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cupajoscafe · 2 years

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Three Strikes, You're Out | Yakuza!AU Shikamaru Nara x OC

HELLO FRIENDS I AM SO EXCITED TO POST ANOTHER FIC FOR YOU I HAVE BEEN WRITING THIS ON AND OFF SINCE SEPTEMBER 2021 AND I FINALLY FINISHED IT LAST NIGHT AAAAAAAAA i'm obsessed with this au okay???? i know it says yakuza but this is kind of a mix between the japanese yakuza and the american/italian mafia, because typically women didn't play prominent roles in the yakuza so i kind of went a little off script with that. i have been,,,,obsessed with this AU since i started thinking about it and my best friend and i have been brainstorming ideas!! this fic actually stems from a lot of the headcanoning we've done together!!! the opening scene is based on a mini comic i drew while we were talking together and if yall want i can post that here too 👀👀👀 i just,,,i love this au so much LMFAO ANYWAYS. I AM. SO EXCITED SO IM GONNA SHUT UP AND GET TO POSTING AHAHAHAHAH I HOPE YALL LIKE IT 💜💜💜 Tagging @whatelsecouldgowrong because I know she's been waiting for this HAHAHHAHH

Pairings: Shikamaru Nara x OC

Word Count: 9.2k

Genre: Yakuza!AU, Smut

Warnings: None

Contents: 18+ MINORS DNI. Oral (m&f receiving), face fucking, dirty talk, creampie. Shikamaru is kind of a dick in this AU because I say so. Entirely self indulgent. No editing, we die like women.

Summary: Shikamaru gets transferred to Naruto's gang, and his right hand woman doesn't take too kindly to their new addition.

The first strike was their very first face to face meeting. He was subjected to a trade; moving from Haruki Yukimura's gang to Naruto Uzumaki's, trading brains for brawn. Haruki needed strength, and Naruto needed intellect. To solidify their relationship in public, he would send over his bodyguard Rock Lee, and she would send over her financial advisor Shikamaru Nara. From the moment she knew about the trade, Yuuna was less than thrilled. She thought it was a stupid idea. They were already a close syndicate, they didn't need to lose man power and have a total stranger join their ranks. She thought it was dangerous and would only cause problems within their gang.

When the trade happened, both gangs were present. Naruto had sent Lee over, and Haruki had sent Shikamaru over.

"To think I'm gonna have to start working with a whole new gang," He groaned, dragging his feet along the hardwood floor of Naruto's office towards him. He reached a hand up to scratch at the back of his head. "Damn, this is gonna be such a drag."

Yuuna's eyebrow twitched. In an instant, she hopped down from her place sitting on the edge of Naruto's desk and she stood in front of Shikamaru so he couldn't progress any further. He stopped in front of her and glared down at the brunette.

"Do you need somethin', Princess?" He inquired, raising an annoyed eyebrow. "'Cause if not, you should get the hell outta my way."

With a glare, she straightened her back and stared up into his narrow mocha eyes.

"It's in your best interest to play nice, Mr. Nara. I know more about you than you think I do." She started, her voice low. "You try and pull any funny business, and I'll have your name, birthday, address, and social security number plastered over every rival gang's territory, you understand me?!"

What started as a low growl in her tone escalated to a firm raising of her voice by the time she finished. Naruto swallowed nervously, shifting slightly so he could move to de-escalate the situation if he needed to. Haruki glared at the woman that threatened her former right hand. She was not impressed. She understood where Yuuna was coming from and appreciated how fiercely loyal she was, but she wouldn't tolerate threats.

Shikamaru, on the other hand, found it intriguing to say the least. Oh, how amusing this little mouse was. He took a drag from his cigarette and pulled it from his lips, then exhaled a cloud of smoke against her face. She coughed and brought her hands up to her face to fan the smoke out of her eyes. He simply smiled at her and leaned in close, pressing his cheek to hers and whispered,

"Is it really a smart idea to be threatening the guy who handles your paycheck?"

The shit eating grin on his face when he pulled back and took a drag from his cigarette made her blood boil.

"C-Cocky bastard--!!" She exclaimed, face hot from his husky voice in her ear, moving to lunge forward to smack that sneer right off of his face.

"Yuuna!!" She heard from behind her. She stopped in her tracks and turned around to see Naruto glaring at her from his desk. "That's enough. Back off."

She gritted her teeth and reluctantly stepped back, looking up at the scarred face that stood in front of her. The smirk that rested on his lips ignited a rage filled flame in her body.

"You heard the man." He said. The mocking tone in his voice nearly made her jump at him again. "Back off, sweetheart."

He took another drag of his cigarette and walked past her, being sure to flash her another condescending smirk as he did so. She stood there and grimaced, her long nails digging into the meat of her palm as she balled her hands into fists.

"I'm sorry about her, Mr. Nara, Miss Yukimura." Naruto stood up from his regal desk chair and bowed an apology to the syndicate head and her former right hand. "I'll be having a very thorough discussion with Miss Misaki when we're done here."

Haruki hesitated for a moment before she spoke. "I think it's best you let her, and anyone else who feels similarly, know that you and I have been working together for quite some time now." She explained, taking a slow step forward towards him. "This is just our first public move."

As she progressed forward, she stopped when she found herself beside the brunette.

"All that dirt you have on him, I also have on you." She whispered firmly, almost menacingly. "Keep that in mind when you decide to smear his info across the city."

Haruki shifted to look at the woman next to her and smirked, then continued on her path towards greeting Naruto with a handshake. Yuuna swallowed and let out a shaky breath as soon as the attention had been shifted from her to the syndicate heads.

"Anyways, before we were so rudely interrupted, I'm sure you'll find Shikamaru to be a valuable asset to your gang." Haruki announced as she walked over to his desk. "His intellect and financial advisory are unrivaled."

Naruto leaned over his desk to extend his scarred right hand out to the smaller woman in front of him. Haruki gave it a firm shake.

"He's been my right hand since day one." She explained. "You'd do well to remember to treat him with the utmost respect."

"Of course. We'll welcome him with open arms." He smiled, placing his left hand over Haruki's as they shook. "I'll be sure that everyone here sees to that."

He shifted his attention to the man beside him and gave a friendly smile.

"Good to have you, Mr. Nara." He extended his hand out to shake. "I'm sure you'll be a valuable asset to us."

Shikamaru paused for a moment and took another drag from his cigarette before giving Naruto's hand a firm shake.

"Getting used to all these new people is gonna be such a pain," He sighed. He shifted his gaze from Naruto over to Yuuna, who was glaring at him from the middle of the room. He couldn't help the smirk that pulled at his lips. "But I'm sure we'll eventually get along just fine."

---

The second strike was when she attempted to expose him for espionage. Since day one, she hadn't been convinced he was a loyal member of their group. So she took it upon herself to keep an eye on Shikamaru in case he tried to sabotage Naruto's position of power. Yuuna had noticed that a few times a week, once Shikamaru was finished with his duties with Naruto, he would take a drive to meet up with Haruki and have dinner. She saw no reason for them to be having these meetings and was convinced that he was relaying top secret information about their business doings to his former employer. With a confident smirk, she carefully made her way back to Naruto's office in a taxi to relay her findings to the boss she respected so much.

What she hadn't expected was to see Shikamaru there when she burst through the doors.

"Hey, Naruto!! I've got somethin' to tell you--" She exclaimed, heels clacking to a dead stop on the ground as she laid eyes on the coal haired advisor standing next to her boss.

"Yuuna. I thought I told you to head home for the night." He inquired, turning his attention from Shikamaru to the woman in front of him. "What's so important you came rushing back here so late at night?"

She stood there gritting her teeth, eyes wide and staring daggers into Shikamaru's skull. Regaining her composure, she turned her attention to the blond man before her.

"Sir, I need you to listen to me." She demanded, stepping forward until she was at the edge of his desk. "Mr. Nara isn't the loyal advisor you think he is."

"What?" Naruto asked, furrowing his brow. Shikamaru scoffed and took a drag from his cigarette.

"I haven't liked him since day fucking one. He's always given me a bad feeling, so I've been watching him carefully to make sure he's not up to anything." She explained, pressing her palms flat on his desk as she leaned forward to address him. "He's been having secret meetings with Miss Yukimura three times a week to discuss our affairs with her. That's top secret information, sir. He's been divulging classified information to your so-called 'colleague'."

She pulled back from his desk and stood up straight, shifting her gaze over to the spy in question and flashing him a triumphant smirk. It faded almost as soon as it came on when she realized that he looked cool as a cucumber and was smirking right back at her.

"Yuuna…" Naruto sighed, scratching the stubble on his cheek. "I know about the meetings."

She whipped her head around to look over at Naruto and her eyes almost popped out of her skull.

"S-Sir…?!"

"They were my idea." He explained, exhaling and sitting down in his chair. He laced his fingers together and looked up at her from his seat. "I thought it would be better if our two syndicates were as transparent as possible with one another, so I arranged for Shikamaru and Haruki to meet and discuss our standings. They strategize about things that will work well with the businesses we already have while also not stealing businesses from her. That way we don't step on each other's toes. He's the go-between from Haruki to me."

She stood there dumbfounded, staring at Naruto as if she'd seen a ghost.

"...So he hasn't been divulging classified information in those meetings then." She squeaked, feeling her face begin to burn up from a mixture of shame and embarrassment.

"No, he hasn't." Naruto leaned back in his chair and closed his eyes. "They're both very smart individuals and it's clear they've been nothing but honest with us about their affairs."

She balled her hands into fists, long painted nails digging into the meat of her palms. She shifted uncomfortably in place, heels scraping against the hardwood floor of his office. She grimaced and bit her lip, trembling ever so slightly with agitation. A chuckle erupted from next to her and she shifted her emerald eyes to see Shikamaru's mocha hues staring back at her, glistening with delight as a maniacal grin stretched across his lips. He took a long, almost exaggerated drag of his cigarette, and blew the smoke out of the side of his mouth with a chuckle.

"Well. That's oh-for-two." He sneered, giving her a teasing smirk as he flicked the ashes from his smoke into the ashtray on the desk. "I wonder if Naruto's a baseball kind of guy."

He replaced the cigarette between his lips and began to exit the office at a lazy pace, dragging his feet across the floor with his hands in his trouser pockets. As he did so, he sang quietly under his breath but made sure he was loud enough for Yuuna to hear as he passed her.

"'Cause it's one, two, three strikes you're out at the old ball game."

Without saying anything more he opened the door and walked out of the office, then shut the door behind him. Her blood boiling from the utter humiliation she'd just put herself through, Yuuna let out a frustrated wail and brought her hands up to her head, pulling her hair from her skull.

"That cocky motherfucker!!" She squawked. She ran her hands through her hair and took a moment to collect herself before turning to Naruto, averting his gaze but straightening up to address him. With a deep sigh through her nose, she closed her eyes then finally met his eyes. "...I'm sorry, sir. I made an ass of myself again."

Naruto sighed and scratched the back of his head.

"What the hell am I gonna do with you?" He mumbled, pulling his arm from his neck to drum his fingers along the wood of his desk top.

"I just--..." She started, trailing off after a moment. With another sigh, she closed her eyes and continued. "...I just don't want all of your hard work to be ruined, Naruto. You've built something amazing here and I don't want anyone taking that away from you."

He paused, listening to her words before he spoke. He leaned back in his chair, recalling what Haruki had told him in private on the night of the trade.

That one is fiercely loyal. You'd better be treating her well.

He drummed his fingers against the wood again and sighed, then then laced his fingers together and looked up at her with furrowed brows and a stern expression.

"Well...nothing really came out of those accusations. And I know your intentions were good." He spoke, his features softening. "So I suppose this time you're off the hook."

She let out the breath that she was holding and sighed with relief. "Thank you, sir. I'll be more careful going forward."

He smiled at her, taking her word. Yuuna was a trustworthy member of his gang, and he knew that if she said she was going to do something, she would absolutely do it. When the air of tension dissipated from between them, his smile grew wider and he chuckled, narrowing his eyes and squinting over at his subordinate.

"Soooo, you and Mr. Nara seem to be getting along well."

She froze in place and her body stiffened, her face flushing red; though this time it wasn't from embarrassment. With a twitch of her eyebrow, she scoffed and whipped around to the side so he couldn't see her blushing.

"Like hell we are." She snapped at him, digging her nails into the flesh of her forearms as she crossed them over her chest. "He's a fucking asshole and the less I get to work with him the better."

Naruto giggled, leaving forward in his chair and resting his chin on top of the back of his hands as they held his head up.

"Oh really?" He prodded, tilting his head to the side. "'Cause that's not what your red-ass face is saying right now."

---

Sometime in between the first two strikes, Shikamaru had found himself in an unfortunate situation. As it turned out, at some point he had caught feelings for her. He wasn't sure if it was the time she asked for a smoke from him when he knew she'd never smoked in her life, or if it was the time he came back to the office plastered after a meeting and she ended up taking care of him throughout the night, or if it was when she was being followed by some delinquents and she called him to help her out and then proceeded to walk her home every day so they wouldn't bother her again. Would he act on those feelings he ended up with? No, of course not. She hated him, after all. At least that's what she was trying to make him think; he could see through her act and knew it was all for show, but he played along for her sake. He recognized the tension between them when they were alone together and it only made it worse. He was constantly pushing those feelings back; he had a job to do as Naruto's right hand, and no woman, no matter how attractive or how confident, was going to stop him from that.

But he was waiting. Waiting for Yuuna to slip up again, to accuse him of a lie, or to corner him with "proof" that he was planning something again. Because this time, he wasn't letting her off the hook. This time, it would be her third strike.

He had offered to stay at the office late tonight, going through paperwork and documents to sort out what needed to be discarded and what needed to be transferred to receipts. He sat back in Naruto's desk chair and flicked the ashes from his cigarette into the ashtray on the desk, sighing deeply and scratching the top of his head.

"Man, maybe I should have gone home when he offered, this is such a drag." He grumbled to himself. He pushed the chair back and stood up, stretching his arms above his head with a yawn. He crossed them over his chest as he looked down at the paperwork scattered around the desk. "Maybe I'll call it for the night."

He began to pull all the papers together and replace them in the file folders they were organized in, save for one sheet that he needed to take home to look over more. He sighed as he pulled open the filing cabinet beside the desk, replacing the folders to the alphabetical places they belonged.

Suddenly, there was a click of the doorknob turning. He hadn't been expecting anyone to still be in the office so late, so the sudden noise made him jump a little as he whipped his head up to look at the door. And he was absolutely delighted when he saw who entered the room.

"Hey, Naruto? Sorry, I know it's late, but I came to ask you someth--"

Yuuna stopped dead in her tracks when she entered the office and saw Shikamaru behind her boss's desk. Her gaze flicked to the opened filing cabinet and the loose sheet of paper on the desk.

"You sneaky little fucker." She growled, eyes narrow and glaring daggers into his skull. "I should have fucking known you would try and pull some shit like this while he's gone, you god damn snake!!"

He simply looked at her with a smirk on his face. She was all bark and no bite. Despite all of her threats, she'd never once acted upon them. Shikamaru knew from the get-go the type of person Yuuna was, and he wasn't scared of her. It was quite the opposite, actually. He was very fond of the brunette. Fond enough, in fact, that she was the center of his thoughts. He couldn't stop himself from thinking about her. When he wasn't focused on work or in a meeting with Naruto or Haruki, she was all he could think about. The way she walked with a confident stride in her step. The way her emerald eyes caught the light and glimmered. The way her fingers drummed against the hardwood of the meeting table as she reviewed important documents.

But he found himself most often thinking about her lips. How the pink hue of her lipstick glistened and drew him in. How cute they looked when she was pouting or claiming she was upset at him. He oftentimes wondered just what would happen if he kissed those pretty, pouty, pink lips of hers. What would they taste like? What would it feel like to pull her lower lip between his teeth as he ran his hands along her bare skin? How would it feel to have those soft lips of hers wrapped around his cock, tears spilling from her eyes in a blissful expression as she choked on his girth?

That last thought rotted through his brain nearly every time he looked at her. Every time her tongue grazed over her lips absently in thought, he felt the blood rush between his thighs and he had to force himself to get a grip and cool down. But now...

Now it was just the two of them, and the tension in the air was palpable. He knew it, and he knew she knew it too. That sooner or later, something was going to happen. And oh, did he ever hope that something was going to happen tonight.

He stared at the woman on the opposite end of the room with a smirk on his face. He looked down at the document on the table and took it into his hands. He folded the paper into a neat little rectangle and opened his blazer, placing the document into the inside pocket. He returned his mocha hues to meet her glare, reaching down and shutting the filing cabinet. At a snail's pace, he began to make his way around the desk and walk over to her.

"What the fuck is your problem, huh?!" She shouted, watching as he took his sweet time. "You gonna say something or what?!"

Shikamaru stopped to reach into his pocket and pull out a new cigarette. He placed it between his lips and plucked out his lighter, igniting the end and replacing the metal back into his trousers. He took a deep inhale and then pulled the cigarette from his lips, exhaling the smoke with a smug grin.

"Naruto needed to go home and get some rest. I offered to stay. He gave me a list of things that needed to get done tonight." He stated, shifting his gaze back and forth between her eyes. "I'm just doing what I was told to do."

"Bullshit." She accused, standing her ground and staying firm. She watched as he fiddled around in his pocket to produce a scrap piece of paper that indeed did have a list of to-dos scribbled on it in Naruto's handwriting. He smirked and stuffed it back into his pants and watched as she became increasingly more antsy, shifting slightly in place, but still remaining firm.

"I gotta say," He started, taking another long drag from his cigarette. "I'm surprised you still have it in you to keep going with this. I mean, come on, I've proven I'm a decent guy time and time again and you're still suspicious? This whole thing is starting to turn into such a drag."

Yuuna scoffed and straightened up, looking directly into his eyes and running her tongue along her upper lip. He watched as the muscle slid along her flesh, feeling the blood rush to his stiffening erection. Shikamaru stifled a low groan with a drag of his cigarette as he kept his eyes fixated on her lips.

"I'll keep looking." She griped, furrowing her brows and frowning. "I don't care how fucking long it takes. I will get you."

His eye twitched minutely and he flicked the ashes off the end of his smoke, holding it between his right index and middle fingers. He strutted towards her with a smirk, backing her up against the door as he caged her in with his left hand. He leaned in close, face mere centimeters from hers, and he chuckled.

"Listen here, lapdog," He muttered, his voice low and husky, lips stretched into a sly smile. It was almost threatening. "Search all you want. You won't find any dirt on me. I'm squeaky clean."

She could feel her heart beating in her throat and her breathing quickened, shifting her gaze back and forth between his eyes. She pressed her back up against the door, dragging her nails against the wood as she glared up at him. The tension was unbearable. With a scowl, she suddenly lifted a hand up to his head to grasp at his hair, loosening it from its confines a little as she pulled his head to the side. The sudden motion caught him off guard and he winced at the pain, but let out a low, hungry groan at the stinging sensation. He looked down at her and panted.

"Fuck you, Nara." She hissed, baring her teeth but pushing her back off of the door to press her chest lightly against his. He pulled his hand down from its spot above her head on the wood, then mirrored her movement, grabbing a fistful of her hair and snapping her head back. She let out a moan at the abrupt movement, loosening her grip on his hair and falling back against the door again. She looked up at him through heavy lashes as her breathing became labored.

"Strike three, doll-face." He muttered, then surged forward to capture her lips in a heated kiss. She returned it instantly, opening her mouth to allow his tongue to roam around as it pleased. He pressed his body up against her, lifting his right arm up to rest against the door and pinning her against it. He began to rut his hips forward against hers, groaning into her mouth as he felt his cock twitch beneath his trousers.

Yuuna pulled her hand from his hair and ran it down his neck until it rested against his chest, where she began to shift it under his blazer to slip it off. He pulled back from her lips for just a moment, placing his cigarette between his own and shucking his jacket off of his shoulders. He let it fall to the ground, then pulled the cigarette from his lips and exhaled the smoke. He dove forward again to capture her in another fiery kiss, fiddling with his belt as he let his tongue explore her mouth. She let out a soft moan as she felt him grind his throbbing cock against her, finally free from its confines. She pulled back to catch her breath, resting her head against the wooden door as she gasped for air. Shikamaru took the opportunity to pull her head to the side, exposing her neck, and placed open mouth kisses along the skin. He licked at her flesh, sucking it until he left a mark, then moved along to an empty space and did the same thing there until her neck was covered in bruises. She let out a string of quiet moans as he did so, reaching her hand down to curl her fingers around his girth, stroking him in a steady rhythm. He groaned against her skin, releasing his grip on her hair to slip his fingers under her dress and drag them over her clothed slit.

He smirked against her skin when he felt how damp her panties were, gliding the pad of his middle finger over her clit and circling it lazily. She trembled underneath his touch, pulling her other hand up from the door behind her to grasp at his shirt and pressing her forehead into his neck.

"You like that, Princess?" He asked, but he already knew the answer when she let out a whimper underneath him. He pulled back just enough to watch her, holding his smoke in between his long, thin fingers. He then used that free hand to grope one of her breasts, pulling it out from the low-cut fabric and kneading the flesh between his unoccupied fingers. He slipped the digits on his other hand under her panties, gliding them through her folds and chuckling as he heard her whimpering again. She let out a low moan feeling his fingers dipping inside of her, clenching onto the fabric of his dark green button-up.

She gave his cock another steady pump, pulling her head back from his neck to look into his eyes. They exchanged a lust-filled glance before she shot forward to kiss him again, shifting her hand from his chest to the back of his head where she held him against her lips. She ground down against his fingers, moaning into his mouth and stroking his girth quickly.

"Fuck--" He muttered against her tongue, pressing himself up harder against her and quickening the movement of his wrist. She moaned as she felt him slip another finger into her heat and in turn flicked her own wrist faster. He groaned again, pulling away just enough to catch his breath as he snatched her lower lip between his teeth. He pulled his fingers from her cunt and began pressing tight circles against her clit with his middle finger. He shifted his head back just enough to prop his cigarettes between his lips, holding it between them as he took a long drag and blew the smoke out from the side of his mouth. He took his now free hand and shifted it down to pull at her thigh, lifting it up and pressing her leg back under the crook of her knee.

The shift in position caused Yuuna's head to tilt back against the door, a soft moan resonating from her lips as her eyes rolled back. She lifted her arm to wrap it around his shoulders and rested the other hand on his cheek, huffing as she refocused her gaze onto the scarred face in front of her. Shikamaru rutted his hips forward, grinding his cock against her, running the tip along her soaked panties. He groaned at the feeling, letting his head fall back a little as the cigarette between his lips threatened to fall to the floor. He tilted his head forward, brow furrowed and face hot, and ground his cock against her heat again.

"You want it?" He rasped, shifting his hand to his face to pull the cigarette from his mouth. He exhaled the smoke to the side and circled his hips against her again. She tilted her head back against the door again and nodded. He chuckled and grabbed her face, squishing her cheeks slightly, pulling her head down and forcing her to look into his eyes. "I'm not doing shit until I hear you say it."

"Fuck me." She hissed with a pant, then pulled his head towards hers to capture him in a hungry kiss. He smirked against her and chuckled through his nose, then pulled back to release his grip on her cheeks and replace his cigarette between his lips. She had to stop her eyes from rolling back into her head as she felt him slip his fingers inside of her again, breathing out a heavy pant and biting down on her bottom lip. Her brows furrowed and she looked up at him through heavy lashes. "With your cock, you shitty bastard."

He scoffed and glared down at her, maintaining eye contact for a moment. In one quick movement he removed his fingers from her soaking hole and pulled her panties to the side, then slammed his hips forward until his cock was buried inside her to the hilt. They moaned in synchronization, her body trembling as her pussy adjusted to the sudden stretch. His cigarette fell to the vinyl tile beneath them as he panted, pressing his forehead hard against hers. He stomped out the cigarette and refocused his vision on her, pressing her leg back farther and smirking.

"Fuck, you feel as good as I hoped you would." Shikamaru huffed, the grin still present on his face. He slowly shifted his hips back, sliding his cock out of her slowly. The lazy movement elicited a moan from the woman in front of him. He shifted his hips forward, sliding back inside of her, and repeated the slow action a few times. He wanted to feel every inch of that intoxicating wet heat that wrapped around him so deliciously. He chuckled as she huffed beneath him, leaning in closer to her face. "Feel good, sweetheart? C'mon, you like it, don't you?"

Yuuna furrowed her brow and huffed, the movement of her hips synchronizing with his betraying the look of annoyance on her face. She tried desperately to keep up her facade but the moan that escaped her lips was enough of an answer to his question. He scoffed down at her, lips mere inches from hers, as he slowly pressed his cock back inside her cunt. He pressed her leg back again until it was nearly flush with her chest. She gasped as he deepened his thrusts, and he took the opportunity to close the small space between their faces.

He pressed his lips to hers and she parted her own upon contact, allowing his tongue to traverse inside the wet cavern of her mouth. She shifted her leg from his grip, resting her calf up onto his shoulder. He groaned into her mouth and held her thigh as he thrusted his hips forwards. She let one of her hands snake its way behind his head to hold his mouth against hers while the other found its way to the buttons on his shirt. She began to unbutton the fabric as he fucked into her, slipping it off his shoulders so it met his blazer on the ground.

Yuuna's hands wandered the expanse of bare skin in front of her, dragging her long, painted nails across his flesh. She pulled at his hair to separate them, huffing against his face as she caught her breath.

"F-Fuck, 's so good," She mewled, lost in the pleasure and dropping her facade. Shikamaru smirked at her and shifted one of his hands down her body, letting his thumb drag over her clit as he slowed his pace considerably. She keened at his touch, furrowing her brow upward and looking into his sultry mocha eyes.

"You like that, yeah?" He inquired, flicking his thumb against her nerves at a lazy pace. "You like getting stuffed and having your pussy played with?"

She nodded in response, moaning as his thumb hit a sweet spot against her nerves. "S-So good, 's so g-good."

He grinned wickedly at her and halted his movements entirely. He pulled himself out of her sopping cunt and gave his cock a steady stroke as he looked down at her. The rage in her eyes was absolutely delectable.

"H-Hey, what--" She stammered, heaving for breath. "What the fuck? Why did you stop?!"

He simply smiled down at her and cocked his head to the side.

"'Cause I wanna hear you say it."

Her eyes widened and her face flushed. He couldn't be serious. She frowned and gave a little snarl, baring her teeth at him.

"W-What the fuck do you mean?" She growled, still panting to catch her breath. He chuckled again, stroking his cock and leaning forward to ghost his lips over the shell of her ear and whisper.

"I wanna hear you say how much you want me to fuck you." He grinned wickedly, his breath hot against her ear. She shivered and her eyelids fluttered, swallowing thickly as her head lightly tapped against the wood behind her. He chuckled through his nose, shifting his hips forward and slipping his cock between her thighs, rubbing it along her folds. "Wanna hear you beg for it."

The sound of his husky voice rang in her ear and that alone nearly made her moan. Her knees trembled as she felt his girth sliding between her legs. Every part of her body was screaming at her to give in to his request. But she was stubborn, and even though he pretty much had her figured out, she couldn't give up her facade. Not yet. She met his gaze when he pulled back from her ear, furrowing her brow.

"I don't beg for anyone." Yuuna spoke quietly, keeping her eyes fixed on his. "Especially not for you, Nara."

Shikamaru gave an annoyed frown, sucking the air between his teeth and scowling down at her. He pulled his cock from between her legs and fixed it back into his trousers, stepping away from her and leaning down to pick up the articles of his discarded clothing. Realizing what was happening, the panic settled on her face and she watched as he collected his things.

"Wh-What are you doing?" She asked. He stood up straight and loomed over her almost threateningly.

"If you're not into it, I'm not gonna bother wasting my time." He retaliated, moving past her to grab the door handle. He swung the doors open and began to step out of Naruto's office, but stopped when he heard her call out to him.

"I--..." She started, but trailed off as if she didn't know what to say. She stared at his back, clenching her fists tightly to help soothe the anxiety that was running through her. The jig was up. He'd had her figured out, and there was no point in her trying to bluff anymore. With a shaky sigh, she straightened up and looked at the back of his head. "I--...I want you to f-fuck me. Please."

If his back hadn't been turned, she would have been able to see the devilish grin that stretched across his lips. Just as he had planned. He paused for a moment before slowly turning around to look at her. Their eyes met and he watched her throat tighten as she swallowed. He shifted his attention to her lips, those beautiful pouty lips, and he smirked. He felt his still hard cock twitch and he casually strolled over towards her until they were standing face to face. He loomed over her, gaze burning through her, and leaned his head forward until their lips were mere centimeters apart.

"What was that, doll-face?" He whispered, that cocky smile still present on his features. "You're gonna have to be a little more specific."

The tension was thick enough to be cut with a knife. She stood there, breathing heavily, watching him closely as her cheeks burned hot. She swallowed again, shifting to press her body up against his, trailing her hands along the expanse of his bare chest. She felt his cock pressing against her underneath his pants and it had her almost salivating. Poking her tongue between her painted lips to lick them, she panted again before rutting her hips forward against his.

"W-Want you to fuck me, Shikamaru," She huffed, calling him by his first name for the very first time since they'd met. "Want to feel your cock inside me, w-want you to fill me up. I-I need it."

Every single word that rolled off her tongue had him groaning. He dropped the clothes he was holding to the ground and immediately grabbed hold of the back of her head, crashing his lips against hers. She let out a moan on impact, parting her lips right away so his tongue could brush up against hers. He began to walk forward, pushing her back, until he backed her up against the edge of the couch that resided in the corner of Naruto's office. As soon as her calves hit the couch, he shoved her down onto the cushions. Yuuna landed with a soft oof and she looked up at him through half-lidded eyes, huffing softly as the tension between her legs was building up again. He reached into his trousers and pulled out his aching cock, stroking it steadily a few times as he watched her. She licked her lips, rubbing her thighs together as her hands found their way to the waistband of his trousers. She tugged them down just enough so they hung around his thighs and immediately dove forward to swallow his girth, pressing her nose against his hips.

Shikamaru gave a hungry groan as he watched his length disappear behind her lips, fisting her hair and working his hips into a rhythm. He watched her carefully as she slid her tongue along the length of his cock. It was just how he'd pictured it in his head. Even better than he'd imagined. He worked himself up to a steady pace, holding her head still as his hips slapped against her face. She gripped onto his pants tightly and clamped her eyes shut, holding her breath as he fucked into her mouth. He slammed his hips forward, holding her head against them and staring down at her as he caught his breath. She finally opened her eyes, tears streaming down her cheeks as she looked up to meet his gaze, panting as she caught her breath too. The look on her face was absolutely sinful. It was everything he'd thought it would have been and more. It was just what he was waiting for. He pulled out of her mouth with a groan and she sputtered as the air rushed back into her lungs, coughing and heaving for breath.

Without warning, he shifted downwards and pressed her legs back towards her chest, situating his face between her thighs. He tugged her soaking panties to the side and Yuuna gasped when she felt his tongue gliding through her folds, squirming around and desperately trying to bite back a moan.

"No point in holding it in, Princess," He growled, kissing her inner thighs and nibbling lightly against her flesh. He looked up at her and smirked as he licked a stripe up from her entrance to her clit, circling her nerves lazily. "I wanna hear just how loud you can be for me."

As if on cue, she let out a lewd moan that echoed through the empty office as he lapped at her clit. She pulled one hand up to her head to run it through her hair, and moved the other down on top of Shikamaru's to grasp at his. He smirked against her skin as he continued to devour her cunt, wrapping his arms under her thighs and holding her against his tongue. She draped her legs over his shoulders, squeezing his head lightly between her thighs as she rutted her hips against his mouth.

"F-Fuck--..." She whimpered, panting as she ground down against his tongue. She threw her head back against the sofa and moaned again as she began to feel the pressure build in her gut. "Good, s-so good."

He smiled smugly against her, sliding his tongue through her folds again. He pulled one hand from her thigh and sunk his middle finger into her heat, curling it upwards as he began to thrust the digit in and out of her entrance. He held her against his tongue as her hips rolled and her breathing became heavy, slipping a second finger inside of her to stretch her out more. He could feel her thighs tighten around his head and he knew she was close. Lashing his tongue aggressively against her clit and flicking his wrist quickly, it wasn't long before she came undone under his touch.

Her thighs clenched as her orgasm crashed over her, a lustful cry falling from her lips as her vision went white and she slammed her eyes shut. She ground down against his face, tugging his hair tightly as she held him against her, tongue falling from her lips as she panted to catch her breath. He pulled his fingers from her trembling pussy and shifted his position so he was hovering over her, the head of his cock just barely kissing her entrance. He slid it through her folds, gathering her slick and pressing ever so slightly into her hole.

"This what you want?" Shikamaru asked rhetorically; he very much knew the answer already by the way her eyes were glued to his girth pushing into her. She nodded vigorously and bit down on her lip, wiggling her hips to invite him to fuck her. He snickered and leaned forward, pressing his lips to hers in a sloppy kiss before pulling away and looking into her emerald hues. "Then fucking say it."

"Want your cock," She whimpered immediately, chasing his lips and pulling him into her for another kiss. Their tongues met on impact and she tried to grind her hips down against him to push him into her further, but he pulled his own back just to tease her when she tried. She whined against his mouth and pulled away from his lips, grasping at his biceps as she looked up desperately into his eyes. "P-Please, Sh-Shikamaru, I need it. N-Need you to fuck me. Wanna feel your cock inside me."

That was all the invitation he needed. Without another word, he smirked and shoved his hips forward, burying his cock inside of her again. It felt just as good the second time.

"Fuck, you feel so fuckin' good, Yuuna." He groaned, pressing her legs back towards her chest and leaning forward to capture her in a searing kiss. He began to punch his hips forward, slamming them against hers as he pounded into her cunt relentlessly. He pulled back to look down at her and watch her expression. Her eyes were crossed and her tongue lolled from between her lips, a string of saliva dribbling down the side of her mouth. She looked absolutely beautiful. His lips pulled into a smug grin and he slapped his hips against hers, halting his movement to not only catch his breath but to admire the sight beneath him again.

"You like that don't you?" He muttered with a pant, pulling his hips back and grinding them forward slowly. She nodded furiously, digging her painted fingernails into the flesh of his arms. He continued to rut against her painfully slowly, making sure to feel every inch of her velvet walls wrapping around him. "Such a slut for my cock, aren't you, doll-face?"

He resumed his feral pace after she nodded, pounding into her heat and sealing her mouth with a kiss. He shifted one hand from under her knee to rest on her pelvis as he flicked at her clit with his thumb again. She moved to wrap her arms around the back of his neck where she held him pressed tightly against her, moaning loudly against Shikamaru's lips.

"Good girl," He groaned, slowing his pace just a little to emphasize the praise. He traced slow, lazy circles around her clit, eliciting another moan from the woman beneath him. He smirked and pulled away from her just enough so their lips were barely touching. "I wanna hear just how much you love it, yeah?"

"S' g-good," She whimpered, choking out a sob. Yuuna cracked her eyes open to see his mocha hues staring back at her with so much intensity that it made her quiver. "S-So fucking good, l-love your c-cock."

He groaned, rolling out his neck in a circle and smiling down at her. He quickened his pace again and began slapping his hips against hers, flicking tight circles against her nerves and watching her mouth grow wider and wider as her climax approached.

"Be a good girl for me and cum on my cock, yeah?" He grunted, working hard to push her over the edge. He kissed her and pressed his cheek against hers, his hot breath fanning against her ear. "Cum all over my cock, Princess. I wanna hear you scream my fuckin' name."

The coil in her gut snapped and she was sent spiraling into her climax, arching her back off the sofa and crying out Shikamaru's name so loud he was sure the building across the street could hear. The thought sent a jolt of electricity through his body and his eyes nearly rolled into the back of his head.

He retracted his hips and kicked off his trousers, then sat down on the couch next to her. He pulled Yuuna on top of him and she straddled his lap, resting one hand on his shoulder and slipping the other behind his head to pull him in for a lustful kiss. He slid one hand from her waist to the back of her neck where he pulled the ties of her dress down, allowing her to pull away from him to remove the garment. She tossed it onto the floor next to his pants and dove back in, their tongues meeting on impact. He ran his hands up and down her waist as she ground her hips back against his girth, grabbing a handful of her ass as a growl vibrated in his throat. He pulled her down and they moaned together as she sunk down onto his length.

She began to move her hips slowly at first, looking down at him and watching him with half-lidded eyes. He ran a hand up her waist to her chest where he grabbed at her tits and pulled one into his mouth, lapping slowly at the bud as her hips circled around his cock. He flicked his tongue quickly, kneading the supple flesh between his fingers as his eyes closed and he groaned against her skin. He bucked his hips upwards as she ground down on him, using his other hand to squeeze at her ass again. She let out a lewd moan and adjusted her pace, speeding up as she bounced against his girth. Yuuna rested her hands on his shoulders as leverage as she moved. He separated from her with a pop, sliding his hands under her ass to guide her along the length of his cock.

"Yeah, that's it," He praised, watching himself disappear inside of her. He bit down on his lip to stifle a groan, breathing deeply as the pressure began to build up in his gut. "Fuck yourself on my cock, just like that, doll-face."

He leaned forward and kissed her, tugging at her lip with his teeth as he shifted one hand to her pelvis. He began to trace circles around her clit again, determined to make her cum at least one more time before he gave in to his own rapidly approaching pleasure. He snapped his hips upwards, meeting her pace and making quick work of his fingers against her sensitive nerves. He watched her closely, observing every little shift in her face. When he noticed her mouth widen and her brows arch upwards, Shikamaru knew that she was close. He smirked at her and chuckled, grasping at her hip and digging his nails into her flesh as he fucked into her sopping cunt.

"Gonna cum?" He asked rhetorically. The expression on her face said it all. She nodded her head vigorously and squeezed his shoulders, huffing as she bounced along his length.

"C-Close, s-so close," She murmured, her body hot and tears pooling in the corners of her eyes. "G-Gonna c-cum, n-need to c-cum--"

He groaned with a snicker and sealed their mouths once more, flicking his thumb aggressively against her swollen clit. "Good girl. Cum for me, doll, all over my cock."

She continued to circle her hips against his, grinding down against his thumb and edging herself closer and closer to release, until finally the knot in her gut snapped and she was sent hurtling towards her climax. She arched her back forward, bucking her hips against his cock and pressing her forehead against his as her mouth fell open and her eyes sealed shut. A sultry cry left her lips and she panted as she came down from her high.

He pulled his hands away and wrapped his arms around her back, then pressed his temple against her cheek as he began to thrust upwards to meet his own release. He grunted as he drew closer, his once meticulous and meaningful thrusts becoming more and more sloppy. He was desperate now to chase after her high, pounding into her used cunt like a feral animal.

"Gonna fill you up," He growled as his body trembled and his vision began going white. "L-Like the desperate slut you are."

With a snap upwards of his hips he finally allowed himself the release he had been searching for so desperately. His hips stuttered and slowed as he came, shooting thick spurts of cum inside of her with a grunt. Shikamaru panted to catch his breath, then moved his arms from her back to slide his hands along her waist and lifted her off of his lap to disconnect from her. Yuuna pulled back from him and smiled down at the man beneath her, cupping his face and running her thumb along the scars on his cheek. She leaned forward to press a gentle kiss to his lips, basking in the afterglow of what had turned out to be quite an amazing turn of events. She pulled away and he flicked his gaze between her emerald eyes.

"You're a horrible liar, you know." He smiled, running his fingers along her salty skin. She raised an eyebrow and chuckled.

"What are you talking about? I wasn't lying about anything." She said, tilting her head to the side. "I really did hate you when we first met."

"Oh come on. I know you were probably convinced that you had me fooled into thinking you hated me," He started, letting his hands rest on her hips. "But you're the easiest book I've ever read, doll-face."

Yuuna furrowed her brow and scoffed at him. He responded by flashing her a sly grin, drawing his lips closer to hers.

"That smoke break thing was the first red flag." He explained, shifting his eyes to look at her lips. "Why in your right mind, if you hated me, would you willingly drag your feet over to stand next to me, and then ask if I had a smoke I could spare? Especially when there are so many other guys around here who smoke too? You don't even smoke, so why in the hell would you ask a guy you hate for something to fuel a habit you don't even have?"

She sat on top of him and said nothing, simply continuing to trace the lines of his scars along his cheek.

"And that night when I came back to the office and was drunk off my ass." He began, looking into her eyes. "You could have just left me on this couch for someone else to deal with. But you stayed with me all night to make sure I was okay. If you hated me as much as you said you did, you wouldn't have given a rat's ass about what happened."

He leaned forward to press his lips against hers, nibbling at her bottom lip and tugging it gently between his teeth with a cocky smirk.

"You wanna know what the biggest red flag was?" He whispered. "After that night when those punks started following you and you had to call me to get you home safe, I've been walking you to and from work every single day. I know you're not a pushover, Yuuna. You can take care of yourself." He kissed her again, running his hands along her sides. "If you didn't want me escorting you to work, you could have told me to fuck off or threaten me at any time. But you never did. Not once."

He looked into her eyes and gave her a teasing smile, to which she responded by narrowing her gaze and furrowing her brow. He leaned forward again before he spoke, lips barely touching hers

"You've got it bad for me and you're just too stubborn to admit it."

She looked down at him. The jig was officially up. He had her figured out; read her like a book, just like he'd said. Finally, she smiled down at him and chuckled.

"Alright, you got me." She admitted with a roll of her eyes. Yuuna traced her thumb along his scars again, humming softly as she looked between his eyes. "I guess you won this little game of baseball between us, huh?"

He watched her eyes and smiled, leaning forward to close the gap between their faces again. He wrapped his arms around her waist and rolled her over onto her back, pinning her down on the couch. He slated a knee between her thighs and shifted forwards, hovering his lips over hers. They pulled into a sly grin before they met hers in a slow, deliberate kiss. He pulled away and snickered.

"I won the second you locked eyes with me that very first time, Princess."

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