cute when she's in distress <3.

Thank you for reading!

Chapter 3: Day 3: Threesome - Itachi/Sakura/Shisui

Summary:

Day 3: Threesome - Itachi/Sakura/Shisui

Notes:

(See the end of the chapter for notes.)

Chapter Text

Day 3: Threesome - Itachi/Sakura/Shisui



She would be lying if she said she didn’t take notice of them before. How could she not? Her teammate’s older brother and cousin had been off limits since they were genin, legends in their own right and the type of shinobi kids one day hoped to become. 

Sakura just didn’t realize that they had noticed her too. 

The Uchiha lands were vast and had enough land to assign each active shinobi a plot to use for their own private training grounds. Sasuke was more than willing, after some mild threatening, to allow Sakura and Naruto to use them in his stead. 

Seeing as he was out on a mission and Naruto was held up at the tower, it was as good a time as any to use it rather than suffer through finding a free public training grounds to use. 

She kept it simple, since she didn't want to explain to Mikoto why there were now fissures where there were trees, so she merely stretched and practiced her marksmanship on the supplied targets. 

Sakura had been at it for several hours before the two interrupted her. Mid straddle as she read through a scroll while she waited for her lunch to settle. 

“Cherry-chan,” Shisui said, looming over her. His eyes roamed over her body, from her sweat-slicked sports bra down to her tiny workout shorts. “What are you doing on Uchiha lands at this fine hour?”

She abandoned her scroll and leaned back, slowly allowing her legs to cross in front of her from their previous split. His eyes followed their every moment and she could see the way he shifted to comfortably adjust in his pants. Sakura grinned. 

“Sasuke’s out on a mission and I needed a training ground to use for the time being until Naruto is done at the tower,” she said plainly. Her head cocked to the side when she noticed Itachi approaching. “It’s nice to see you, Itachi-san.” 

“But isn't it nice to see me?” Shisui pouted, dropping to the ground to be on her eye level. “It’s always nice to see you. Don’t tell me Sasuke-chan’s personality has rubbed off on you.”

“Sakura-san, apologies for interrupting your training session,” Itachi said. He came up behind Shisui to pull his curls so he’d stand, but he stayed put with barely a wince. “We should go.”

“We should. But, you know what they say. More hands make less work,” Shisui said, nostrils flaring as he inhaled her scent. “Isn’t that right, Sa-ku-ra-chan?”

It was hard to see who moved first, but by the time she came to her senses, it was her hair that Itachi’s fingers were raking through while Shisui nipped and sucked at her throat. 

She let out a guttural moan that turned into a high-pitched whine as Shisui shoved his fingers into her shorts. 

“No underwear?” He breathed, licking up the sweat on the side of her throat. “Naughty cherry.” 

Sakura gasped as two fingers plunged into her weeping cunt, immediately curling inward to find her spongy center. She arched into Itachi’s arms, his hands leaving her hair to lift her sports bra above her breasts so he could tease her nipples. 

Shisui ducked down to suck at one, leaving Itachi to roll the other in his hand. 

“Please,” she begged, “no more teasing. I need you now, both of you.” 

Shisui pulled her on top of him, settling prostrate on the ground while her knees settled at her hips. He immediately pulled her into a kiss, exploring the cavern of her mouth while Itachi ripped her shorts off. He licked and kissed down her back until he reached her holes, licking the delicate skin around her cunt before spitting on her asshole with the mixture of saliva and juice. 

“Fuck,” Shisui groaned as Itachi lined him up for him, allowing Shisui to sink into her warm cunt. “Fuck, fuck. You feel so good, Sakura. Your cunt is like a vice, holy shit.” He immediately started rolling his hips, bouncing her slightly as she dropped down on top of him as he hit a delicious angle inside of her. 

Not one to be outdone, Itachi tugged her back, teasing the furled skin of her asshole with his tongue. The sound was obscene, moans and groans as he savored the taste of her on his tongue while Shisui roughly fucked into her. 

“So good,” she cried, “more. More, please. Cum inside my cunt, paint my walls Shisui please. I want to be dripping with your cum, please.” 

“With pleasure,” he moaned, strengthening his thrusts while she bounced on top of him. His fingers dug into the sides of her hips, forcing her to comply with his cadence as he fucked into her. “You taste me, ‘Tachi? I bet she’s just dripping. I can hear the way her cunt just keeps sucking me back in.”

Itachi licked down further in response, teasing the skin of Shisui’s balls before lapping at the spot where his cock and Sakura’s cunt met. Sakura looked back to watch it happen, clenching around Shisui tightly as she watched Itachi fuck his own fist. 

Shisui moved one hand down to her clit, finding the swollen nub almost immediately. He used her juices to slick it to his licking, using the friction in his favor as he pressed hard against it and stroked it clockwise. 

He was long, the longest she'd ever taken, hitting that spot inside of her with frightening accuracy. Despite this, he was thick too, stretching her in ways she wasn't prepared for and it felt so fucking good. 

The sight and feeling was too much and it was only two more thrusts before she slammed down on Shisui with all her might and came around his cock. Shivers wracked her body as he fucked her through it, refusing to relent on the brutal pace he’d adopted on her clit. 

Shisui had come not long after, pumping her full of his cum and enjoying the way she shook around him. Sakura collapsed onto his chest and whined as he pulled out, not quite prepared to be empty so soon. 

“Not quite done yet,” Itachi murmured in her ear before lining up in Shisui’s place and hitting home. “Think of this as stamina training.”

Sakura whined as the angle he hit jolted her forward, her cunt still sensitive from her previous orgasm. If she thought Shisui was thick, she wasn't prepared for the monster between Itachi's thighs. Her cunt wept as he bottomed out, his hips pressed against hers as she let him adjust to his girth. He fucked her lazily at first, small thrusts that barely pulled him out of her hole before he slammed back into her. Surprisingly gentle but still cruel because it wasn't enough. 

"Fuck me, please. I can handle it, don't be gentle," she begged. "Please, Itachi. I need you to fuck me."

He pulled out and slammed back into her, causing her back to arch as she tried to pull him back in. 

"That's it," he praised, "Take my cock, nice and easy." He immediately changed his pace once he decided she adjusted enough, rocking her back and forth into Shisui and scrambling for purchase on the man. He was her rock as his cousin fucked her on top of him, arms encircling her waist to keep her in place. Eventually her body wore out, slumped on top of him as Itachi fucked her over and over. There was not much she could do besides take the brutal pace as it came. 

Despite his exhaustion, Shisui tugged her back down to his mouth, sucking on her tongue when it lolled involuntarily out of her mouth. Strings of spit connected them together as he kissed and licked what he could to entice her back into awareness. Her pupils were blown out, pleasure heightened as Itachi grabbed a fistful of her hair to hold onto while he slammed his cock into her. 

Her eyes rolled to the back of her head when Itachi finally pressed her hips down against Shisui, causing her clit to press against his groin. 

“That feel good, Sakura?” Shisui asked, licking the spit that had drooled out involuntarily. “He’s thicker than me, isn’t he? I bet he’s stretching you so good. Stretching that pretty pussy so all you’ll be able to think about is how good he and I made you feel.”

“So good,” she agreed with a whine. “You both make me feel so good. Can feel your cum inside of me.” She gripped his shoulders, shaking, as Itachi thrusted faster and faster into her weeping cunt. “Nngh, please, please, please. Need to cum, need to cum,” she begged. 

“So fucking tight,” Itachi cursed. His leg drew up, pressing tight against their hips to keep them in place. Shisui grabbed onto it, lightly bouncing to help Sakura take his cock. “That’s it, that’s it. Cum for me, I can feel you clenching around my cock. Help her Shisui, help our blossom cum. She deserves it.”

Shisui snuck his hand between them, pressing against her clit light enough to shatter her. 

Sakura gasped as she came, throat hoarse from the way the moans had been ripped out of her. Itachi’s thrusts became overt and sloppy, groaning loudly as he spilled inside of her. The mixture of Shisui and Itachi’s cum leaked from the sides, the froth of their cum mixing with the ground beneath them. Not wanting to crush her, he reluctantly pulled out, dropping backwards as he watched her gaping pussy leak with fluids. 

She clenched despite herself, trying to hold their cum in as much as possible. Sakura whined as Shisui traced the outer edges of her sore hole, hissing lightly in pain when he scooped some of the dripping cum to shove back inside her cunt. 

“Don’t want any of it to go to waste, yeah?” He teased, licking up the sweat on her temple. “We might need to keep working on your stamina if only two orgasms put you out.” He looked towards a smirking Itachi, their eyes matched in mirth. 

“Only two orgasms,” Sakura groaned, trying to push away from the man only to squeal as she was thrown to the ground with him now between her legs. 

“Let’s make it three and see where the day takes us,” he proposed, licking up a long stripe on her pussy. “Try not to crush me with those thighs of yours, okay?”

Notes:

This is that guilty pleasure ship ugh. There isn't enough fics of them out there. I should fix that eventually.

Literally two older attractive Uchihas fucking you on a training ground. What more could you want?

Thanks for reading <3. Kinktober is way too much fun.

Chapter 4: Day 4: Voyeurism - Shisui/Sakura

Summary:

Day 4: Voyeurism - Shisui/Sakura

(Shisui is a big pervert in this one)

Notes:

(See the end of the chapter for notes.)

Chapter Text

Day 4: Voyeurism - Shisui/Sakura



It was not a well known fact that Shisui Uchiha was a pervert. 

He couldn’t help himself, really. He tried not to let it get in the way of being a shinobi, but more times than he could count his steps had faltered when his eyes lingered too long on large bulges hidden behind too tight pants or heaving breasts panting with exertion mid battle. 

Shunshin had saved his ass more times than he could count. 

The worst part is that it wasn’t just the sex that he craved, it was the anticipation

He wanted to hunt down his prey, watching them from afar, luring them into a false sense of security before he pounced. He loved the chase, the drive, the begging, the pleading. He want to get on his hands and knees for someone attractive and beg them to allow them to fuck them. 

He wanted to be used for pleasure at the expense of his own. 

His face was the perfect seat, his cock the perfect vessel to bounce on.  

Because of this perversion he’d developed the habit of observing his peers and objects of desires in his teens. Somehow, that habit continued well into adulthood. 

His scenery genjutsus were second to none thanks to the Sharingan and he was more than happy to use it to his advantage. 

Onsens, the Anbu training grounds, the Anbu locker rooms

Nowhere was safe from him. 

He had regulars that he visited, of course. Yugao and Hayate reserved the same training grounds on a regular basis and all too often their spars ended with pants shoved down and all decency put aside in the name of passion. 

Kakashi, his beloved senpai, often hid in trees with his book in one hand and his cock in the other. He had never caught him and Shisui had all but developed a sixth sense for knowing where he was at any given moment because of how often he did it. 

Sakura, however, was his favorite to watch. 

His cousin's little teammate all grown up with slim hips and a plush ass. Thighs that he knew would strangle him at the smallest inconvenience and breasts that were just begging to be sucked until she was crying for more. She fit so perfectly against him and he often greeted her with a teasing grind of his groin disguised as a hug. 

Her breasts often jiggled when she got upset which meant he pushed her buttons just to watch her nipples stiffen underneath her bindings. 

Last week she’d forwent a bra and he all but came in his pants when she jabbed a finger into his chest because he wouldn’t stop pulling on her hair. 

What kind of kunoichi wore low pigtails if he wasn’t meant to tug on them? 

The wrath he endured from the male members of Team Seven was more than worth it if it meant he got to have her attention fully on him, even for a moment. 

He kept to tender touches whenever he tried to soothe her ire. One time he’d even snuck a kiss on the cheek and the perfume on her hair had been seared into his brain for days after the fact. 

It wasn’t often Sakura used the showers at the main house in the Uchiha Compound but after a three way spar, she’d practically claimed the guest shower in order to wash up before dinner. 

Shisui could’ve cried in happiness. In fact, when she’d bent over to pull her shorts down to underdress in the small bathroom, exposing her pink cunt to him, he practically did. 

Like a spider he hung on the wall, chakra securing him to the slick tile while a genjutsu cloaked him from view. No one short of Madara himself would be able to sense him. 

The steam had fogged the mirrors significantly but he could still see her perfectly from his vantage point. 

He hungrily took in her naked form while she rubbed the loofah up and down her skin. Bubbles clung to her supple body as she scrubbed the dirt and grime away. Her nipples were a pale pink and just begging to be licked.  

Shisui was drooling, he could feel it. 

She’d be furious with him if she found out what he was doing. How many times had he dreamed about dropping the genjutsu just to watch her kick his ass into the next village whilst naked. One punch would cause her breasts to jostle and shake. A kick would expose her pussy to him before her heel connected with his skull. 

He tightened his grip around his cock, squeezing the base in order to stave off his orgasm. He’d been hard all afternoon watching her body stretch and bend during their spars. The first time she’d dropped into a split to avoid an attack in front of him he’d had to bite into his knuckles to hide the groan that overtook him. 

Sakura leaned back to wash the shampoo from her hair, the sigh of relief sending shivers up his spine. 

Her delicate hands moved down her body, wiping away any remaining suds over her breasts and flat stomach. 

Shisui was itching to leave hickies over her unblemished skin. He had to know how she’d taste. How would she sound in the heat of the moment? Was she a crier? Did her voice shake with gasps and tears? Did she mewl like a kitten, soft and sweet like her namesake? 

He’d already gotten a glimpse of her cunt but he needed more. 

Sakura would have the tightest pussy, gripping him like a vice and unwilling to let go. He'd eat her out first, of course, tongue licking up and down her sweet cunt just to suck the juices from the source. When they sparred he got wafts of her scent whenever she used those strong legs to subdue him. The last triangle lock she put him in had left him hard for days.

He imagined it was Sakura's hands moving up and down his cock. She'd need both to take him, one petite hand stacked on top of the other. She'd use her mouth to worship what she couldn't hold, sucking at the slit of his head like a straw. She'd peer up at him with those big green eyes and beg more for more. He yearned to paint her forehead seal with his cum. He'd lick it up after of course. He was nothing if not a gentleman.

Shisui practically drew blood as he came, silent but so close to moaning as cum splattered over his hand and onto the ceiling. Thankfully his genjutsu held true. 

The shower was shut off not long after and he got to watch her pat herself dry and slick her wet skin up with lotion. She bent over once more to rub it into her calves, taking extra care to massage it into the sore muscles. 

Her toes wiggled in satisfaction and Shisui longed to suck on them.

The lotion smelled of vanilla and spun sugar and his eyes rolled into the back of his head when she walked past him lightly humming a small tune. 

She’d borrowed clothes from Sasuke to wear for dinner, the Uchiwa bold on her back as she dropped her clothes into the hamper to wash later that evening. 

He waited with baited breath for the door to close behind her and Shisui all but ran into the hamper, moaning at the heat still left behind on her black thong. He had to leave her sweat soaked shorts and sports bra behind, but he doubted she’d notice the tiny scrap of fabric going missing. He could blame it on the washer or even one of her teammates. It fit so beautifully into the palm of his hand, tiny and taunting him. The scrap of fabric would barely be able to hide that pretty clit of hers, he just knew it. He could smell the collection of sweat and slick on the fabric, marinating in her scent after a long day of sparring. 

He shoved it into his pockets once he sensed Naruto coming down the hall, slipping out unaware as it was now the third member of Team Seven’s turn to shower. Even though he yearned to watch the tan blonde mimic the same ablution as Sakura, he didn’t want to get too greedy. 

Shisui had barely made it into his room before he’d wrapped her underwear around his now hard cock, fucking into the gusset of the thong and using her remnants to slick his cock while he came at the thought of her. 

Perhaps he should sneak into the hospital locker room on her next shift or even schedule a check-up with his favorite pink-haired doctor. He wondered if she made house calls. 

 

Notes:

Sakura-centric still.

This is my Shisui truth, I'm tired of hiding it. This man is a pervert, arrest him.

The Sharingan would absolutely be used for perverted reasons. You're telling me you wouldn't use an enhanced genjutsu to make yourself invisible to all senses so you could spy on people? Liar.

Chapter 5: Day 5: Dacryphilia - Ino/Sakura

Summary:

Day 5: Dacryphilia - Ino/Sakura

Notes:

(See the end of the chapter for notes.)

Chapter Text

Day 5: Dacryphilia - Ino/Sakura



Sakura’s back arched as Ino ramped up the wand pressed to her clit higher. She struggled against her bonds but her strength failed her as another orgasm took hold. She didn't know how long she'd been tied to her bed or how she'd been talked into testing out a new toy but she was sure to pay Ino back in the future. 

“It’s too much,” she mewled, gasping as the vibrator was adjusted to press more firmly on her clit. “Please.” 

“Don’t beg, forehead, it’s not a good look,” Ino taunted. She leaned over the side of the bed from where she’d been adjusting her leg restraints, licking up the inside of her thigh where her juices had started to drip down and soak the bed. "So fucking pathetic. You basically asked for this. Walking around in those tight skirts without any underwear. I bet you're just waiting for the day one of your patients gets tired of your teasing and just bends you over the bed and fucks you." 

Ino crawled up slowly, lingerie stretching over her perky breasts and taunt stomach. Her hands inched up Sakura’s sides, plucking at her nipples before soothing them with kitten licks and tender kisses. She left small kisses over her stomach and collarbone, sucking hickies into the unblemished skin at random. 

A stark contrast from the way the toy, and her words, had refused to relent in the assault. 

“Besides, that’s only your second orgasm. I think you can give a few more, right?” Ino said as she hovered over Sakura’s body. “Fuck, look at you. Your pretty pussy is so flushed for me. Wish I had a cock to fuck into you, but this is just as good.” She committed the sight to memory, the way such a powerful kunoichi was helpless under her control. Her arms stretched over her head, bringing her perky breasts to attention. Duty pink nipples just begging to be sucked. "I need to remind you just who you belong to." 

Shivers racked her frame as Ino pressed her lace covered pussy to the other side of the wand, rutting against it as she chased her own pleasure. Tears pricked her eyes as the pleasure started to burn

“Ino, Ino, Ino, please. It h-hurts,” Sakura sobbed, shaking her head as she tried to buck her friend off of her to no avail. “My clit, please. I can't handle it. I'm sorry. I'll be good, I'll be so good for you.” 

Ino tutted, rolling her hits more as she sighed happily. “If I don’t hear the magic word, I’m not stopping. This feels so nice, doesn’t it? Chakra-charged and ready to go all night long.” She leaned down to pull Sakura’s stress bitten lips into a kiss. 

Sakura hiccuped as Ino licked into her mouth, sucking on her bottom lip before nipping at the soft flesh when Sakura didn’t move fast enough for her liking. She moaned at the taste of her girlfriend, sweet with a hint of mint. Their kiss soon turned sloppy as Ino sucked on her tongue, saliva dribbling down her chin and onto her chest. 

Another orgasm was building inside of her, heat coursing her through veins as her pussy pulsed against the wand. Ino released Sakura’s tongue and wrapped a manicured hand around Sakura’s throat, squeezing at the sides to push her over the edge. 

Tears fell as the pleasure washed over her, labia slick with juices and the bed underneath her damp from the runoff. Stars speckled her vision as the lack of blood flow threatened to tip her into the realm of unconsciousness. She didn’t know what she preferred. 

“That’s it,” Ino praised, voice in a childish coo. “Look at that pussy.” She released her hold on Sakura's throat, humming content at the way tears kept flowing. "Look at you." 

Ino knocked the wand to the side to bring her face level with Sakura’s cunt, the lips flushed red and slick. Her hole clenched at the way Ino’s breath washed over her, a soft chuckle escaping at how eager her girlfriend was for more. 

“Crybaby Sakura even at your big age.” Ino licked a stripe up her pussy, moaning at the taste. Her tongue dipped in, fucking into her cunt with as much as she could muster. "You never do change, do you? Going to cry over everything. Can't even handle a few measly orgasms. I really aught to teach you a lesson. I'm going to spank that fat ass of yours until it's as red as your cheeks right now." 

Ino’s arms wrapped around Sakura’s thighs, tilting her hips as much as they could through the restraints to get a better angle. Her nose nudged against her clit as she sucked at her juices. Sakura’s thighs tried to snap around her head, pushing her away whilst also drawing her closer. 

Red-rimmed green eyes scrunched shut as she begged and pleaded for Ino to leave her cunt alone, the overstimulation too much to bear. Her stomach clenched as another orgasm was ripped from her, barely enjoyable but still earth shattering. 

Ino rubbed her mouth with the back of her hand as she let Sakura take a break, admiring her fucked out state. Pink strands stuck to a sweaty forehead, the rest of it splayed out on a silk pillow. Red cheeks highlighted her spit-slicked mouth, tear tracks embedded into the flushed skin. Ino leaned over to lick up the tear on her right cheek, ending with a kiss over the rhombus on her forehead. 

She moaned as Sakura sucked on one of her nipples through her bra, fighting through lace and ribbon to get to her prize. Ino quickly unclipped it, giving the girl what she wanted as she held her close. Sakura suckled on one breast and switched to the other, never breaking eye contact with Ino to convey how ready she was for another round. 

Ino quickly released her leg restraints but kept her arms contained overhead. “I don’t want you to get any ideas over who’s in charge here.”

“Never,” Sakura purred, wrapping her legs around Ino’s hips. 

Ino slipped her thong down her thick thighs and hips, letting it dangle enticingly around her knee before kicking it off to the side. She opened Sakura’s legs wide, tilting her back as she crossed over her hips so their cunts were touching. 

Sakura moaned, high and whiney, as Ino rubbed her sore pussy with hers. Back and forth, slowly at first and then kicking up speed and pressure as Ino used Sakura’s cunt to chase her own orgasm. Ino had folded her friend as best as she could, gripping onto Sakura’s calves and thighs with tight hands. 

“Going to bring the strap-on next time. Need to fuck that cunt of yours. Bet I can go back to that shop and find something for you to wear at work. Gimme one more, come on, I know you have it in you,” Ino goaded, pressing down and stretching Sakura’s legs as wide as they would go. "Fuck, fuck, that feels so good." Her voice turned high pitched and desperate. 

She shook as their clits rubbed against one another, the motion so well-practised she knew it was only a matter of time before her last orgasm was thrusted upon her. How many times had their sleepovers and camping trips ended like this? Cunts rubbing together, chasing pleasure and orgasms while both tried to keep as quiet as possible. Arousal dripped down her stomach as Ino’s moans turned into frantic pants. 

“Come on forehead, cum for me. Need you to cum first. You’ve been such a good girl, haven’t you? Going to tape that wand to your cunt next time. Going to leave you in your bed for hours. Bet I’ll come back and you’ll be passed out. I could just bring anyone to fuck you in that state. Bet Choji would love that. I know he’s been begging to use you like the toy you are.” Ino’s bullying turned into heavy as her orgasm drew closer. "You know he's as big as my arm. He'd fucking destroy you."

"Anything you want," Sakura sobbed. "Anything, anything. I'll fucking take it. My pussy is yours."

"That's a good girl," Ino cooed. "Come on. Give me what I want. I like seeing you like this, strewn out and pathetic. Look at the way you can't stop crying. Makes me so. fucking. wet." She grounded heart with each annunciation, relentless in the way she fucked into her. 

She shifted her legs to better hold Sakura’s, her nails digging into the skin as she encouraged her to cum. Sakura couldn’t help but obey, brain fuzzy and blissed out. Her body went slack as she gushed against Ino’s cunt, arousals mixing together as one. Ino screamed as she came, swan-like neck tilted back as she collapsed next to Sakura, fingers tight against her own cunt as she fucked herself through her orgasm. Sakura finally ripped the handcuffs from the wall, drywall sprinkling on the headboard as she ripped Ino’s fingers from her pussy to suck on. 

Ino lazily fucked her fingers into Sakura’s mouth, body prostrate under hers they both struggled to catch their breath. Sakura let the fingers fall so she could give her girlfriend a tender kiss, nearly chaste and virginal compared to the one from before. Ino tugged her girlfriend down, unlocking the handcuffs with a wisp of chakra so she could shove them into her nightstand for later use. 

They laid like that for some time, legs intertwined and tongues lazily exploring each other's mouth. 

“So, where was that shop again and how big was their kunoichi section?” Sakura asked, voice filled with mirth as she smiled against Ino’s lips despite her huff. 



 

Notes:

yuri bullying in bed for 400 alex

late upload but we made it its still the 5th >:)

Chapter 6: Day 6: Outdoor Sex - Itachi/Sakura

Summary:

Day 6: Outdoor Sex - Itachi/Sakura

Notes:

(See the end of the chapter for notes.)

Chapter Text

Day 6: Outdoor Sex - Itachi/Sakura

 

Her pants were shoved down before she even realized her taichou had stopped running. It was a wonder he even lasted this long. While her preferred form of foreplay didn’t involve assassination missions or killing nukenin’s, according to Itachi, there was something arousing about the way her fists punched through her opponents. 

The first time it had happened he’d pushed her against a tree and fucked her till the cleanup crew came, bloody vest and all. 

The second time they’d made it a few kilometers away from the battle grounds before hiding in the tree tops while she rode him till he passed out. 

Every time after they got closer and closer to being able to fuck in their bed but something about this particular mission had gotten him riled up beyond belief. 

You,” Itachi purred, lifting his weasel mask to show blood-red eyes and a devious smirk, “are exquisite. You know that?”

Sakura moaned in response as he pushed in to the hilt. She’d been wet since the last enemy fell, body practically trained to know what comes after such an adrenaline inducing fight. She’d caught him leaning against a rock, stroking himself over his pants as she felled the last two shinobi with her blade. Her back rubbed harshly against the tree, but she couldn't find it within herself to care. 

“Absolutely exquisite.” He pushed her mongoose mask to the side, the ceramic falling to the grass with a soft ‘clunk.’ “Something about this cunt.” He punctured the word with a particularly hard thrust. “It’s just perfect. Made for me. Let me make you feel good. A reward for being such a good teammate.” 

“Itachi,” she whimpered, unnerved by his slow pace. “Please, fuck me. You’re teasing me.”

He chuckled, nosing his way around her quivering jaw and down her delicate throat. He placed a teasing kiss in the hollow, licking up some of her blood that had pooled there from a stray senbon. “You’re the one that teases me. Your legs in your uniform, the way your breasts were squeezed into that vest. I could trace out every individual muscle along the lines of your back if I wanted to. The quartermaster told me how you requested a smaller size before this mission. I know you did it on purpose.” He smacked one cheek, then the other, the sound obscene in the still forest. 

Her eyes rolled into the back of her head as she egged him on, “I didn’t do it for you. I did it for Yugao, of course.”

He thrusted harshly, smacking her thigh for her cheek. “You did it for me. You live for me, blossom. You heal our teammates for me. You kill our enemies with those dangerous fists of yours because you know I’ll reward you after.”

Itachi's hands circled her back, pressing into the sore muscles strained with the folded position. "Serratus posterior inferior. Erector spinae. Thoraculmbar. Teres major. Teres minor." His hand ended at the base of her skull, fingers entangling themselves within the pink strands and tugging

"Fuck." Sakura clenched harder around him. "That's not fair. You're playing dirty."

"And you don't? Your body is soaked with Iwa blood. Your fist pulled out a man's spine blossom, as if it were a flower just waiting to be plucked. You lifted a man three times your sized and crushed him over your knee like it was nothing. This is all for you." Itachi's eyes flashed as he licked some of the sweat dripping down his lip. "Everything I am is for you." 

Sakura’s eyelids lowered into a half-lidded state as he showered her in praise. She rolled her hips at each compliment, her clit receiving the barest hint of stimulation with each motion. Itachi gripped her thighs and forced her legs up so her ankles rested on his shoulder. She gripped onto the bark for purchase, the angle practically forcing him against her cervix. 

“You feel so good for me. I can feel you clenching around my cock. You’re already so wet.” His thrusts quickened, sweat forming on his temple while he clenched his jaw in concentration. He moved backwards, gently lowering her onto the ground and forcing her legs back so her thighs pressed against her chest. "I barely needed to prepare you. It was rude of me to grab you in such a state, but I couldn't help myself." 

Her stomach clenched at the change in position. One hand snaked down her stomach to circle her clit, only to be smacked away and forced to wrap around his shoulders. 

"Let me take care of you," he purred, looming over her like an angel, shoulders wide and hair unrestrained. "I live for your pleasure just like you live for mine. Whatever you need, I'll give it to you." 

“‘Tachi, I’m so close,” she whimpered, body shaking as he fucked her into the forest floor. 

“I know you are. Do you hear the way your cunt is sucking me in? I could die here, happily, between your legs. No painting compares to the way you look right now, Sakura.” He drew her into a kiss, soft and loving despite the way he hadn’t relented in his pace. “No taste is sweeter than yours. No pastry compares to the way my mouth waters when I get to feast between your legs.” 

"All for you," she whined. "Always for you. I can't get enough of the way you fuck me." Long, hip bruising thrusts jostled her back with each motion. 

She cried when he abruptly pulled out of her, only to gasp as she was flipped onto her hands and knees. Her back arched into his exploratory licks, only to scream as he thrusted back into her with a vengeance. 

Itachi,” she screamed. “Right there. Please, don’t stop. I’m so close. My clit, please.” Her fingers dug into the wet grass, tearing up the blades as she fucked back against him. The sound of his thighs slamming against her ass was music to her ears as he deepened each thrust. 

His leg moved to press against her hips as his opposing hand snaked around her to press against her clit. His other hand grabbed onto her shoulder, long limbs making it so easy to bend her to his will. 

The friction was all she needed to tip her over the edge, body going slack as her juices gushed from her abused cunt. Shivers wracked her frame as he fucked her through it, finger relentless as she jerked against him. She whined at the overstimulation, hand over his to push him from her clit only to cry as he laced their fingers together to continue to circle the engorged button. Sakura pressed her forehead against her other hand, thighs spreading wide as another orgasm was forced upon her so quickly after her first. Itachi groaned not long, finally satisfied. His moan was low, music to her ears as he covered her body with his as he spilled inside of her. She loved the angle but mourned the fact she couldn't watch him unravel inside of her. 

Itachi dropped to the side, still inside of her, pulling her close against him so he could pull her into another tender kiss. His hands trailed lazily up and down her spine, picking the leaves that had braided themselves into her hair and leaving them beside her. She did the same, slim fingers combing out the knots of the strands that had escaped from his ponytail.  

Bright green eyes caught his once they were sufficiently groomed, satisfied in the way his Sharingan had captured their lovemaking. “You know, I hear there’s a rogue group of bandits that need to be taught a lesson over in Kusa. Each one at least A-rank,” she proposed. 

Itachi’s eyes flashed as he pulled her flush against him, “I’ll send a raven to the Hokage about our next mission. We best not keep them waiting.”

Notes:

ugh, this one was so polite. Itachi said "outdoor sex but im gonna make sure you know how much im attracted to the way you can crush a mans skull between your thighs." Sakura is attracted to intelligence and something about a man being familiar with the medical terms for anatomy is so hot. Also Itachi is just hot. Friends older brother trope on one hunnid.