Jiraiya X Reader - Tumblr Posts
Cherries
Jiraiya x Reader. MDNI 18+ only. Ao3
You’re a waitress at a gambling club, and a fan of Jiraiya’s book, when he comes into your club you can’t help yourself from going home with him.
This was kind of inspired by the song Cherries by Annie Kemble, a good friend of mine. It’s a great song, give it a listen even if you don’t wanna read this fic. But I hope y’all do both. Love y’all as always <3 Doodle
Content notes: SMUT, smoking, drinking, pussy eating, uncut dick (b/c why would anyone in the Naruto universe be circumcised?), jiraiya is his own warning tbh.

The sound of shouting players, and the smell of smoke was second nature to you now. You had been working in the parlor for two years, serving drinks, selling and lighting cigarettes, loading pipes and blowing on dice. You were frequently propositioned by customers for more salacious services, many offered money. Sometimes you would take it, if you were feeling comfortable enough, or the price was enough to tempt you, they never asked too much of you. Usually short encounters, over before the sun rose again. You had no problem making money this way, and why should you? You were working, you were talented in this regard, they had a good time and paid you well. As long as you kept yourself safe from harm, you rarely even got nervous anymore.
Tonight had been on the slower side, the middle of the week wasn’t often popular for gambling. You hadn’t been tipped that well, two different tables had stiffed you completely. You didn’t think you would be walking home pleased with your purse tonight. Breaking from the foggy main room, you slipped into the private bathroom reserved only for employees. Your makeup was immaculate still, but you applied another layer of ruby colored lipstick, patting it lightly with your finger before cleaning up the edges. You mussed your hair slightly in an attempt to give it more volume, before giving yourself one last look and smiling. You were beautiful, you were so grateful to know it and feel it.
While you were in the bathroom, Jiraya entered the parlor. His boisterous laugh gathered the attention of everyone, his hulking figure shook the table as he sat down at one of the games. The energy around him was light and fun, people of course recognized him and were excited to buy a man of such legend drinks, or play against him. Of course he wasn’t a great gambler, Jiraya was primarily here to get drunk and to flirt, shaking off another long day of training and mentorship. His eyes rose from the game table just in time to catch the most beautiful woman he had ever seen exiting from the back of the parlor. Well done up, makeup clean and vibrant, showing elegance with a clear personality that he would love to discover. Styled hair, pulled away from her working face, but falling perfectly where it could to give the appearance of casual effort. He was shaken by the man sitting next to him, and brought back to the game. Barely paying any attention, he offered a raised bet, and lost near instantly. He didn’t care, he took the last of his drink and shot it back, standing from the table and moving through the crowd over to where you were reloading your tray with drinks.
“Hello, gorgeous.” The alcohol had reddened his cheeks and lowered his already rock bottom inhibitions.
You gave him a practiced smile and began to lift the probably overloaded tray, “hello sir, is there something you might need from me?”
“I’ve got a couple ideas, but I’ll save them until you’ve dropped that tray off.” He took a seat on the available bar stool next to the drink well, “don’t worry about me, honey, I’ll still be here when you get back.”
You giggled flirtatiously, ever the professional, before passing him to deliver the bottles of sake and beer to your patrons. You swished your hips as you walked, knowing he was staring at you. You didn’t mind, he was a bit older than your usual type but you knew his reputation.
Master Jiraya of the legendary Sanin, you had even read one of his books. A girlfriend had recommended it to you, starting a scandalous book club you briefly belonged to. You were sure his writing was generous, but you’d be lying if you said you didn’t want to find out for yourself. He was tall, and handsome, and fucking big. Everything about him was big: his body, his presence, his voice, his reputation. You wondered if everything else was just as big.
Clearing your tray, you turned back to the bar, he was still watching you. You assumed he had been the whole time. His dark brown eyes crinkled up at the sides following the line of a wide grin. The red markings down his cheeks bent and blending into his blushing alcohol fevered cheeks. You stood to his side, sliding in between stools and leaning your body against the counter. Flirting was part of your job, keeping the patrons entertained and engaged was just as much your work as serving drinks. Sure this may have had some selfish motives, but no one could say you weren’t working too.
“So….I have to confess something,” you flicked your eyes up at him, through your thick made up lashes.
“Oh sweetheart, I would love to hear a confession from you. Need me to offer you forgiveness?” He was becoming brazen, moving his large hand to your waist, which you leaned into.
“I’ve actually read a few of your books.” You moved your hand over the arm that he leaned on the bartop.
He watched you trail your finger over his forearm. He was flattered by your admission. His mouth was starting to water.
“Well, it’s always nice to meet a fan. Especially one as beautiful as you.” He watched you blush at his words, “do you have a copy? I’d love to sign it for you. Is it back in your bedroom?”
He started to stand up, but your hand was sturdy on his shoulder, pressing him back down onto the stool.
“Not so fast.” You smiled, your fingernails toying playfully with the hem of his sleeve, “I’m excited to meet you, Master Jiraya. And I’d be happy to continue spending time with you tonight. But you see, I’m still working. And I’m not finished here for another hour.”
You closed the distance between the two of you, fingers moving his long white hair over his shoulder and leaning in to brush your lips against his ear. He smelled like jasmine and pipe smoke, something else lingered as an undernote, something earthy and organic.
“I’d love for you to sign my book. I don’t live far, but you’ll have to wait until my shift is up. Think you can do that for me?” You pulled back, batting your eyelashes and pouting your lips, fingers still tangled in his hair and clothes.
His eyes were glassy but locked onto you, his heart pounding in his chest, if you looked hard enough you were sure you could see his pulse in his neck. He nodded and you nodded back, an agreement made and a promise to be kept.
“Can I top off your drink?” you offered, reaching across the bar top and not so subtly arching your back and grabbing a fresh sake bottle.
“Only if you share it with me,” his eyes licked over your body.
He couldn’t believe his luck. The most beautiful girl in the whole place not only was talking to him but knew his work, and seemed to be interested. You pulled an extra cup and filled both glasses, offering one to him. He accepted graciously, still struck by the ease of the whole situation.
“To your work.” You offered
“To your work.” He offered, tapping his glass against yours before drinking together.
You two shared the bottle over the next half hour. You would occasionally need to seperate yourself and assist your coworkers, who were also engaging in the night's entertainment and service. You didn’t have any more tables to yourself, so you were mostly running drinks and offering support. Everytime you left his side, Jiraya always waited patiently for you to come back to him.
“So what keeps you working here?” He asked upon one of your returns.
“I like it. The money's good, the hours are better,” you nudged his arm, “the people are interesting.”
“Are they?” He asked, catching your hand in his and running his thumb across the back of your knuckles.
His touch was hot against your skin, leaving little prickles of electricity in its wake. You weren’t sure when exactly it had happened, but you found yourself becoming more and more excited by the idea of spending the night with him. He was forward but had remained respectful, keeping his hands relegated to your arms and back, but never on your legs or hips. The conversation flowed naturally, he was actually very funny, giving plenty of chances for you to swoon at his wide smile. His good looks were filtered by age but he was still an incredibly handsome man, his strong nose leading up to his dark eyes, big lips growing wetter and looking softer at every passing shot.
“Yeah,” you answered, flipping his own hand over to run your index finger over the inside of his palm, tracing the lines, “although they aren’t usually so handsome. Or accomplished.you wouldn’t believe the amount of stories I’ve sat through about farming or markets.”
“You know, gorgeous, if I didn’t know any better. I’d start to worry you were playing me a bit. Are my stories boring you?” He watched your finger trace over his palm, and he watched when it stopped.
Your slender finger ceased its cartography of jiraiya's large palm, moving his hand over so it faced down. You slotted your fingers in between his. You let them linger for a moment, joined together, before bringing his knuckles up to your lips and kissing lightly. Your lipstick transferred lightly, leaving a red kiss mark across the ridge of two of his fingers. You met his gaze as you pulled away, his bottom lip was caught in between his teeth as he watched you.
“Not at all, Master Jiraiya. I feel quite fortunate to be talking to you tonight.” You set his hand back down on the table, but kept your hand tucked into his.
His voice shook slightly as he asked, “how much longer is your shift?”
Your eyes flicked over to the clock on one wall, “twelve more minutes. Think you can wait here while I wrap up?”
He nodded and breathed out, releasing himself from the previous moment of tension. He leaned back slightly as you stood up and walked to the back to settle your cash for the night and close out your final tabs. Besides Jiraya it had been a slow night for you, but despite the lower than expected take home pay, you felt giddy as you collected your final tabs and closed out with your bartender and manager. Before finishing up, you swung by the bar one last time. This time opting to not sit beside Jiraiya, but lean behind him, pressing your chest into his back and talking directly in his ear.
“You actually still have to settle your tab.” You reminded him, circling a lock of his hair around your finger.
“Ah, right.” He got the bartender's attention and closed his tab, leaving a hefty tip, “should I tip you as well? Or does that come later?”
He turned to face you, suddenly his ever confident aura had dimmed slightly, as though he had grown nervous.
“You're signing my book, that’s a great tip, especially after I sell it as a collector’s item for having a genuine signature!” You teased, laughing.
He laughed along with you before standing. You realized he towered over you, he was well above six feet, probably by another half. He looked down at you, your features enticing him in further and further. His mind raced, thinking of your eyes fluttering at him, how soft your lips felt against his hand, the smell of Cherry that followed you every time you walked past him.
“Why don’t you head outside, I’ll meet you out front after I grab my bag from the back.” You told him.
Just one more hurdle until you could finally have each other. The tension continued to build and build until you knew it would eventually compound in on itself. Hopefully in your bed, and hopefully again and again until the sun comes up.
“I’ll be waiting.” He said, and lifted your own hand to his lips this time. Offering a more dramatic, showman’s kiss before loudly smacking his lips off.
You hurried to the back to hang up your apron, grab your coat and bag, and say goodbye to your coworkers. You slipped out the back and walked around to the front of the building.
Jiraya waited patiently, but nervous. This wouldn’t be the first time he had been duped by a beautiful woman’s promise of a “good time”. When you finally emerged from the side of the building, his face lit up, shoulders relaxing as he took you in.
“I hope you didn’t think I was going to leave you out here.” You read his mind.
“Of course not, just enjoying the night air. It’s good to clear the mind.” He looked down at you, you had walked straight up to him, nearly chest to chest.
The two of you stood for a moment, then two. Breath syncing up, heart rate too. In the moonlight your features look softer, eyes sparkling up at him. Jiraya fought the urge to hold your cheeks and press your lips together, you were still outside of your place of work and he didn’t want to embarrass you.
“This way,” you finally took his hand and led him down the street.
Your conversations from inside the bar continued as you walked home with Jiraiya following you closely. Your walk home wasn’t far, only a few blocks, and he was right about the night air. You had only had a few glasses to drink, but the soft summer wind was already helping you feel more alert and awake. When you finally entered the grouping of apartments where you lived, you led him to your door.
“I wasn’t expecting company, so you’ll have to excuse the mess.” You said, you had actually just cleaned the previous day, but it couldn’t help to under promise and overdeliver.
Jiraiya couldn’t care less where you lived, or how, he was just so excited to be in the home of an incredible young woman who had invited him in. You opened the door, moonlight illuminating the dark living room. With him following closely, you moved to turn on a few lamps, brightening the space. Your place was nearly immaculate, not devoid of personality, but neat. You had drapery hung over your windows and around your light fixtures allowing the light to take on different hues. Purples, blues, and golds filled the space, casting patterned shadows over the walls.
“Wow, kid. Nice place. You do all this yourself?”, Jiraiya let out a low whistle, impressed with your home making skills already.
“Mhm,” you nodded, setting your bag down on your dining table.
You moved to undo the buttons of your coat, when you felt his hands slip around you from behind, his chest was right up against your back, his head stooped down to speak in your ear.
“Please, allow me.”, his fingers were quick to undo your buttons, moving smoothly up your lapels and sliding the jacket off of your shoulders, leaving them bare and chilled with excitement.
His smell of jasmine filled your space, you felt intoxicated with him already. His lips brushed the shell of your ear, then the juncture of your jaw and neck, then the side of your throat. You bit back a moan along with the urge to lean your head back against his chest.
“Are you trying to get out of signing my book?” You teased as his hand began to circle your waist.
He laughed, it shocked you a bit. The usually booming laugh, subdued and hot against your ear. He knew just how to play you. You turned to face him, stepping back slightly, not so subtly trying to regain your footing.
“Of course not,” Jiraiya smiled down at you, his large hands still in your waist, “you keep it next to your bed?”
You pushed his chest slightly, “you wish.”
You pulled out of his grasp and moved to a low bookshelf in your modest seating area, you had to bend over to retrieve it. You heard him suck in some air as you did so. Finally pulling the bound text from your shelf, you stood again and faced him. A blush crept up your face, you realized you had dogeared a few pages, which reminded you that you had actually made notes in a few margins. Maybe you liked this book a bit more than you let on. He noticed too, taking the book from you and opening to the first page.
“You have a pen?” He moved to sit cross legged on your floor over the coffee table.
You grabbed a writing utensil from your desk drawer and offered it to him, loving to sit next to him.
“Ah ah,” he tutted, hiding the book, “no peeking.”
You rolled your eyes and sat across from him instead. You watched him carefully as he thought of what to write, and with a devilish glint in his eye, started scribbling his autograph. He was taking longer than should be necessary for his name.
“You’re not writing something dirty in there, are you?” You tease, sliding your foot under the table to nudge his crossed leg..
“I already did, that’s why you like it so much.” He flirted back instantly, not even slightly shaken by your contact. He was clearly in his element.
Finally when he had finished his escription, he read over his own words. Giggling to himself, he brought the book up and mimed a kiss against the page, before blowing on it softly, to dry the ink.
“There you go, gorgeous. One of a kind.” He closed the book and set it on the table with his hand still over it, inviting you to try to take it from him.
You took the bait and reached over, he slid it just out of reach, “Almost.”
You got the game. Sliding around the table, you now were next to him, your hand fit next to his, fingers intertwining on the bound leather. You moved your body up his, with him seated and you on your knees, you were finally eye to eye with him. He watched you closely, pupils blown in excitement. You moved to sit on his lap, finally in a full embrace. He was so wide, it was hard to fully straddle him, but you managed. You could feel him getting hard underneath you, too many layers separated you from him. You could feel how wet you had gotten from the back and forth of tonight. You wanted him so bad. His large, delicious body, his experience, his charisma. It had all drawn you in. His hands moved from the table, abandoning the book and over slid your hips, then up your back and down again. The sensation was soothing and also titillating.
You felt yourself dampen further, and your breath increase. You moved your arms around his neck, leaning closer and closer, you could feel the tie that held his long hair back and you pulled until it came loose, allowing his white hair to fall freely. Your lips were so close to his, you could smell sake on his breath, you could feel his heart beating under you.
“Jiraiya?”, your lips were nearly against his as you spoke his name.
“Yes, gorgeous?”, His big hands squeezed your hips, keeping your firm against his clothed erection.
“Are you going to kiss me? Or are you going to make me beg you for it.” You looked at him under your lashes, catching his eye just in time to see him shudder a bit.
“All you had to do was ask.” He caught your lips in his, his hands on your hips pulling you closer to him.
His lips were so soft, but his kiss was so hard and passionate. His tongue immediately slipped between your lips, quickly mapping the inside of your mouth. He had the faintest taste of smoke, probably a pipe or cigarette from earlier in the night. His hands moved through his hair, tugging lightly, making him moan against your mouth.
“Such a pretty girl,” he mumbled between hot, wet kisses, “you don’t know what you’re doing to me.”
Feeling emboldened by his praise, you moved one hand between your joined hips to stroke his hardened dick, “I think I have a pretty good idea.”
His hips bucked at your touch, a half moan-half laugh sputtering from his lips. He cursed and pulled at the back of your shirt, removing it quickly. His hands were rough against your skin, decades of both training and writing causing his palms and fingers to callus. Your skin was so soft by juxtaposition, smooth and even, plump and vibrant. He removed your bra skillfully, your breasts spilling out for him to quickly latch his mouth onto.
You moaned, throwing your head back, “Master Jiraiya!”
He could barely hear you, he was completely immersed in how good it felt to have your bare chest in front of him, against his lips, against his tongue. He flicked his skilled tongue over your nipple, pulling back to watch it harden and peak.
“You’ve got such great tits, baby. Such a pretty thing for me.” He kissed up the side of your neck.
You were rocking your hips against his, trying desperately to pull more of those shocked moans from him in the process. Your hands moved under his tunic, unknotting the tie and pulling the sides apart. His chest was so broad, a large star shaped scar bloomed from the center outward. You had hooked up with shinobi before, you were familiar with the combat scars and various bruises to be found on their bodies. But this was unlike anything you had ever seen. It was expansive, and evidently distracting, as you had stopped your grinding to gawk at the large healed wound.
“Thought girls liked scars.” He joked.
You ran your hand down his chest, fingers exploring the topography of muscle and scar tissue.
“I do.” You leaned down to kiss the side of his neck, hand traveling further down to his hip bone and further to undo the tie of his pants.
“You work fast, honey.” He bit his lip trying to cover the moan your eager touch pulled from him.
You moved off his lap, now pulling his trousers along with you as you moved down his body, “worried you can’t keep up, old man?”
This struck something in him. Something competitive and cocky. Before you realized it he had you up on the couch, and he was kneeling between your legs.
“I hope you don’t mind if this old man takes a turn first?” He growled holding your hips in place as you tried to figure out just how he had moved you so quickly.
His hands pulled at the top of your skirt, undoing the zipper on the side and sliding it down your legs.
“It only feels fair after I so graciously gave you my autograph free of charge.” He removed your skirt completely, leaving you only in your red panties.
You were so wet already, the panties were sticking to you. You wanted them off so bad, you wanted him so bad. His hands ran up your thighs, Jiraiya delighting in the hot, smooth skin of a young woman writing under his touch. You were so gorgeous, a beautiful body, a beautiful face, charming and intelligent. He had no idea how he had gotten so lucky. You were looking at him so desperately, he could see how badly you wanted him. And if he wasn’t sure from your eyes and your words, you were practically dripping onto your own couch in front of him. He couldn’t wait any longer, he had to taste you for himself. Jiraiya leaned forward and took the front of your panties between his teeth, pulling them down, using his hands to roll the flimsy fabric off of your legs. A practiced move he had perfected over years, but never failed him.
Watching him remove your panties with his teeth had you moaning before he ever touched your aching pussy. He watched you gasp in awe and arch your back, body begging him to pleasure you. He knew exactly what he was doing to you. He slid your panties in his back pocket for later. He knew he was a pervert, but he couldn’t help himself.
Finally, with nothing separating him from your sex, Jiraiya moved your legs over his shoulder and pressed forward, giving you a long, languid lick all the way up your slit.
His tongue was devilish; skilled and wicked. Strong hands keeping your thighs in place as he devoured you. You couldn’t stop the wanton moans that spilled from you like a waterfall, he had barely started and you were already whimpering and pulling at his hair.
“Baby you taste so good, I don’t think I’ll be able to stop. How many do you think you can take?” You could barely hear him through the sound of him lapping at your dripping pussy.
He was talking about his fingers, thick and waiting to push inside of you. They were bigger than yours, bigger than anyone’s you had been with, and fuck you wanted them inside of you.
“Two. Two. Fuck, Jiraiya, please.” You begged him, needing more and more from him despite how good you already felt.
He pushed his first two fingers inside of you, tongue still slurping around your clit. Feeling him spread you open, you felt the white hot build up of orgasm approaching. Your voice was giving you away, panting moans, barely intelligible curses mixed with his name. You tugged at his hair, paying no kind to if it hurt him or not. He certainly wasn’t stopping, nor was he complaining. He was too drunk off of your taste. He hooked his fingers inside of you, deliciously hitting your g spot.
You nearly went blind with pleasure. You were cumming before you even realized how close it was. Not only cumming, but squirting. Gushing around his fingers and into his waiting mouth. He drank from you, everything you had. Leaving you a well pleasured, panting mess above him. The heels of your feet had dug into his shoulders so hard he may bruise. But tomorrow if he woke up with any mark of you left on him, he would be a happy man. Finally detaching his mouth from your puffy, spent pussy, Jiraiya sat back on his heels, watching you carefully, licking his fingers clean.
“Ever done that before?” He grinned cockily, your squirt still dripping down his chin onto his neck.
You watched him take great pride in cleaning his fingers of your cum, “once or twice.” You told him.
“Think I can make you do it again?” He leaned over you, his hands finding your waist again, pulling you forward, against the front of his barely done pants.
You shuddered at the thought. You had read his books, you were familiar with his proclivity toward having the heroines orgasm again and again, until they were begging for mercy. You had always assumed it was fiction, and that couldn’t, shouldn’t reflect on the desires and skills of the author. But the way he watched you as you came undone for him, the way he looked down at you now, you knew it was autobiographical.
He wiped a sweaty strand of hair from your forehead, tucking it behind your ear before leaning down to kiss you again. This kiss was softer than before, he cupped your face sweetly, not tugging and pulling you into him, but holding you firm and steady against his lips. You kissed him back, finally feeling grounded in your body again. He tasted like you, you were sure you tasted like him too. The experience of letting someone’s taste overpower your own was at times more sensual and pleasurable than the act of sex itself.
Your hands moved over his back, feeling the strong muscle, the divots and grooves of his body. Your eager hands moved to remove his pants, and he joined the effort, stripping himself completely before you. He joined you on the couch, kneeling between your legs, still kissing you. You felt his hardened length hot against you, sliding up and down your slit, he reveled in the fruits of his previous labor.
“Please Jiraiya, please.” You whimpered against his kisses, reaching down to stroke him.
He was diamond hard in your hand, long, and thick. Of course he was, of course this literary Casanova had the personal equipment to back it up. You could feel his heartbeat pulsing through his erection. You ran your thumb beneath his foreskin to pull the precum from him and coat your hand to lubricate his length. Jiraiya shuddered and lifted you back onto the couch again, joining you and slotting himself between your legs. Your lips were hot against his, spit and moans exchanged in between sloppy kisses. His thick, white hair shielded you from the light in the room, blocking out everything else but him. He reached down to join your hand on his length, his eyes meeting yours to confirm consent. You nodded again, rocking your hips against the head of his cock. You moved your hands to his shoulders. Jiraiya’s thumbs spread your folds apart for him to release a string of spit onto you. Spreading the lubrication of his spit and your previous release along his length and your slitc he started to inch himself into you.
You couldn’t help the arch that your back curved into. Nor could you stop the mewl that escaped you. Jiraiya groans above you, pushing deeper. Your vision went white as he packed his inches into you. You clawed at his muscles, whimpering as he filled you.
“I know, baby. Almost there.”, he cooed, smoothing your hair.
You squirmed at his depth, how he stretched you out, how he mashed against the wall of your cervix.
“Relax, baby. Let me in, it’s okay.” He kissed your cheeks where you had scrunched up your face.
You breathed deeply, trying desperately to relax your tensed muscles. Just as you would release slightly, he would push further and you would clench around him again. Finally after much stopping and starting, he bottomed out inside of you. His hips meeting the backs of your legs, your calves over his shoulders, and your fingers gripping his shoulders.
“Jiraiya…fuck…you’re so deep.” You trembled against him.
Jiraiya panted above you, running his hand up your leg soothingly. You were holding him so tight, he was struggling to keep from fucking into you further.
“Let me know when I can move, sweetness.” He pressed a sweet kiss to the ball of your ankle, petting your leg again.
After finally accommodating his size, you nodded. He pulled back carefully to the head of his cock before sliding into you again. He began an even thrusting pace, he rocked his hips against your sweet spot inside of you. You couldn’t help the broken, nasty sounds that fell from your lips. He was setting your body ablaze with pleasure. His head fell back as he maintained his rhythm, letting out a lazy, delicious moan. You felt electric, like all the energy in your body had illuminated and was glowing. His hands traveled from your thighs to your hips to your breasts and back again. You felt as though he was unstitching your every piece, taking you apart at the atomic level. And it was marvelous, his touch was practiced and methodical, he knew just how to touch and to please you. You couldn’t control the begging pleas that spilled from you.
“Raiya, please, yes, fuck, oh” in repetition again and again.
He was similarly babbling, “yes baby, so tight, so good, good girl.”
Your sweat transferred to his skin, and vice versa, when he finally leaned over you, closing you in against the couch, you couldn’t help but keen to kiss him again. His big, strong hand pulled your hip up to meet his thrusts, and you helped him, fucking yourself up into him. Your bodies worked in perfect sync, meeting his thrusts, him moving his fingers in between your bodies to circle your swollen clit. Your voice raised in pitch, eyes rolling back as he played you like a fiddle. You had no idea earlier in the night how incredible he would be.
You felt yourself inching so close to climaxing, and you made it clear.
“Please Jiraiya, please!” You begged
“You wanna cum, pretty girl?” He smiled, pushing deeper into you, making you arch further.
“Yes! Fuck yes please. Let me cum!”
“Cum all over this cock. Make a mess for me, baby.” He choked out, circling your clit and sucking into your neck.
He pushed harder into you, the combination of his cock and fingers finally bringing you to your desperate, whimpering, squirting climax. You coated his cock and abdomen in your cum, he shuddered against you trying to keep his pace as he reached his own orgasm.
“Fuck!” Jiraiya cried out slamming himself against your g spot, finally letting his release take him.
You could feel his cock pulse, shooting his long streams of cum inside of you, painting your walls white. Jiraiya collapsed his full weight onto you, which was not insignificant, but you couldn’t bring yourself to care. You stroked his fluffy, white hair as he caught his breath atop you. He pressed lazy, hot kisses to your neck, collarbone and chest as he caught his breath. Minutes passed with you two locked into this embrace. Finally the weight of his body was too much, and you tapped on his shoulder, urging him to sit up. He did, pulling you up with him, having you straddle his lap so he could stay sheathed inside of you. He stroked your back, still kissing your neck occasionally. You slumped against his broad chest, feeling spent, he let his head rest against the back of your couch. When he had finally caught his breath, he tipped his head back down, holding your face in his hands, and kissed you deeply. His tongue smoothed against yours, tasting your exhaustion. He moved your hair out of your face, and looked into your eyes.
You finally found your words, “I better not read about this.”
“If you think I’m not using this as research, I hate to disappoint you…” Jiraiya laughed heartily, holding you closer.
You kissed him again, laughing against his lips. You luxuriated in his touch, his warmth, and his kiss.
Sure enough, about nine months later when his most recent book was released you rushed to the local bookstore. You found there was a dedication at the beginning reading simply.
For Cherry, Page 73.
You quickly flipped to the listed page and found the beginning of a deliciously flowery sex scene, one where the protagonist picks up a waitress and spoils her the exact way Jiraiya had done to you.
You couldn’t hide the blushing smile. That bastard.
Okay y’all thanks so much for reading! I hope y’all enjoyed! I’m nasty feral for this big bad man.


𝐌𝐞𝐧 𝐰𝐡𝐨…
(Naruto cast Edition)

Featuring - Kakashi, Kisame, Gaara, Juugo, Yamato, Obito, Might Guy, Asuma, Itachi, Iruka, Jiraiya, Konoha 12 males, & Anyone else you see fit <3
Rating - Lovey-Dovey Cutesy-Wutesy Fluff
Song Choice - My Girlfriend (TV Girl)

Men who love you unconditionally as if it's a second nature to them. They lived the majority of their life with the idea that they're undeserving of the love they see on display in public, but you changed that for them. You mean the world to them and they'll do anything in their power to make sure you never feel the way they felt before they met you, your smile is worth more than any amount of Ryo in the world to them. (Kakashi, Choji, Kisame, Gaara, Juugo, + Anyone you see fit)
Men who will remember every single detail and aspect of you and your life. They'll easily be able to list your likes and dislikes perfectly without a single detail missed, some may even say they know you better than you know yourself. They just cant help it, seeing you happy and content means everything to them and being the cause of those feelings are a huge bonus to them. (Shikamaru, Shino, Neji, Rock Lee, Yamato, Obito, Might Guy, Asuma, + Anyone you see fit)
Men who are adorably romantic in their own unique way. Although they aren't the lovey-dovey romantic type, they still show you just how much they absolutely adore you, even if the world doesn't see it. Instead of expensive dinner dates, they prefer spending time chatting about the future you see having with each other while helping you prepare dinner. They appreciate the time they spend with you above anything, even if it's something as simple as tagging along with you while you run errands or the extra 2-5 minutes you two spend with your limbs intertwined with each others before the alarm goes off. (Naruto, Sasuke, Sai, Kiba, Itachi, Iruka, Jiraiya + Anyone you see fit)
Aaah I just wanted to say I loved your ‘men who’ Naruto post and I wanted to request a nsfw one if possible? 💕💕
You can ignore if you don’t write nsfw or if you don’t feel comfortable doing it


Men who…

Featuring - Kakashi, Obito, Itachi, Jiraiya, Shikamaru, Shikaku, Neji, Choji, Might Guy, Naruto, Rock Lee, Iruka, Sai, Kiba, Sasori, Juugo, Gaara, & anyone else you see fit <3
Rating - Explicit
A/N - Luckily for you, anon, I do write nsfw and I’d be more than happy to fulfill your request; ty for the ask nd I hope you enjoy 💞💞
Song choice - B.A.S (Megan Thee Stallion)

Men who could easily spend hours between your legs, ignoring the sting of the tight grip you hold on their hair just to get a few more minutes of peace. Nights like this aren’t often, so why take it for granted; they’re finally free from their usually busy schedules and for them, there’s no better way to fill in the rare free time than spending it pleasing you.
You can’t remember how many orgasms they’ve already ripped from you, the erotic sound of wet, sloppy slurping permeates throughout the room as they work their skilled mouth between your legs.
Your thighs in their calloused hands as your legs helplessly dangle from their shoulders, nails digging into your palm as you clench your fists together, soon finding home in your partners scalp—roughly tugging at their locks, pulling them closer.
You were barely able form a coherent thought at this point, but you knew you were painfully close to your release; coarse, broken moans and cries of their name was the only thing that fell from your lips. They knew you were close just by the way your grip tightened on their locks as you rode their face in search of release, the sudden vibration of them letting out a few groans against your core was enough to push you off the edge of release once more.
Your grip weakened as you came down from your crashing orgasm, coating their mouth and lower chin in a mix your juices and their saliva; the sight of them in this state was painfully lewd. Messy, disheveled hair gently covering their eyes as they looked up at you, their bare body beautifully illuminated by the lit nightstand lamp, bare skin lightly damp with their sweat, chest heaving as they caught their breath—they looked beautiful, a literal piece of art.
(Kakashi, Obito, Itachi, Jiraiya, Shikamaru, Shikaku, Neji, Choji, Might Guy, whoever you see fit)

Men who lack skill but make up for it in enthusiasm. The only experience they’ve had were the restless nights they would spend panting into their palm while fucking their fist to the thought of you; and fuck were there many nights like that, but nothing could’ve prepared them for the real thing. Your warmth greedily taking them back in with every deep, sloppy thrust of theirs as you cried their name between choked out moans.
They easily reached that certain spongy spot that made you see stars, bullying their cock against it with each and every sloppy rough thrust of theirs; they just couldn’t help it, you were so perfect, the warmth you provided them, the feeling of your hole greedily sucking them back in every time they pulled back, these new feelings were dangerously addictive to them.
The pesky knot in your lower stomach finally snapped as you came from the excessive stimulation, limbs falling weak as you were close to collapsing onto the bed.
Their nails digging crescent shaped indents into your hips as they brought you up closer to them, the sight of their shaft coated in a pearly white mix of your fluids and their precum was enough to send them over the edge.
Leaning in and biting into your shoulder as they came, painting your insides in their seed with a muffled groan; their weight against your back as they catch their breath from their crashing orgasm. They couldn’t believe what they just did, and with you out of all people; it was like a dream for them. You could hear them whisper out a few broken I love you’s between breaths before leaving a few kisses in their wake and slowly picking back up on their thrusts, this time with a bit more experience on how to please you.
(Naruto, Rock Lee, Iruka, Sai, Kiba, Sasori, Juugo, Gaara, Whoever you see fit)

chain reaction of countermoves

PAIRING: Jiraiya/AFAB!Reader. CONTENTS: AU - Canon Universe+Modern Setting, Explicit Sexual Content, Reader is Chubby, Age Difference, Alcohol Drinking, Size Difference, Dirty Talk, Praise Kink (lots of terms of endearment). WORDCOUNT: 6680
Summary:
You and Jiraiya met at a bar. A little game ensued.
Notes:
WHY IS THIS SO LONG... there is for real no reason for this having almost 7k words when I was just thirsty... Either way, I feel like this is such a personal fic even if it's just porn with a tiny plot lmao
I don't know how to describe the setting of this only that's a mix between canon universe and modern world. It's not really that important but I should clarify nonetheless.
divider by @/cafekitsune

Jiraiya had seen you around at this same bar fairly frequently. You were always sitting alone by the counter with a cocktail, and the few times he had tried to approach you were the ones when you scurried away faster than lighting. A boyfriend, he assumed, maybe girlfriends. You were always wearing formal dresses, yet showing an abnormal amount of skin, his eyes couldn’t help but wonder. It’s not like he was discreet; if you had any sense of awareness, you probably noticed his eyes burning holes right through you every time you were there.
This time, the backless dress you had on was so low cut it was a miracle it didn’t slip off your shoulders.
He was going to die if he did not try to at least speak to you once; he might as well die from a heart attack if you kept revealing more of yourself anyway. Rejection was nothing new, he could tolerate a hot woman like you blowing him off.
“Every time I see you here, you’re always alone.” You turned your head towards him as Jiraiya took a seat by the stool beside you, grinning smugly and eying you even more intensely now that he got a view of your gorgeous face. “Would you mind if I join you and invite you for a drink?”
Your eyes lingered on his face for a few moments, and he noticed no sign of annoyance or indifference. He took that as a small victory.
“Braver men have tried, mister.” You purred playfully, averting your gaze towards the half empty glass in front of you.
“‘Mister’, huh? You killed me with that.” Jiraiya laughed; you were clearly much younger than him, but other than that teasing comment, you didn’t seem to want to avoid him. “But no one is braver than me. Can I have your name, darling?”
“Oh, but I don’t think you need it.”
The way you smiled gave away your intentions. A challenge. Jiraiya couldn’t help but smirk; you had no idea what kind of man you were even talking to.
“You’re gonna make me earn it? I can take on a challenge, especially if the prize is as tempting as you.”
His eyes were fixed on your face when you turned to look at him, with a lot more attention than you did before. He could see the curiosity gleaming as you scanned him up and down, and up again, holding his gaze for a hot minute with a smirk on your lips.
Goddamnit, you were gorgeous. And you weren’t even saying no; you were playful and sultry, and that just spurred him on.
“Are you not gonna tell me yours?” You asked before downing what was left on your glass.
“Two can play this game.” Jiraiya grinned at your sudden interest, as he gestured for another bottle of sake to the bartender. “So, how about that drink, sweetheart?”
You had opened your mouth to reply at the same time your phone rang. He gave it a quick glance, in an attempt to see the name displaying on the screen, before you put it away.
“Maybe some other time.” You got off your stool at the same time he did; he wanted to help you like a gentleman would, but you were quick in grabbing your purse and leaving money on the counter. “See you later, mister.”
You flashed him that mischievous smile of yours as you strode towards the door. His eyes went straight to the exposed skin of your back all the way down to your ass. He could feel himself getting hard, imagining what it’d be like to touch your naked body.
Maybe some other time, like you said.
*
That single interaction was carved in his mind, and while Jiraiya didn’t see you for days after that, he thought about you often. Probably not in ways a gentleman should think about a lady after simply exchanging pleasantries, but he had always been very easily enticed. And you were alluring to a new level.
While a handful of women flirted with him right back when he did, most of them were more eager about punching his lights out when he said something remotely inappropriate. You seemed keen on keeping the conversation going, so he should definitely try and push things a little further if he ever saw you again. Just out of morbid curiosity.
Which happened to be exactly two weeks after that first encounter.
Jiraiya saw you sitting at the usual stool, wearing a dress that didn’t seem to be as revealing until he approached you, his eyes immediately landing on your cleavage.
“Fancy seeing you here again,” He said, taking a seat by your side before ordering a bottle of sake. “I missed seeing your lovely face around the bar, you know?”
When Jiraiya was able to avert his eyes from your chest, he took a look at your face, and he noticed something slightly off, though he couldn’t quite pinpoint what the issue was. You seemed a little dull, though not as much to make your beauty dilute. Every man at the bar had their eyes on you after all.
He assumed it must have been a problem with the hypothetical boyfriend you must have; there was no way a woman like you was single. Not that he cared as much.
You still offered him a small smile when you turned to look at him, gulping down what was left of your glass before speaking.
“Are you gonna tell me you haven’t been flirting with other women while I wasn’t here?”
“I thought of you every time.” Jiraiya grinned when you snorted, amused at his silly comment.
“I’m sure you did, you perverted old man.”
“I can accept the pervert comment, but I draw the line at ‘old man.’” He feigned offense, glaring at you playfully and taking the opportunity to ogle.
“That’s where you draw the line?” You laughed, turning your body slightly to his side.
Jiraiya wouldn’t consider himself lucky with women at all, no matter how many of them had actually given him the time of day. But he could read body language incredibly well, and based on that alone, you seemed more than interested in him. You were locking eyes even for fleeting seconds, you were obviously aware of your own body as you let him get a better view of the curve of your breasts when you turned. At the very least, you liked his attention, and he was more than eager to give it to you.
“What can I say, I had never been accused of being proper.”
“Of course, you had been staring at my boobs since you sat down.”
The grin on his face grew wider when he noticed your smile, and the way your eyes gleamed. He was on his second bottle of sake, but that didn’t stop him from feeling aroused at this simple conversation.
“Oh, baby girl, you’re basically shoving them in my face.” The blush on your face was new and adorable. You didn’t respond to his comment, and Jiraiya assumed you must have been embarrassed but not turned off at all since you were grinning. “You want me to stare.”
“Maybe.” You replied in a tone that gave away your interest in him.
“Baby, I’m flattered you want me to admire you so much.”
“‘Admire’, yeah, right.” You snorted, crossing your legs. You were wearing a long dress but it was still inevitable for his eyes to dart to the curves of your hips. “I don’t know if that’s the word I’d use.”
“What’s the word then?” Jiraiya asked absentmindedly.
“Ogling, maybe. Drooling, like the pervert I know you are.”
“Now, I never denied being a pervert, but you’re being a little unfair.”
“How so?” You asked, showing him your empty glass, signaling for him to pour some of his sake on it, and he gladly obliged.
“You expect me to be decorous when you’re wearing something so tempting, and looking at me with those eyes.” Jiraiya locked his gaze with yours, and smiled smugly when he found surprise in your reaction.
“What eyes?” You asked as you brought the glass to your lips.
“Eyes that make me want to bury my face between your legs and make you cum with my tongue.”
Self confidence spread inside his chest when he saw you splutter on the sake, drenching half your face with the liquid as it dripped down your chin and onto your chest. Not only had Jiraiya made you lose your cool, but you were wet as well, maybe not in the sense he’d like, but he knew this was the best counter move he could have made as he watched beads of alcohol slide down your cleavage. Moreover, the blush on your face and the fact that you hadn’t hit or insulted him could only mean one thing.
The grin on his face grew wider when you could only avert your gaze, not being able to make eye contact, and the blush had spread up to the tip of your ears as your hands covered your face to hide your nervous smile. He laughed boisterously, in disbelief of how adorable you were while being so absolutely hot at the same time.
“I didn’t think I’d get such a cute reaction from you!”
“Shut up!”
“You’re not immune to my charms after all!”
That last comment earned Jiraiya a slap in his arm, which he barely even felt, but he groaned nonetheless, bending over as if he had been truly hurt.
“You’re such a pervert!” You muttered with a smile and a faint red tint still adorning your cheeks.
“Don’t tell me now you didn’t imagine what I said in that pretty little head of yours.”
You looked at him with big eyes that would make his knees wobble if he was standing. Oh, he was dying to touch you in the most inappropriate ways.
Before you could even open your mouth to reply, your phone rang, distracting you from his attention. Jiraiya frowned as he noticed your expression droop when you eyed the screen.
“Maybe I can tell you what I imagined next time.” You showed him a half hearted smile as you grabbed your things before standing up.
Curious yet frustrated about whatever it was that seemed to get in between the two of you, Jiraiya kept his gaze glued to your butt as you walked out.
*
You were back at the bar less than a week later, at your usual spot, and Jiraiya thought to himself that while being a frequent drinker must not have been good for his health, he could not give a flying fuck about it if he got at least an hour of sunshine. And when you walked in, sunlight came through.
But like last time, your expression seemed clouded, even when you noticed his presence as he approached you.
“So tell me, mister, do you live in this bar?” You asked him before he could even open his mouth.
Jiraiya rolled his eyes. Again with the ‘mister’. He wished you would just tell him your name so you would stop calling him that. He was old, but you made him sound ancient.
“I guess I’m just lucky enough to be here when you are.” He replied, grinning when you flashed him a smile.
He could always admire you better when he was beside you, and he did not waste time in doing so. Your dress was long, as always, with a deep cut on the side, revealing the juicy skin of your leg all the way up to your thigh. He briefly imagined what it’d be like to grab and squeeze it in his hands, if you were as soft as you seemed and what it’d be like to run his tongue along your skin, before focusing his attention back on your pretty face.
“Aren’t you tired of talking to me?” You asked, swirling the drink you just ordered in your hand.
“I’m having the most fun every time we talk.” Jiraiya blinked, baffled.
“Liar, you just wanna get laid.” You chuckled.
“That’s besides the point, you’re funny and easy to talk to and you haven’t told me to fuck off, so I assume my presence is not unwanted either.”
Jiraiya grinned, pleased with himself when you laughed. He hadn’t lied; you were quick-witted, especially in responses to his sometimes lame lines, yet he couldn’t forget how embarrassed you were during your last conversation with him. That just made you even more charming.
At the very least, you liked him. Even if maybe you weren’t sure if you wanted to have sex with him (yet). He could keep trying until the next mission called for him.
“So I’m not one of your many conquests, then.” You looked at him with a smug smile.
“You know how it is, women fall at my feet naturally.” Jiraiya replied, holding his chin up. “But you’ve been the most interesting chase.”
“Or maybe you’re being an interesting chase for me.”
Oh, the way his entire body heated up at your words, and even more so when you eyed him as if he was a piece of meat. His cock inevitably twitched inside his pants, eager and anxious to be inside of you. Soon, hopefully.
Maybe this had been your game the whole time, and he was just a pawn on your board.
His face was probably giving away the thoughts in his head when he saw your grin getting wider until you started laughing again.
“What are you thinking about?” You asked, still snickering. “Something perverted for sure!”
“Maybe one day you’ll get to find out.” Jiraiya replied before downing his glass of sake, feeling his cheeks warm up intensely.
You were still grinning when your phone rang. He was getting sick and tired of that thing, he should accidentally destroy it next time.
You frown as you eyed the screen, before offering him a smile as you stood up.
“Sorry for cutting down the chase earlier this time.” You finish your cocktail, the only cocktail you had that night, in one gulp, before putting on your coat and leaving some money on the counter.
Jiraiya stared, memorizing your every move and the curves of your body; no matter how many times he had seen you (which weren’t even that many), it wasn’t enough to appreciate and admire you.
“I’m not letting you go next time.” He said with a smirk.
“Oh?” You returned the same playful smile. “I can’t wait, then.”
He caught your scent as you turned. Vanilla and coconut. Would you be as sweet if he were to taste you? It took everything in him not to grab your arm and pull you towards him.
Jiraiya was definitely not letting you go next time.
*
There was a pattern in the days you usually went to the bar, Jiraiya noticed. Usually on Fridays or Saturdays, though that didn’t surprise him, it was usual for anyone to use the weekend to unwind. But the first few nights, the ones where he didn’t approach you (but definitely noticed you in your tight little dresses) were Wednesdays or Thursdays. You didn’t go there every week either. The three times he had talked to you had taken place in the span of two months.
It was creepy how much Jiraiya was analyzing the situation. He wasn’t stalking you or anything; but he meant what he said last time. He was going to make a decisive move when he saw you next time. And he wanted that to be soon.
But he wasn’t expecting that to be when he was about to walk into that same bar.
Jiraiya saw you walking, rather hurriedly, towards the entrance, and you noticed him at the same time he did. He grinned at you, smugly as he always did. The look on your face should have given away your next moves, but he didn’t figure it out until you were actually an inch away from him.
Wrapping your hands around his neck, you pulled him down to meet you halfway, pressing your lips against his in a clumsy kiss, noses bumping together.
Making a nose of surprise, Jiraiya couldn’t believe that you were actually kissing him. Out of nowhere. Unprovoked. Whatever plan he might have considered before was thrown out the window, and he slowly wrapped his arms around your back, returning the same affection you were giving him.
Pulling away, the deep shade of red on your cheeks gave away your shyness, but he was still bewildered, probably sporting a stunned look on his face. Confirmed when you snickered, keeping your arms safely wrapped around his neck.
“Hi.”
“Hi…” He replied, voice hoarse from the surprise.
“Do you still like me?”
“Yeah.” Jiraiya frowned, nodding enthusiastically, confused on why you even have to ask that.
“Good.” You smiled widely, pulling him down for a brief kiss again, one that he could return right away. “Wanna go somewhere else?”
“Yeah!” He replied quickly, making you giggle again.
Taking his hand into yours, you smiled, biting your lips in a shy nervous manner, before urging him to walk with you.
Damn it. Jiraiya was stunned; you had actually made your countermove before he could actually even make his move on you.
However, he had thought about where he’d like to fuck you, given the chance. When he mentioned he had a place in mind, you followed his lead. He had been fantasizing about having you all for himself for way too long to let it happen in a small, cheap motel room, no matter that he had one night stands in place like those. But a woman like you, who had him so hooked before he even said hello for the first time, deserved a fancy hotel room, one where you can both stay the whole night without worries.
It was there, at one of the most high end hotels nearby, that Jiraiya remembered he didn’t even know your name.
You whispered it low and sultry against his lips, kissing him fervently as you stepped into the hotel room, burying your hands in his long hair and tugging at it, making him groan wantonly, so turned on by simply having you close. The dress you were wearing that night underneath your coat wasn’t as plunging as other times, a pastel color fitting your body in a loose manner as he ran his hands up and down your sides, gripping at your body tightly, memorizing all your curves as you bit his bottom lip.
“I’m Jiraiya-” Jiraiya started, holding you firmly against him as he gazed at your face. He was prepared to make one of his fabulous introductory monologues, but the look in your eyes made him frown. “You know who I am.”
*
Of course you knew who he was.
He had seemed familiar when he approached you at the bar that first night, but you weren’t entirely sure if you were dreaming, or if he was actually that author from those romantic adult novels, novels that you actually enjoyed a lot. When you went home that night, you corroborated it yourself by checking the picture of him at the end of the book. Sure, he was a little younger in the photo, but it was definitely Jiraiya.
Not only an erotic novelist of best selling books, but also a legendary Sannin. You knew that much.
He was actually much more handsome in person. Tall, and big. Something you didn’t expect; even in your heels, you barely reached his shoulders. Not to mention he was actually interested in you. Getting sex with you, sure, but you still took that as a compliment, even though everything in him screamed ‘womanizer’.
You never got a lot of chances for casual sex with strangers who piqued your interest as much as Jiraiya did, so you decided it was time to experiment something that might be otherworldly. What was the worst that could happen?
“Was it obvious?” You asked him, pleased with yourself. He stared at you for longer than you expected, but his hold on your hips was firm so you didn’t try to pull back.
“No, it wasn’t,” Jiraiya replied, eying you up and down briefly. “You’re a cunning woman.”
“Please,” You rolled your eyes. “I wasn’t even trying to be sneaky. Don’t tell me you’re scared of me now.”
It was his turn to roll his eyes before scoffing, giving your hips a squeeze.
“I’m gonna be alert from now on.”
Jiraiya didn’t give you a chance to reply as he kissed you rather roughly, bumping his nose against yours as he licked your lips. You made a noise of surprise but followed his pace easily.
You had found your initial attraction to him as a distraction, but the more you talked at that bar, the more you liked him. It was the first time you laid eyes on an older man, and you would have thought someone his age would flirt better than he did, but his attempts (and even his perverted comments) had awoken your curiosity. And so far, his kisses were igniting a nice warm sensation in your insides, one you hadn’t felt in a long time.
Breaking up with your boyfriend a few months ago had brought you down more than you’d like, and the subsequent attempts at rebounding with blind dates hadn’t worked as well. The only thing that brought you a small amount of joy were your brief encounters with Jiraiya.
That, and the fact that he made you feel like you were the hottest woman on Earth. It was a small detail in the grand scheme of things, but you had rarely felt that way, especially with the men you dated, and you had to wonder if there was something wrong with them or with you. No matter that the night you were going to spend with Jiraiya was going to be a one time thing, you already felt more by playing pretend with him, than you did with all the other men you’ve been with in your life.
You just hoped the main event was just as sparkly as the kissing was.
Pushing at his shoulders, you pulled away from his lips until Jiraiya let go of you, hands falling to his sides as he looked at you, confused when you took a few steps back. Taking off your coat, you threw it at the nearest chair before reaching for the zipper at the back of your dress.
When you let your dress slip down your body, falling to the ground, and saw the look on his face when he found out you weren’t actually wearing any underwear, you’ve never felt more powerful. His jaw was hanging wide, eyes popping open as he scanned you, and you couldn’t help but snicker. You were embarrassed for doing that, cheeks flushed, having never done anything like it; but getting that reaction in response was worth everything.
“Oh, baby, baby, you’re gonna give me a goddamn heart attack.” Jiraiya said, taking off his haori at the same time he kicked off his sandals, nearly tripping with his own feet and making you laugh.
“That’d be fun!”
“So you have been trying to kill me all this time.” He smiled, amused, throwing his hand guards to the floor as his eyes scanned every bit of you when he took a few steps closer. “Fuck, you’re even hotter than I imagined.”
“‘Imagined’, huh?” You took a few steps back towards the bed as you slipped off your mule heels, and Jiraiya followed you, keeping his eyes mostly on your chest and legs, which made heat rise on your cheeks. “So, what have you been imagining? Care to share?”
“Oh, a lot of things.” He took your hand, leading you towards the bed as he sat down on it, keeping you in front of him. His eyes never left your body, and you started to feel more and more self conscious with each passing second; though the lascivious gleam in his gaze prevented you from trying to cover yourself. “For once, your tits are even more gorgeous than whatever I was picturing in my head.”
You bit your lip to contain the gasp that was about to spill out when his hands reached for you. Jiraiya cupped your breasts, squeezing them gently and pressing them together. Even in his big hands, your tits were a handful, and when he ran his thumbs over your nipples, you couldn’t help the small moan that left your lips. He smirked triumphantly, repeating the same action, making you close your eyes shyly.
“You’re also much more sensitive than I expected.” He said, licking his lips as his hands slid down your waist. “Come here, sweetheart.”
You offered him a small smile when Jiraiya gestured for you to sit on his lap, hesitant for a brief second before he tugged at your hand. You obliged, sitting on his thighs with your legs on one side, putting an arm around his shoulders as he wrapped his hand around your waist, keeping a firm grip.
When his fingers trailed the inside of your thigh, nudging your legs to open, blush spread across your cheeks. You didn’t exactly know why you were embarrassed in this situation but you had a hunch; you expected him to take you at once, but he seemed to be playing with you, and you felt exposed with every slow movement of his fingers. And while you were completely naked, he still had most of his clothes on.
“You’re shy now?” Jiraiya asked, pressing a kiss to your neck.
“Only a little…”
A gasp escaped your lips when Jiraiya promptly pressed the tip of his fingers to your folds, prodding your clit. The slick sound produced only embarrassed you more; he hadn’t really touched you but you were already aroused.
You moaned loudly when he focused his attention on your clit, pressing his fingers and stroking it gently yet steadily, making your thighs quiver as you naturally spread your legs more, your body ready to accept more of his affection.
“Oh, the sounds you make,” Jiraiya whispered against your ear, voice giving away his lust. “So fucking pretty.”
You let out a breathy laugh, cut short when one of his digits traced your entrance, pressing inside the tip. Clutching his kimono, you kissed him fervently when he slid a finger in, thrusting with expertise, simultaneously rubbing your clit with his thumb. He smirked against your lips when you whimpered again, hips moving against his hand. The grip he had on your waist was strong; even when you started seeking more of his touch, he held you in place, giving you a sense of security that he wasn’t going to let you slip away or fall.
Trailing his lips down your chest, Jiraya took a nipple in his mouth, suckling gently as he pressed another finger into you. You hummed, cradling his head to your breasts, his tongue deliciously teasing your sensitive skin at the same time his digits grazed inside so right. It took you by surprise how well he seemed to know your body, and you easily fell into the rhythm of his moves, a warm sensation quickly blooming in your abdomen.
Your hips jerked when his thumb rubbed your clit at the same time his fingers stroked your inner walls, eliciting a sharp moan from your lips.
“You’re gonna be such a tight fit, baby,” Jiraiya grunted against the curve of your tits, planting an open mouth kiss there. “Have to get you ready, real nice and wet for me.”
His husky voice made the muscles in your abdomen tighten, clenching around his fingers as pleasure pulsed through your veins. He had been right about your sensitivity, and his focused attention on your chest, tongue swirling around your nipple, as his fingers glided in and out of you faster, made the build up of your impending orgasm much more intense than you were used to. Your thighs pressed together in reflex, practically trapping his hand, as you let out a shaky moan.
“You like my fingers, princess?” Jiraiya asked with a quiet laugh, pulling away from your chest to look at your face. “Close already?”
You could barely form a sentence, panting as you nodded eagerly.
With a smirk on his lips, Jiraiya slid his hand from between your legs. You yelped, clinging to his neck, surprised when he easily picked you up and moved you. He hovered above you, kissing your lips sweetly before sliding downwards, taking the nipple he had left unattended in his mouth. You mewled when he graced his teeth over your skin before eagerly sucking on it.
You didn’t think he’d be so focused on your pleasure when you walked into that room, but when he kneeled on the floor, tugging at your legs and hoisting them over his shoulders, your heart skipped several beats, your slick dripping down your thighs in anticipation.
“I did say I was gonna make you cum with my tongue.” Jiraiya licked his lips, grinning as he pulled your hips closer to his face.
The heat in your tummy surged at once at the sight alone of his face between your legs. With a hand on your thigh, slightly opening your legs for him, Jiraiya buried his face against your entrance, not wasting any second in pressing his tongue inside and tasting you. He groaned at the same time you moaned, legs shivering when his nose dug against your clit.
“Oh fuck, fuck, fuck…” You panted, glossy eyes looking down at him as he began his ministrations.
He had an obvious goal, lapping at your hole, nuzzling his face against your folds. You would have been embarrassed in any other circumstance, but you were so close to the edge already, waves of pleasure building up rapidly. When he ran his tongue over your clit, sliding two fingers back inside you, you let out a long whine.
You tried to keep your eyes open, watching Jiraiya skillfully eat you out, humming and slurping loudly as if he was tasting the most delicious food, but it was proving to be a challenge when he lapped and sucked at your clit. Your hands reached for his head, threading your fingers through his hair, tugging at the protector on his forehead as you tried to anchor yourself to anything you could hold onto.
The noises he made from his mouth and tongue, and his fingers pumping in and out of your hole with a fast steady pace added to your arousal, and you knew you were making a mess, dripping onto the sheets and his face, but he sounded so happy, you couldn’t hold off anymore.
With a sharp moan, the knot in your abdomen unraveled when you came. Your vision turned white, toes curling as your thighs shook around his head, keeping him there until your orgasm subsided.
Jiraiya chuckled darkly against your folds, keeping his eyes focused on you while he helped you ride your peek, sliding his fingers in and out, coaxing more of your release to leak down his hand and chin. He only stopped when you tugged at his hair, legs quivering when he prod your clit with his nose.
You watched him through half lidded eyes as he stood up, chin and cheeks glistening with his saliva and your slick as he grinned down at you. Looking at you like he wanted to eat you whole, as if he hadn’t just been between your legs.
That wasn’t what you weren’t expecting from this man at all. When Jiraiya tugged at the protector on his forehead, discarding it haphazardly before he urgently began undressing, you couldn’t help but snicker. He must have been desperate to get his fill and it amused you to no end.
“Having fun, baby girl?” He asked, smirk getting wider when you smiled. The term of endearment did something for you, and the skin between your legs pulsed.
“I am, you should work on your stripper skills, though.” You giggled when Jiraiya tried to take off his mesh armor and pants at the same time.
Your eyes fell on his shaft once he was fully naked, and you couldn’t help but stare. You should have known, considering how tall and well built he was, that he’d be impressive with the size of his cock as well. It still took your breath away to see it so thick, long and standing at attention, bobbing when he crawled over you. Your mouth watered at the sight, but the need to have him inside you was stronger than attempting to suck him off.
Sliding towards the center of the bed, you noticed the scar on his chest. Your curiosity piqued, but you remained quiet, quickly distracted as Jiraiya ran one of his hands up your side, kneading the flesh of your waist until he reached your tit, giving it a rough squeeze.
“You like it when I touch you here, don’t you, baby?” He asked when you whimpered, keeping his eyes on your chest. “I should have taken my time to play even more with your tits.”
“Maybe next time.” You repeated words you had said on another occasion; you hadn’t really intended to say them outloud, but you were relieved when Jiraiya looked at you with giddiness.
“Next time.” He coincided.
You wondered if the mischief in his eyes was a default feature of his as he grabbed your legs, pressing them against your chest until your sex was on full display. In desperate need of having him finally fuck you, you tried to move your hips as much as you could when he stroked his erection against your folds. His size should have been worrying for any other woman, but you were dying to feel the stretch of his cock since the day you laid eyes on him.
“Fuck, princess, do you know what you’re doing to me?” Jiraiya asked breathlessly, pressing the tip of his cock against your clit, making your thighs jolt in his grasp.
“I know, and I want you to hurry up!” You breathed desperately.
“Relax, I’ll give you exactly what you want.” He reassured you.
His tone gave away his own need, and he pressed the head of his dick against your entrance, steadily pushing in. You moaned, legs tensing as your muscles accommodated to his size, so thoroughly full once his hips were pressed flush against you, his cock deliciously filling you up to the brim.
“You fit me so well.” Jiraiya groaned, voice hoarse, as if he was being tortured. “I knew your pussy was gonna be tight, but you feel so much better than I could ever imagine.”
“Yeah?” You asked, a little dumb.
“Yes, baby girl.” He smiled down at you, slightly sliding his cock out before slowly thrusting in. “It’s the best pussy I’ve had.”
As Jiraiya started a slow yet hard pace, firm hands holding your thighs against your chest, the warmth in your abdomen bloomed again, rapidly growing each time the tip of his cock grazed your insides, sparkles dancing behind your lids. You whimpered and whined, making all kinds of noises, enjoying the glide and the nice build up of another orgasm. The skin between your legs throbbed, aching from taking such a huge man, but you adored it, heartbeats increasing inside your ribcage.
“You should see how fucking pretty you look right now.” His words were like honey, increasing your arousal, coating more of his cock with your slick. “Taking me so well.”
You moaned louder when his thrusts got faster, eyes rolling into the back of your head. Your legs shook in his grasp, muscles strained from the position you were in. The pace was nice, you knew you’d cum eventually if he kept going; but you just yearned for a little more closeness, for his touch and his kisses and his hands. You wanted him to consume you.
Your hands reached for Jiraiya, sliding up his forearms, running your nails on his skin when he thrust into you particularly hard, ripping a sharp mewl from your throat.
“What is it, sweet girl?” He looked at you with dark eyes, smiling at you as he leaned down. “Need a kiss?”
You nodded eagerly while Jiraiya hooked your legs on his elbows, easing his way down until his lips touched yours. A sweet kiss, tasting the remains of your last orgasm, courtesy of his tongue. In contrast to the hard rhythm of his hips as they snapped against yours, brushing your clit on the way, and you couldn’t even focus on his tongue as it found its way into your mouth.
Wrapping your arms around his neck, you threaded your fingers through his long hair in an attempt to anchor yourself to something. The pace was ruthless, your brain had turned to mush in consequence, pleasure pulsing through your veins.
You couldn’t believe you were going to cum so soon. You didn’t question his magical powers, but you knew he must have some if he was going to make you orgasm twice in record time.
“You’re gonna-” Jiraiya grunted into the kiss, just as lost in your body as you were in his. “Fuck, you’re gonna make cum soon, baby girl.”
You moaned breathlessly, tugging at his hair, in a weak attempt to warn him about your impending climax. He didn’t seem to need it, still pushing his cock inside you at the same unforgiving pace.
“Come on, baby, I wanna feel you cum on my cock,” Jiraiya smiled against your lips, a smile that only the devil would have. “Need to feel you cum.”
You didn’t need the incentive, but his voice was like honey and the way he spoke was so lewd and fuck, it did things to you.
It didn’t take long before the knot in your tummy snapped as his hips jerked against you, his cock ripping an intense orgasm from you. Stars danced behind your lids, body trembling underneath him. You stuttered a moan, digging your nails on his shoulders when his pace faltered, hips stammering forward as your walls clamped down on him.
With a growl rumbling deep from his chest, Jiraiya promptly reached his own peak, cock throbbing as he spilled his cum inside you, filling you to the brim, prolonging your state of bliss.
You groaned weakly when he collapsed on top of you, letting go of your legs and burying his face in your neck. He was heavy, but you didn’t mind it at all, your mind still trying to comprehend what just happened as you tried to catch your breath, and you welcomed his warmth. That was the best sex you’ve had by far; he had rendered you speechless, for God’s sake.
Humming, you ran your fingers through his hair soothingly when Jiraiya started planting hot lazy kisses on your neck. He pulled out after a minute, when you started to really feel the weight of him on top of you, thighs and hips aching from the strain of the position you had been in as well as the deep thrusts of his cock. His cum leaked out of your hole, and you watched him admire the sight for a moment with the usual salacious gleam in his eyes before slumping next to you on the mattress.
You still had the whole night in that room, and you desired more. Once you tasted heaven, you couldn’t stop.
Coyly trailing soft fingers up his arm, you heard him groan as Jiraiya ran his hand through his hair.
“You’ll have to give me a minute if you wanna go again. I can’t get it up as quickly as I used to.”
You couldn’t help but snort before covering your mouth, trying to contain your laugh as Jiraiya sneaked his arm around your shoulders with a grin, pulling you close and tickling your side.


Lust For Life

Featuring - Jiraiya x Fem!Reader
Rating - Explicit
Warnings - One Night Stand, Oral (F!Receiving, Soft Teasing
Song Choice - Lust for Life (Lana Del Rey)

Quick hookups were never your thing, as if they were anyone’s.
You hated the shitty motels, the multiple orgasms you had to fake just to satisfy your temporary partners lustful needs, and most of all how they always left you feeling used and belittled afterwards.
The only reason you agreed to this one being his mastered art of persuasion, although, his looks did catch your attention.
Tall, Muscular figure, wild, white hair, red markings extending down from his eyes—he was far from ugly, attractive-even for a man who appeared to be in his 50’s.
But it wasn’t his looks that lead you to where you were now, it was that damned, silver tongue of his. The way he knew exactly what to say and when to say it, almost as if he could read your every thought just by a facial expression or the smallest change body language.
He frequented your go-to bar, starting conversation, buying a few rounds of drinks, and always ending the night with the same question of “How about I take you out, somewhere with more privacy?”, which you always denied.
It wasn’t a surprise that he wanted a quick fuck, but what did surprise you was his reaction—always laughing your denial off before saying “there’s always time to change your mind, Doll”
With him you weren’t met with the same ego-bruised assholes who insulted you whenever you denied them a chance, instead you were still given the same kindness you were greeted with.
That’s what made you cave into his perverted advances, and you’d be lying if you said you weren’t more than pleased about decision.
—
Silk sheets stuck to your back as your head fell to the pillow, hands gripping and tangling themselves into the sheets as you abruptly caught your breath.
You swore you could saw stars whenever he flicked his tongue against your sensitive bud.
His eyes never left your face as he ate you out, eyes analyzing your expression for any hint of discomfort only to be met with your clouded look of arousal. You could feel that devilish smirk against your heat as he tore out a strangled moan from you—vibrations falling from his lips and going straight to your core as he teased you.
“All talk, huh? You’re more sensitive than I thought.” His voice low as he spoke, almost as if he did it with the intention of having you needingly grind against his face at the tremor his words sent throughout your body.
The heat building in your lower stomach kindled from his words, your upcoming orgasm inching itself closer as he worked his skillful tongue on your cunt.
As much as you’d hate to admit, you needed him; the man you’ve been denying for weeks presented you with the best oral you’ve had in years.
He read you like a book, he knew exactly where to flick, where to lick, what to say to feel you clench around his fingers with a whiny moan—he played you like the sweetest song known to man and it made you regret not agreeing to his advances sooner.
Your thighs quivered in his grasp as you came, tears stippled the inner corner of your eyes as they forcefully shut; it wasn’t the first of tonight nor would it have been the last, but god you knew it would’ve been the hardest.

Other Kinktober 24’ Works



TW: Smut, Fluff, Breeding, Praising, Size Kink (?) lmk if i miss anything. Chubby Reader Fics with No Skintone of Reader Mentioned.

-Dividers from @v6que
can you imagine having a husband or boyfriend who is a farmer boy? like he's all buff, beefy, and strong and stuff.. and every time he gets home and opens the door, one thing he always does is that he will always look for you first, then he will carry you up to his room, and fucked you for the rest of the day. he's a boy who always fucked you like you're some kind of whore of his, but he somehow -- praise you like a princess. he use his dick to get you to your place, but on the other hand he also use his words to make your heart flutter by saying how good you're doing for him, how you're his woman, and how are you, sooner or later, that you will for sure, will gave births to his 'mini me'. and by the end of the day, you're gonna be nothing but his Pretty Woman.

🍡
one of the things about a farmer boy that i really like to thoughts about is the fact that since he's (so) beef and buffy, he really like to just carry you, scooping you, and bump you into his shoulder while his hand leaning on your back, ignoring your whining and protest about how you're a heavy woman and that you've also beg him to let you down while he was just saying "oh come on baby,, its not that bad. i promise i'll gave you a sweet treats."

𐙚 The Men That I'm Talking About Are : NANAMI KENTO, BOKUTO KOUTARO, HOSHIGAKI KISAME, RENGOKU, Shiva, Sugawara, Toji, TENGEN, Iwaizumi, Geto Suguru, KUROO TETSURO, Jason Voorhees, Vincent Sinclair, THOMAS HEWITT, Eren Yeager, Bakugo, Wakatoshi Ushijima, KAKUCHO, KIRISHIMA, Gyomei, Sanemi, DOUMA, Akaza, Miguel O'Hara, Sanzu, KONIG, Price, Dabi, Yuuji, Choso, SAWAMURA DAICHI, terushima, SENJU HASHIRAMA, ARATAKI ITTO, AONE TAKANOBU, Semi eita, Kou mukami, YUMA MUKAMI, Akiteru Tsukishima, JIRAIYA, lev haiba.
DID I FORGET ANYONE? INSERT YOUR FAV!
Jiraiya pressuring his daughter too recreate a scene in his book (the scene includes dubcon sorta)

tw: incest, parent/child, dubcon, daddy kink, coercion, age difference, manipulation, size difference, blowjobs, praise
All characters depicted are 18+

Even though Jiraiya is a very busy man, being both a legendary ninja and an author, he always makes time to spoil his precious little girl whenever she's around, not only is she the list precious person in his life, but she's also his main source of creative inspiration as of late.
He would usually go around the village and peep in on bathhouses for his writing material, but as of late Jiraiya has been itching to write some more scandalous and dark literature for his more depraved audience, something that being a peeper alone won't help him write.
After some very careful consideration, Jiraiya is finally able to decide the plot for his next Makeout Tactis book, he's going to write about a perverted old man taking advantage about an innocent younger woman who's too weak and naive to resist his advances, and Jiraiya knows just who to go to for assistance on this latest creative endeavor.
His daughter is a good and obedient young woman, but even she would be taken aback by her fathers lewd demands to help him with his writings, but Jiraiya already knows how to talk her into things that she wouldn't do otherwise.
"Oh cmon honey, daddy really needs his inspiration! Look, it's real simple, just get on your knees for me and I'll handle the rest..."
He's eventually able to sweet talk her into things, gently stroking her head as he pulls down his pants and takes his cock out, gently demanding that she suck it, which she does despite her obvious hesitancy and discomfort, a fact that Jiraiya himself is very proud of her for.
He'll be writing down the rough draft as she sucks his cock, occasionally musing about the plot (or lack thereof) aloud or praising her for doing such a good job. Not only does she help Jiraiya concentrate, but he's able to write down in vivid detail just how good and wet her mouth feels and how cute her lips look wrapped around his thick member.
He won't be rough with her in the slightest, she's his precious princess after all, but even though Jiraiya doesn't mean any harm, his cock is big and thick, and it'll make her choke and gag quite a bit due to his size, although Jiraiya doesn't take her struggles too seriously, simply laughing and telling her that she needs more practice.
Jiraiya doesn't give much warning as he cums in her mouth, his larger body trembling above hers as he moans and finishes. He'll let her take a break after this, but not for too long though, that was only the first chapter after all.
"F-Fuck... Atta girl, just how daddy likes it... Oh don't make that face now! Thanks to you, daddy just got his inspiration for the next few chapters..."
Jiraiya is very proud of the finished product once he's done writing his latest masterpiece, which he couldn't have made without his sweet daughter, so he'll give her a little something as a thank you gift; a free copy and the book and some extra attention from her daddy.