Lesson #1 (Jiraiya & Naruto Uzumaki Smut)

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[Artwork is not mine! Sadly, I don't know who to credit]

Requested by: justanotherhqsimp

Word Count: 4,432

Warnings and/or Pre-Notes:
- Three-Some (F/M/M)
- Clit Stimulation
- Titty Play
- Hair Pulling
- Oral (Female Receiving)
- Fingering
- There will be multiple parts :)

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     "Sweetheart," Jiraiya's voice soothes, one of his large hands rubbing circles into my stomach as he tries to lull me. "Wake up, Sweet Thing," he continues to coo, his lips brushing against my neck.
"I am awake," I grumble, turning my head to lean it against any part of him I can get. "You're home earlier than I thought you'd be."
Jiraiya's hands cup my waist, gently sitting me upright. My arms slide around his neck, clinging to him as I bury my head in his hair. "And yet you look so sexy," he compliments, his fingertips skipping down to cling to the black lace that races across the top and bottom of my nightgown.
I knew Jiraiya was going to be home sometime tonight and I wanted to make sure I looked pleasing to him. So, before bed, I slide into one of the silky nightgowns he keeps buying and insisting I wear for him.
"I missed you," he mutters, fingertips clinging to my thighs, slowly tugging me down the bed. "I hate being away from you so long," he continues to murmur, gently sucking on a bit of my throat.
"I missed you too," I breathe out, the feeling of his lips sliding across my neck already igniting the flame that's been ignored the whole time he was away. "I'm so happy to have you all to myself."
"I know, Sweetheart," he hums, pulling himself off of me before plopping down on the edge of the bed. Jiraiya pats his leg, my body eagerly buzzing with the command. I obey the order, sliding into his lap. "But," he starts, picking me up to turn me around. My hands settle on his thighs, my back to his chest as I tip my head to the side. "Naruto is staying the night tonight," he tells me, soft fingertips sliding a few strands of hair off my neck, quickly replaced by his lips.
"Why?" I utter, soaking in the soft kisses and the way his finger draws figure-eights on my inner thigh.
My question is ignored, Jiraiya's focus on trailing his fingertip up my thigh and over to my panties. The soft touches feel both so good and so bad. I need his attention, my body melting into a puddle of arousal from the tiniest of touch and yet it's greedy too, needing so much more from him. The slow-drawn figure-eights and the barely present sucking of my neck aren't enough. I need him to touch me more, to fill my quivering pussy, to make me cum. It's almost pitiful how badly I need him.
     "He asked for help," Jiraiya finally answers, his touch freezing against me.
     "Help him later. I need you," I wail, squirming, almost bucking my hips to press the pad of his finger against me again.
     He rubs his nose against my neck, a few soft huffs pushing out of his nose and coating my skin; the usual sign that Jiraiya is thinking. "Sweetheart," he mutters, his focus back to drawing gentle loops against my clit. "Naruto asked for help from... well... you, sort of."
     "From me?" I utter, my eyes falling closed as my head falls against his shoulder. I'm going to die if he keeps moving so slow, if he keeps touching me so lightly.
     "Sort of," Jiraiya repeats, his kisses aimed in a neat line across my jaw. "He asked for help with sex and well, you are who I have sex with. You are the muse of my books, of the events in those books."
     "I know, I know. You're not having sex with me now though," I whine, rocking my hips in hopes of getting even an ounce more of stimulation. "Jiraiya, fuck me."
     He lets out a hissy breath, hips jerking up to press his growing hard-on against me. "Sweet Thing, I don't think you're getting what I'm trying to ask you," he mutters, his lips sliding backward to nibble on my ear. "Naruto asked me to teach him how sex works."
     "Ya, ya, ya. I got that," I grumble, shooting my hand down to pay attention to myself since Jiraiya doesn't seem to want to. He snatches my wrist in his free hand, his thick fingers easily wrapping around it. "Come on," I groan, letting my head lull back and forth in disappointment. "I'm horny. I need more of you. Make me cum, fuck me, please? You've been gone forever."
     "It was two weeks, Sweetheart, not forever," he chuckles, his chest vibrating against my back because of the noise. "So, what's your answer?" He asks, his touch freezing again, though this time it stops against me, adding a hint of pressure against my clit.
     "My answer to what?" I whimper, failing to grind my hips against what little bit of him I have pressed against me.
"Can I use you as a pretty example? To show Naruto how sex works?"
"Yes, whatever you want, just touch me," I whine, a pitched moan ripping from my lungs when he starts his teasing again. Jiraiya's fingertip moves faster now, more pressure added to the circles. I wither in his lap, the constant electricity from my stimulation making my muscles tighten and jerk.
"Naruto?" He calls, making my head snap toward him. Slowly, the conversation we had, what I agreed to, starts sliding into place, finally managing to push past the fog of lust that's been building up since Jiraiya has been away. I just agreed to let my husband's student watch us have sex.
     My body heats up as the bedroom door gets pushed open, moving slowly as the blonde boy inches his way into the room. "Hello Jiraiya-Chan," he mutters, eyes on the ground and his cheeks coated in pink dust. "I appreciate you and Jiraiya helping me. I just..." his head snaps up, a nervous smile on his face as he looks at us. "I want to make sure I can make Hinata feel good before I ask her to marry me." That's almost sweet. Almost.
     "Anytime," Jiraiya laughs, his arms tightening around my waist to tug me closer to himself. "Lesson one, The Joys of Boobs."
"Jiraiya," I hiss, smacking his knee and sending him a pointed look.
"What?" He giggles, feathering kisses across my neck. "Boobs are amazing. Your boobs are the best. Now, come here, Naruto," Jiraiya orders, his hands crawling across my body, focused on shifting me on his lap. He hooks my legs on either side of his, spreading my knees apart as he tugs my nightgown off.
Naruto settles on the ground, two or three feet away from us. "Come on, that won't work, you got to be closer," Jiraiya mutters, waving his student toward us. The boy crawls forward a bit, still leaving plenty of room between us. "Here," his Sensei orders with a huff, pointing at the ground right in front of us.
Slowly, Naruto does as ordered, inching forward again until his chest is almost pressed against Jiraiya's knees. The boy's eyes trail after my nightgown, watching it fall to the ground, his sight staying glued to it even after it hits the carpet.
"Alright," Jiraiya booms, his big hands jumping up to cup my breasts. "The golden rule of sex is consent, obviously," he starts his lecture, Naruto's eyes now flickering between my clothing and us. "But the silver rule of sex is remembering every person is different. Just because my Sweetheart likes something doesn't mean Hinata likes it too. Just because I like something doesn't mean you'll like it, understand?"
"Ya," the boy mutters, his eyes lagging on us a second longer between flickers.
"Now, if you're with an experienced person - like my Sweet Thing and me - you can just ask what they like and they'll probably know. Now, with Hinata, I doubt she has a lot of, if any experience so you'll have to experiment. Are you paying attention? Pay attention."
Naruto slowly drags his eyes away from the floor, settling them on us. He squirms in his spot, cheeks growing darker as he looks at us. "Sometimes it's tricky to figure out what a girl likes so don't be afraid to ask. Worse they can say is they didn't like it," Jiraiya carries on, his fingers starting to fondle my chest, softly squeezing at the flesh cupped in his hands. "My Sweetheart doesn't necessarily get pleasure from an action like this but she doesn't necessarily not get pleasure, does that make sense?"
The boy thinks for a moment, head tilted as he watches his Sensei's hands. "Like it feels good but it doesn't help her... um... prepare."
"It doesn't exactly get her wet, no. But it does send signals to tell her body that sexual activities might happen," Jiraiya rattles on, squeezing my breasts a couple of times; a titty guy as much as ever. "But I enjoy doing it. My Sweetheart's chest is soft and always so warm. Come, try."
    Naruto glances at me, uncertainty soaked in his face as he leans closer. Jiraiya's hands fall away, settling on my stomach to rub across me. His head tips down, pressing kisses into my bare shoulders as his eyes trail over his student, ready to intervene at the slightest hint of pain or discomfort. The gentle kisses eat away at the anxieties and embarrassment brewing in my chest.
     The boy carefully rests his hands on my breast, eyes falling to watch his fingers. "What do I do? Just squeeze them?"
     "If you want," my husband mutters, his eyes flicking toward me before setting on his student again. "Squeeze gently though. My Sweet Thing can take a lot but it can still hurt if you grab too roughly."
     "Right," Naruto mutters, softly squeezing my chest. His fingers flex against me, testing different grips, each followed by a glance up to make sure he didn't hurt me. After a few tries, he calms down, moving my breasts around to toy with them. An amused smile rests on his lips as he spreads them apart and then squishes them together, routinely squeezing them after every movement.
     "Hey," I softly moan when Naruto moves his hands, his palms sliding against my nipples.
     "I'm sorry," he races out, his hands freezing against me.
Jiraiya chuckles, shoving off one of Naruto's hands. "You don't need to apologize. That was a good sound. I promise if my Sweet Thing didn't like it, she'd let you know," he tells the boy, his hand busy catching my nipple between his fingers. "The actual boob of a woman might not be super sensitive but their nipples are. If you play with them it makes them feel good. My Sweetheart prefers my mouth to my hands but I'm not in the position to do that, am I, Sweet Thing?"
He nudges me, pulling me out of the storm made of his fingertips rolling my nipple and the swimming need for attention between my legs. "Your mouth?" Naruto asks, eyes glued to his Sensei's hand, trying to mimic the toying I'm receiving. "Like you just... just suck on it?" Jiraiya hums a yes, dropping his touch away from me again to let his student do as he pleases.
Naruto's jaw clicks open, his mouth wide as he leans forward. "No teeth," I hiss, poking his forehead to push him back an inch or two.
"No teeth," he repeats, closing his mouth a bit as he continues moving forward. His lips wrap around the boob my husband was just playing with, his curious tongue twirling over my nipple.
My hands shoot down, gripping the every which way ends of Naruto's blonde hair, using it to tug him forward. A few noises spill from the boy as he tumbles forward, his hands landing on my thighs to steady himself. "Careful," Jiraiya warns, his big hands wrapping around my wrists again, trying to shake my hands into letting go. "My Sweetheart tends to pull hair, especially when you're going down on her."
"She's fine," Naruto mutters, eyes rolling across my breast, looking over the work he did. He stares for a second before switching his mouth and hand placement.
My husband lets out an airy chuckle, letting go of my wrists to drop his hands down. His fingertips slide down my stomach before crossing over the bend of my panties, back to drawing swirls against my panties right over my clit. "Damn it, Jiraiya," I whine, squirming in his lap again. "I need you."
"Patience, Sweet Thing. Naruto is learning. If I do it all he won't learn anything." I whine some more, yanking on the strands wrapped around my fingers. I want Jiraiya sucking on my breasts, I want his tongue toying with my nipple, and I want his hand groping my boob. He knows how I like it and he does it so well. Naruto hasn't a clue in the world how to get me off. "If you use your words he'll be able to do it right," my husband mutters, his reading of my reaction as on point as ever.
"You're doing it wrong," I whine, tugging Naruto off of me. Concern flashes across his face, quickly smashed by his Sensei.
"You're not doing it wrong, it's just not how she likes it," Jiraiya corrects, softly cooing at his student. "My Sweetheart likes her nipples pinched, not tugged on. She also likes it when you flick your tongue, like this," he says, sticking his tongue out to show the motion. "Try again."
"Okay," Naruto mutters, glancing between my boobs for a second before diving back in.
"Damn it," I whine when the boy falls in line, doing as ordered by his Sensei. "Damn it, damn it, damn it," I mumble on repeat, tugging Naruto closer to my chest. "Jiraiya?"
     "Okay, Sweetheart, I'll give you what you want," he murmurs, pushing his student off of me. Naruto moves backward, wiping at his mouth dripping with saliva. "Lesson two, The Magic of Fingers."
     "Jiraiya," I start to hiss, his name soon coming out as a moan when he presses against my clit more.
     "While poking around the intimate parts of a woman it's important that you're nails are kept short and that your hands are clean," he starts explaining, shifting me off his lap to set me back on the bed. "Now, go wash your hands because you're not touching my Sweet Thing unless I'm sure your hands are clean," Jiraiya orders, waving his student toward the bathroom connected to our bedroom.
     Naruto looks confused but does as told, climbing to his feet and sliding into the bathroom.
     "Are you doing okay, Sweetheart?" Jiraiya asks, a hand rubbing at my stomach again as he slides off the bed, situating himself on his knees between my thighs.
     "There should have been more of a discussion before you invited your student into our bedroom but ya, I'm doing okay."
     He hums, painting kisses across my inner thighs, his free hand busy tugging my panties down my legs. "If you want to stop, we can stop. If I say something you don't want to do, we won't do it. Just say the word, Sweet Thing."
    "I know," I exhale, the slow teasing building up with every kiss brushed against my skin. I hang my legs over Jiraiya's shoulders, scooting down the bed to get closer to his face.
     He laughs at my actions, his breath coating my pussy because of the sound. "Alright, Sweetheart," he murmurs, nuzzling my thigh for a second before he dives in. Jiraiya's tongue slithers through me, lapping at my clit before dropping down to poke at me.
     "Fuck," I whimper, hands jerking down to wrap his fluffy white hair around my fingertips. My hips work with his tongue, grinding in tone with it to start pulling out the orgasm I've been craving for past couple of weeks. "Please?" I continue to whine, arching my back as the finish line slowly approaches.
     He complies with my pleas, his focus back to my clit. His lips gently suck on me, tongue picking up the figure-eights his fingertips abounded. "Dear Lord," I hiss, yanking on his hair as if I could pull him closer to me. "Damn, Jiraiya, oh God." Words spill out of me, barely registering before they're pushed past my lips.
His arms wrap around my knees, keeping me cemented to the bed as I spill onto his tongue. Jiraiya is quite eager with my finish, happily licking away at the mess he caused before it can drip onto the bedsheets. "As beautiful as ever, Sweet Thing," he coos, plopping a kiss on my abdomen as he pulls away.
     "That's what a girl looks like when she... uh... climaxes?" Naruto's voice cuts through the room, tugging our attention toward him.
     A blush coats my face as a grin coats Jiraiya's. "It's what my Sweetheart looks like, ya. Gorgeous, isn't it?"
Stars hang in Naruto's eyes as he looks over me, an airy smile on his face. "Do you think Hinata will look prettier than that if I make her finish?"
"No," Jiraiya deadpans, his lips busy peppering kisses across my shaky legs. "There isn't a girl in the world more beautiful than my Sweet Little Thing."
"I beg to differ," Naruto grumbles, his eyebrows pushed together as his shallow anger is pointed at his Sensei.
"Then beg." Shivers slide up my spine at Jiraiya's tone, my pussy tingling with the want for a second orgasm. "If you don't think your wife is the most beautiful woman in the world, you shouldn't be married to her."
"Oh," his student squeaks out, his attitude shifting with his Sensei's indirect praise to me. "That makes sense. How'd you make your wife do that? Squirm around like that and squeal how she did?"
Jiraiya's guard drops back down with the question, his passionate need to make me feel like the most beautiful person in the world simmering on the back burner again. "That's lesson three, let's focus on one lesson at a time. Come here."
Naruto shoots forward, settling on the floor next to his Sensei like an eager puppy ready to learn a new trick. My husband shifts, dropping his hold on my legs before spreading them further apart, making room for both of them between my knees.
"Alright, this is a pussy," Jiraiya starts, making me squirm as both men look over me. His fingertips slide through me, spreading my cunt open. "This," he mutters, a fingertip circling my clit. "Is my Sweetheart's clit. That's where a woman is most sensitive." His fingertip skips down, sliding into me just a knuckle to curling and rubbing against the entrance of my pussy. "This is her vaginal opening. It's where your dick goes. Are you following so far?"
"I think so," his student mutters, heating my face even more. It's just anatomy, I don't know why it's so embarrassing. "Clit at the top, most sensitive, and opening at the bottom where the actual sex happens."
Jiraiya's head tilts, lying against my thigh as he hums in approval. "Fingering is a way to prep your partner before having intercourse. It's not necessarily needed but still enjoyed. Usually, as long as your partner is wet, she'll be fine. Foreplay is important to make sure your partner is prepared."
"Foreplay, important, got it."
"Alright," Jiraiya murmurs, pulling his touch away from me. "Fingering is... well, intercourse with your fingers instead of your penis, I guess. Go at it, kid. Slow and careful though, until you figure out what my Sweet Thing likes and can take."
Naruto nods, his focus still on my pussy for a second before he moves closer. "I just... push my finger in?"
"Ah... ya, but that's because I already prepped her," my husband mutters, his main focus being on brushing kisses against my thigh. "Usually you should toy with a girl's clit for a bit before so she's wet enough to handle a fingering."
"Noted," his student mutters, carefully pushing his finger into me. Naruto's fingers are shorter and slimmer than Jiraiya's, a difference I haven't felt since our commitment to each other. "Now what do I do?"
"You can curl your fingers or thrust them in and out of her or both. Whatever you feel like, though my Sweetheart likes a mix of the two."
"Fingers?"
"I usually use two. Some people use one, some use three. I think two is the best but each to their own."
     "Okay," Naruto mutters, tugging his finger out before thrusting two fingers back into me. "So, just like this?" He murmurs, thrusting his fingertips in and out of me again.
     Jiraiya hums a yes, softly sucking on a chunk of my skin. "If you use your thumb to rub her clit it'll help push her to orgasm quicker." My hips jerk when the boy follows the order, the heat coating my skin quickly becoming a mix of arousal and embarrassment. Why did I agree to this? Let the boy stumble over his feet as he figures it out like everyone else.
     Tingles start to stir from Naruto's curious thrusts, the unsure circles brushing against my clit and Jiraiya's mouth sucking bruises into my thigh. When the boy curls his fingers, my hips jerk a tad. "Oh, she... she did the withering thing."
     "Pay attention," Jiraiya chuckles, his eyes glancing up at me. "You'll want to know where you curled in case you hit her g-spot."
     "What's a g-spot?" Naruto asks, his thrusts picking up speed as his comfort level grows.
     "It's another sensitive spot but inside a woman instead of outside like their clit."
     "How will I know I hit it?"
     "You'll know. I promise you, you'll know."
     Both men fall quiet, Jiraiya's main focus back to marking my skin. Naruto's eyes stay locked on my pussy, his fingers continually thrusting in and out of me at a pace he's comfortable with. Every few thrusts, he curls his fingers, eyes flicking up at me to see my reaction. My attention is on trying not to jerk or squish the men with my thighs as they toy with me.
     Naruto thrusts his fingers into me again, paired with a curl this time. "Holy," I moan, hips jerking and back arching upward. "There you go, Chibi-Chan."
     "Right there?" He asks, head popping up to look at me. A toothy grin is painted on his face, filled with pride for himself. "I found your special spot?"
     "Ya. Ya, ya, ya," I ramble, taking grip of his hair again. "Keep moving your fingers," I order, grinding against his stalled fingers.
     "Oh, right. Sorry Jiraiya-Chan," he mutters, moving his fingers again. Naruto's movements are slow again, uneasy from my hips trying to move in tune with his fingertips. He did listen though, curling his fingers in the same spot every two or three thrusts.
     "Come on," I whine, yanking on the strands of blonde hair trapped in my grasp. "Move your fingers faster."
     "Sorry," he whispers again, doing as told.
     "Just curl them," Jiraiya orders, gripping Naruto's wrist to stop him from tugging his fingers out of me again. "Focus on curling them against her g-spot and adding more pressure to her clit."
     "Right," Naruto mutters, being as obedient as ever. His fingers constantly curl against me, adding more pressure to the circles he's rubbing against my clit.
My back arches with every tick forward, moans, groans, and calls for my husband spill out faster than my breaths. "Pretty please?" I wail, trying - and failing, to bring my knees together.
"Should I stop - "
"No, no, no, no, no," I cry out, cutting off Naruto's question as I thrust my hips down, the possibility of my orgasm being lost swimming around my mind. "Don't you dare, you hear me? Don't you dare."
Jiraiya softly chuckles again, his warm breath rolling of over spit coating my thigh. "Just keep doing what you're doing. When a woman is close to finishing the easiest way to mess it up is by changing stuff. Always keep doing the exact same thing if they're close to cumming."
"Noted," Naruto whispers, keeping the sloppy but effective rhythm of curls and circles.
"Jiraiya," I whine, the knot in my stomach loosening as a mess spills out of me again, coating the bedsheets and my thighs.
"Wow," the boy mutters, his eyes burning into my cunt as his fingers keep working against me. "She just... it just... spilled out."
His Sensei snatched his wrist, tugging his touch away from me. "She came, yes," Jiraiya mumbles, shouldering Naruto out from between my thighs. His lips are back to coating me in delicate kisses, helping me wind down from the feeling. "If you keep going once a girl is done cumming they can get overstimulated. Some girls like it, my Sweet Thing doesn't."
"Oh, I'm sorry."
"You're fine," I mutter, my hands wandering around to find a strand of Jiraiya's hair to latch on to. "I'm not overstimulated, just a bit tired."
"Just like sex, different people need different things to wind down, also known as aftercare. Aftercare is the second most important part of sex, right after consent, at least in my ranking. Some people need it at different parts of sex. My Sweetheart needs it after every orgasm - "
"No, I don't."
"I like to give it to my Sweetheart after every orgasm," Jiraiya corrects, a rougher kiss slammed to my legs in a playful but petty get-back. "I need it when we're completely done with a round. Feeling my Sweet Thing on my chest and having her play with my hair is what I need. She, on the other hand, needs to be littered with kisses and reminded I find her beautiful."
"So... just cuddling and stuff? Why's that so important?" Naruto asks, placing unsure kisses across the top of my thigh.
"Aftercare gives you guys a chance to talk about what you liked and didn't like. It's also a way to reset and acknowledge the emotions and feelings of - or lack of - safety between the two of you. It's just a healthy way to reconnect with your partner."
"Oh, okay," the boy murmurs, his kisses growing more confident with each one he lays against my skin. "Did you feel safe, Jiraiya-Chan?"
"Yes, I felt safe with you."
"Oh, good. I think you looked pretty when you were cumming. It's one of the prettiest things I've ever seen," Naruto rambles in between kisses.
"Thank you," I giggle, twirling some of Jiraiya's hair around my finger.
"Alright, what's my next lesson, Sensei?"

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