Big Ass Bet

By : c0p13r

Disclaimer: I don't own 'NARUTO' and make no money off this fic.

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Tsunade knew shouldn't have bet against the brat, but she was halfway drunk and he seemed unlikely to do it. It was all part of seeing his progression, but she lacked faith in his ability to rationalize and solve equations. "Complete the written portion of your first Chunin Exam with a passing grade!" she had said, more to the satisfaction of Shizune than anything. Her apprentice literally applauded her for the reasonable and safe way to test Naruto's fast-paced progression and felt it okay to leave the two alone.

Naruto had been stuffy about the matter, folding his arms and pouting a little. "Ero-Sennin taught me some of that stuff," he conceded, "but it's so boring! He gave up the third day and said a real ninja lives by his gut and heart!" He flagged the paper off. "Why would I want to do that now?"

Irritated, Tsunade's alcohol-fueled mind raced to a swift resolution. She smirked and proposed her go-to solution: "Then let's make a bet."

Interest piqued, Naruto turned back and allowed the stakes to be made. If he could pass the test, she'd be his for a night. Not so rare of a wager between them; Naruto had won often, and that usually led to blowjobs or handjobs or – preferably to him – titfucks. Once, she lay him, but that had nothing to do with bets; she just wanted to fuck him on her chair. Commonplace for these occurrences, Naruto would take her seat and wanted to wear the Hokage hat. "It'll be mine someday anyway," he always blustered, and she'd always give in right before starting her cum-enriched meal.

This time, however, was different. And only because she was drunk did she foolishly say okay. How foolish it was indeed to bet against Konoha's quick-rising star. He passed, and she could not believe it. More than passed, he got seven right out of a possible twelve (a hard twelve).

"H-how?" She was stupefied, eyes glued to the test while the blonde brat rubbed his hands together with glee.

"It's time for the bet, Obaa-chan," he chimed.

And held to her word, Tsunade had to concede.

"On the desk," he conditioned, and more girly than she usually sounded, she worried that someone could walk in. Naruto already picked up and donned the Hokage cap. "It's fine." Fine for him, not for the revered Fifth Hokage, granddaughter of the First.

All the same, she fulfilled his wishes. Why could he not have just preferred her to cram herself under the desk and bounce her tits around his meat again? She'd rather that, wearing his plentiful seed – as she knew how bountiful his loads could get – than this.

Nothing but her tight spandex pants were touched, peeled down her thick thighs to just above her knees. Of course, her panties were next. Naruto considered working around them, but… "Easier," he said out loud when he exposed her to his view.

She was all taut; butt elevated, her shoulders were tightly squared and her fists balled beneath her flushed and grimacing face. "You're getting too cocky, you brat," she warned him while buckled down by the weight of the bet. "I'm… I'm sure you cheated!"

Naruto peeked out from behind her heart-shaped rear, grinning and snickering and feeling pleased with himself. "Of course! That's the point of the test, isn't it? That wasn't Shizune-nee-san! She was with the pig!"

That only clicked in Tsunade's mind in that moment. Shziune had left earlier, as Tonton had gotten an upset stomach! Naruto had a clone impersonate her on this visit, and then leave to find the answers of the test! After memorizing the answers, it need only dispel to grant the knowledge to the original!

"Damn you-oooh!" Her curse finished in a high octave, the first reaction to his tongue touching her. But her pussy, though glistening wet and appetizing and gloriously shorn, was not his target tonight. His appetite had turned elsewhere, and he licked that hole up and down, side to side, and pressed firmly with the tip of his tongue to test its resilience. Of course, she was not easily penetrated. While the title of 'Legendary Sucker' had perverted implications, Tsunade kept a regal standing as often as she could. She sucked and fucked to get out of debt, but she had boundaries.

Naruto disregarded those boundaries and lapped headily at her dimple. Her muttered and mixed curses rolled carelessly from his thoughts. All he could imagine while twisting his tongue against her ass' core were the noises they'd both make when he was making good on the bet.

The amount of saliva continued to build, and while he toiled with the endeavor of piercing her, the spit ran down through the folds of her sex. It tingled and tickled, but Tsunade's fists were unable to unwind and treat her swollen clit to fond touching. She had only clenching her teeth and bearing the oral massage of her backside.

She answered his tongue's quest to her insides with a guttural "Ahn!" Her muscles reflexively closed around his, but were unable to expel him, so the tip floundered and lapped at what it could before the contractions inevitably won out.

It was good enough for him as he sat back on his haunches and wiped away the spittle that had accumulated on his chin. "We should do it now, Baa-chan," he declared, as if she had a say in his process.

Loathe to admit it, Tsunade's quim had started to throb. She had relished his tongue lashing despite her reservations and now sought the completion of her anticipation. She'd sobered up when she saw his score – now known to be a farce – but she had now become influenced by lust. She wished his aim was through the petals that opened invitingly, but when the zipper came down and the meat moved through the opened cloth, the blunt head resided against her back entrance.

Naruto held the cheeks open, though her posture already splayed and yielded her hole. "Are you ready, Granny?"

Should she be? She might've preferred a bit of finger-fucking back there, loosen her up in preparation; she knew what he was packing. "Just do it," said the Fifth Hokage, and the Genin obliged.

He supplied her resilient hole with a good amount of force; not quick and impatient as when he fucked her mouth or tits, but with restraint. She was barely breaking around his head, opening only bit by bit, her fit body rejecting unnatural invasion. Yet all the same, he was making headway. His gritting mouth opened with a sharp gasp, but Tsunade gave a prolonged and deep groan as her ass began to stretch and fit around him. No, he was not small; even for an adult, he was gifted! Tsunade had once advised Sakura to be limber after being told that they had a date. "Just a suggestion," the mentor harmlessly said with a smile and a belly full of Uzumaki cum.

Surely, that same cum would find its way into her guts, but by a different passageway. "Ah!" Naruto stabbed too urgently, unsatisfied by the slow progress, wanting to bury himself in her untrained intestines with no wait. Tsunade grabbed the edge of her work desk, needing some stability as Naruto shifted her insides. "Ah!!" He did it again! This time, it resulted in Tsunade's unchecked strength crushing the desk in her hands. "Not so fast, you fool!" she shot back at him.

"Sorry, sorry," Naruto was quick to say, his eyes unable to find anything of interest aside from his cock steadily sheathing in the bustiest, most beautiful woman in all the Five Lands! He held her pussy in similar reverence, but somehow, this was a grander feat. The small hole that his tongue could barely squeeze in had now doubled, tripled, quadrupled in circumference, holstering his large member, housing and massaging it as he carefully trekked up her rectum. When he was only two inches out, he pressed his luck and his hips, and in one fierce thrust, he was sealed within.

Tsunade was grateful for his pause when he was fully up her ass; it gave her a chance to regain some manner of composure. She did breathing techniques and even employed some personal chakra tweaking to lessen the sting of it. But she felt him. He had stretched out her slim tract, and now she held him like a glove much too small to fit his girth. When his dick twitched, she felt it, and when it oozed precum, she felt that too.

If they maintained this, would he cum? She wouldn't doubt it, but Naruto was not one known to be good at sitting still. And sure enough, he withdrew and shoved back in. He was not wasting time; she hadn't expected him to. It was proven that she could take him all the way, now she just needed a little bit more to suit him.

"This feels great, Baa-chan," wheezed the boy sawing his hips to her butt. "Does it for you?"

On the receiving end of an ass fucking, Tsunade couldn't do much more than give deep groans and grunts in reply. But in time, she was able to say, "Just… keep… uhn!... going… brat!"

Again, he obliged, working her more and more, spreading out her bowels until it was easier to make longer and quicker thrusts. From below, her pussy continued to produce her arousal, which wound up on his tightening sac. It was the extra pork on a miso ramen from Ichiraku! Naruto allowed himself to bellow in ecstasy. Tsunade allowed herself to sink her teeth into her forearm to keep from crying out loud and spurring the impetuous youth on.

For what could have been minutes or a single minute, Naruto plowed on against Tsunade's backside, bouncing off her cheeks only to return a moment later. Her internal walls squeezed and tried to return to their normal shape, but the cock returned each time with a vengeance. Alert to every change of her body, Tsunade could feel her bowels reshaping to accommodate the persistent intruder. He continued to leave a wet deposit of himself – enough now to form a puddle that he sloshed into – but had yet to inject her with a more plentiful volume. "Hurry," she seethed, still clutching at the splintered edge of the desk while her lower half quaked. Her slit squirted some of her essence, the mighty muscles contracting, longing for attention.

"I will," Naruto wheezed, still beating his cock up into her. His cockiness was fast ebbing to the distressed look of the helpless. Granny was telling him to hurry, yet he was astonished to have resisted this long against the grip of her ass. His body twitched, his hold of her hips unreliable, losing her for a moment whenever she pitched back against him. He was swift to reclaim her, though, and reinstated his own rhythm by drawing her hard back onto him.

Genin fucking the ass of the Hokage, atop her desk, amongst the forms that were so crucial to Konoha's stability and relationships. Tsunade's pussy might have salivated on a few of them already, but she could not concern herself with anything beyond the cock filling her backside. Oh, the men! The debt collectors who had been so enticed by the thought of her ass, all left unsated by their desire! Even Dan had expressed an interest to try that she did not fulfill before his death. Yet this often-irksome boy…! Tsunade's grunts began to escalate, transforming to a bellow of orgasmic relief! The desk in her hands cracked and broke more, and the pressure she applied: deadweight to test the strength of the desk! Those scrolls and forms that had not been shaken off by the desk's rattling, along with Naruto's swinging sac, became drenched as her empty cunt discharged; a juicy explosion that glazed her passion across her workplace.

Naruto would have to be dead not to release in time with her intestines bearing down on him. "Yah! Here it comes, Granny, alright?!" Heavy spurt of white cascaded up the tight territory of Tsunade's colon; wet heat salving the pried-open orifice, up inside and flowing back down, though his cock was too tightly wedged to permit much from leaking out around him. Maybe when he took out, but he was still in the throes of it! His hips jutted against her, bouncing her against his enthused thrusts. She was winded as well, collecting herself from the rectal-induced orgasm. His wetness seeped and settled neatly in her, and the shaft was steadily deflating so that she may relax. The involuntary spasms of her bowels pushed against the rod that had widened and flooded its space. With it losing its stability, the cock receded more and more until…

Plop!

Naruto was panting, his eyes transfixed on the hole closing up, though his semen had already welled to the surface, a milky payload dribbling out and through the crease of her flared sex, the bulk of his spending remaining inside Granny's deep hole until the anus slowly shut itself. The experience done and his balls relieved, Naruto sank back on his haunches and breathed deeply, glad to have taken the bet. Silly Granny, he thought. She was easy to fool when she drank.

Tsunade was less chipper, flushed in the face and reflecting on the substance she'd have to expel later, now sloshing in her bowels. Damn brat, she thought. He was not so clever when he was younger.

But she was given little time to resent him, for in her distraction, she hadn't noticed him slipping off the desk and rounding about to her face until his soiled dick shoved towards her rosy lips. Her honey-brown eyes stiffened as hard as the frown upon her lips, warning him that he was getting too audacious; he repelled her intensity with his goofy yet charming smile, persistently angling his cock towards her refusing mouth. Ultimately, though, her jaw slackened and she let the filthy cock in. She was better at this, better at sucking than letting an irritable brat shove up her butt. Cradling the balls slick with herself, she thoroughly washed his cock in her mouth, saliva swishing and spilling from her tight lips until she decided it was enough.

A persistent sliver of drool hung from her mouth to connect to the slitted head of his cock. "This is the only time." She turned her head sharply, trying to remove the lewd spittle, but was unsuccessful. Her eyebrows furrowed inward. "Don't expect it to happen again," she warned while using her hand to break the stubborn link and shove Naruto's dick away before he could convince her to start sucking it again.

ccc Less than a month later ccc

"Wow! Like this, it feels like I'm getting deeper!"

"You are! Ah! Just keep going like that!" Tsunade's mouth hung open, unending in short, gasping moans. She pleasured her pussy with her fingers, riding against the slickness to match the odder sensation of Naruto's shaft stuck up her ass again. Unlike her previous position during their first anal experience, she was now situated on her chair, ass jutting outward for Naruto to penetrate easier. He had peeled her lower garments off, leaving only her high heels… on one foot, at least, when he fumbled and wrenched the footwear off to lick at her high-arched sole and suckle on her toes. He kept her legs up and open, gripping at her ankles so that both of her own hands could fondle herself. Her sitting like this also granted the vantage of her huge, rolling breasts when he exposed them through her robe. They swayed and rippled each time he jammed his dick up her asshole, cramming the space in her cunt.

And they'd been at it some time, since Tsunade lost the bet that Naruto would be able to fenagle some alcohol from Anko.

They had been so lucky last time that they pressed their luck too hard, focusing on their pleasure rather than security. As he stuck his dick as deep as he could up Tsunade's ass, making her cry out in pleasure as he ventured deeper than ever before, the door was opened and Shizune – the real one – carelessly meandered in. "Tsunade-sama, it's time for…" The raised tray of luncheon snacks dropped with her bright spirits; luckily, her fingers stayed firm enough not to lose the handles, preventing a mess on top of the one she walked into.

Tsunade gasped, looking past Naruto; Naruto looked over his shoulder to where the medic apprentice gawked in stupor. "Shizune!" gasped the master.

Shizune, so overcome with surprise, did not stammer in place with an "Aiee~!!" Instead, she tried to make sense of it, but failed. She only got out, "What… what's going on?"

Tsunade could not come up with a way to answer, not right away, not with a cock throbbing and pumping precum up her rectum, slickening the insides. But Naruto's blasé approach was direct, snickering with a great, big smile, and then saying, "She lost a bet." Then he turned back to finish the job, fucking the Fifth up the ass while her assistant bore witness.

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I know it might seem like a waste that I used up an idea for Naruto/Tsunade and a bet, but it's not that rare of a circumstance in the first place.