Jiraiya Does Konoha [NEW Chapter By DeathJunkE]

A/N: MALE/MALE, YAOI, ***VERY explicit language***, PWP, Mast, Voy, Oral, Anal, with Jiraiya, Sai, Kotetsu, and Izumo.



Sort of, in a way, continues as an offshoot of my story Finishing the Portrait. You definitely *don't* need to read that first.



I don't own or profit from any of these characters.



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"I love your penis."



Jiraiya glanced back from the bushes he was parting for his and Sai's creative research. "Ummm... Thank you, Sai."



He looked down to make sure he hadn't subconsciously pulled his erection out his pants. Pshew... Still tucked away. He returned his full attention to the women in the lake.



The piece of charcoal in Sai's hand flew over his sketch in long, curving strokes. "You're welcome. Penises *should* be hard almost all of the time, and they should make that great looking tent in the front of loose, comfortable pants."



Jiraiya glanced back down at the outline of his "great looking tent" and couldn't help agreeing with Sai. He really did have a lovable penis.



Sai flipped over a page of his sketchbook and began drawing a series of quick gesture drawings, capturing the women frolicking in the water. Jiraiya was so great to keep the bushes out of his way like that. Sai hoped his older friend was getting a lot of valuable information for the book he was working on. He didn't really understand how observing these women was much different from the thousands of other women they'd observed over the years, but the creative process was certainly a complicated thing. He kept working in his sketchbook, checking every couple of pages or so to see if that Jiraiya was still poking out of those silly looking pants. Hey.... He had a *really* fantastic idea!



Without looking up from his sketching he asked, "When we're done with our research could you help me practice my new hobby? A couple of weeks ago Kotetsu taught me a great way to bond with my male friends."



Jiraiya wished his companion would stop distracting him from ogling the delectable ladies splashing water on themselves and on each other. He really needed to research how the water ran down the curve of their breasts, where the drops clung before falling, the way their soft bodies melted into each other as they splashed, teased, laughed...



He angled forward, trying for a better view, and absently replied, "Hmmm....? What hobby is that?"



"Pleasuring penises with my mouth."



The gap in the bush snapped close as Jiraiya turned to face Sai. "Your hobby is... You want to practice... You say this is something that spiky haired assistant of Tsunade's taught you? The one with the long, thin, face bandage?" Jiraiya's pants tent had just gotten ever greater looking.



"Yes! He's such a nice friend." Sai's eyes closed as his mouth tipped up in a small smile.



Jiraiya gave him an answering smile. A salacious, salivating kind of smile. "Yesss... It is nice when friends can teach each other new skills and find pleasant ways to bond." He considered Sai for a moment, and did some quick mental math to tabulate his age. Let's see.. must be about... yes, that's it- about nineteen years old now. His leer grew in brilliance. "Maybe there are some tricks I can teach you, skills you can add to your list of hobbies."



Sai closed his sketchbook and began tidying up his drawing materials. "Great! You must have a lot of pleasurable bonding ideas because you're so old and you spend so much time writing plot-less, smutty books."



Jiraiya's smile disappeared. He seemed to double in size as he jumped to his feet, stretching one hand in front of himself in a "Stop! Listen to *me*!!!" gesture. He froze in this showman's position as he yelled, "Prepare for the ultimate pleasure experience, ignorant brat!!! I am the supreme master of all things sexy!"



They heard and ignored their former research subjects' alarmed squeals as they splashed their way out of the water and towards their clothes.



Jiraiya continued, "Thank the heavens that on this day, this luckiest of days, the super sexy ninja sage Jiraiya..."



"Look!" Sai interrupted him and pointed at Jiraiya's pants tent. "Your penis jumps up and down when you yell that annoying way!" This time, when his mouth tilted up into its small smile his eyes stayed open with delight.



Jiraiya sighed and slumped out of his majestic pose. He couldn't help but sneak another admiring look at his still-wrapped-up goods. Sai might have lacked social refinement, but the man did have great taste in packages.



Sai reached in to his bag for a different sketchbook, a bottle of ink, and a brush. "Show me." He opened the ink bottle and loosened up with some loose brushwork while he waited for the penis unveiling.



Jiraiya proudly lowered his pants and briefs in one quick move. Oops! Too quick. The briefs got jammed on the tip of his enormous erection. Quick adjustment, wiggle, then... Ta da!!! Jiraiya struck a new pose: hands on hips, chin jutted out in pride, and bottom half thrust forward.



"Ooohhh... Niiice..." Sai wet his lips, then got to work sketching that magnificent vision in all its glory. He quickly finished, then moved a little closer, sketching from a different angle. Finished that one, moved a little closer, new angle .... Finished, a little closer, a little closer, closer... Ooohhh... Sooo nice...



Putting his art materials aside, Sai ran his tongue over the tip of Jiraiya's erection, just like that nice Kotetsu had been teaching him and letting him practice. He continued practicing his moves: pointy tongue on ridge, flat tongue up where the shaft met the head, wet lips and slowly slide the head into his mouth...



Jiraiya dropped his arms from their pose and tangled his fingers in Sai's silky hair. "Ohhh... good, good, good. That's good, Sai."



This was the part Sai loved best. He had learned that each man was different. He loved the challenge of reading men's moans and reactions to guide him regarding what to do next. Did Jiraiya like just the tiniest bit of teeth? Uh, oh... No. Didn't like that. Did he like the entire head to be gently sucked while a pointed tongue teased just under the ridge? Yesss... Definitely liked that. How about if he wrapped one hand around the base and sucked down to meet his hand, using his flattened tongue underneath to increase the pressure? Ohhh... Sai's own erection jumped in response to the answering growls and hair grabbing.



When Jiraiya felt his pleasure notching up to about a six-out-of-ten he gently stilled Sai's attentions with a cupped hand to his chin. "I don't know how much more 'practice' you need with this skill. Kotetsu seems to have been a very thorough sensei. Has anyone taught you the perfect place to put these... um... penises?"



Sai slowly pulled his head back, letting Jiraiya slide heavily out of his mouth. He absently rubbed his bottom lip on the sannin's erection as he looked up and answered, "I've watched other men do fun looking things, but I haven't done any of them yet."



Never... done... Ooohhh... Jiraiya tried not to blatantly drool as his pleasure level rose to seven-out-of-ten. His pervy grin stretched across his face again as he looked down at his penis-worshiping pupil. Such an eager student. Who better to teach him new skills? They had the privacy and the inclination: He was so, so tempted to try and make do using spit as lubricant for today's lesson.



He looked down at Sai's open, trusting face and sighed. His first time should be as comfortable as possible, Jiraiya supposed. Sighing again, he backed up slightly out of reach.



"Unfortunately, we need lube. It would be fastest to just go to the closest shop and buy some, although we could go all the way back to my place..." Jiraiya lazily stroked himself as he thought out loud.



Sai reached down to gather his remaining art supplies, then stood up and said, "We're right by my friend Kotetsu's apartment. Let's just borrow some of his. He has jars and jars of it in his bedroom." Sai's smile came back as he thought about his friendly comrade.



Jiraiya subconsciously sped up his stroking. "Your friend? This would be the one that's been teaching you, and encouraging you to practice? The spiky haired guy who likes to leave his shades up?" Up to this point Jiraiya had only enjoyed Kotetsu's sexual antics from a peeping distance. "Yesss, yes, yes. It's important to keep in touch with friends. Let's pay him a visit."



Jiraiya re-did his pants and helped Sai to his feet. First time... This was Sai's lucky day. His, as well. He hoped the spiky haired exhibitionist was home. Research... All in the name of research.



They quickly traveled the short distance to Kotetsu's apartment, sneaking in subtle gropes whenever their path was private.



They approached the entrance to Kotetsu's building just as Kotetsu himself, with Izumo, approached from the direction of the Hokage mansion.



"Hey, Sai... Jiraiya-sama! What's up? Training?" Kotetsu stopped just outside the doorway as the other men nodded polite greetings.



Sai smiled and answered, "I just practiced sucking Jiraiya's penis, and now he's going to teach me how to have anal sex."



Jiraiya smiled proudly and arranged his body into what he felt was an appropriate Anal Sex Sensei stance.



Izumo ducked his head and blushed, but Kotetsu took this information in stride.



"Great idea, dude! It's always best to learn new skills from experienced masters. Well... enjoy yourselves, men. We have our own fucking to do." Kotetsu saluted goodbye and held the door open for an extremely red faced Izumo.



"Wait!" Sai stepped forward. "We came here because we were in a big hurry to get started, but Jiraiya-sama said we need lube. Can we borrow some of yours?"



Izumo paused just inside the doorway and slid his gaze over to Kotetsu. Okay, enough was enough. Too far was TOO FAR. It was great to be all sexually open and jokey and... whatever Kotetsu was. Even so, Jiraiya was one of the legendary sannin. He trained under the Third, with Tsunade-sama and Orochimaru. He personally trained the Fourth! Not to mention that he was their parents' age for pissakes. He deserved honor, respect, and courtesy. Surely this was too weird, even for...



"HELL yeah, you can borrow lube. Hey.... I know! You guys can screw on my bed. Izumo and I will stay in the next room and give you privacy." There was that nice, friendly smile Sai liked so much. Kotetsu stepped back and opened the door to his building in wide welcoming.



Izumo closed his eyes and shook his head as he reluctantly led the way up Kotetsu's apartment. No way. There was no *way* he was having sex with Jiraiya in the room. Or *watching* Jiraiya have sex. No matter what Kotetsu had in mind, or what he would do to try and convince him they were definitely staying in the other room. Oh NO... What if something *did* happen and it somehow ended up in one of Jiraiya's books, like maybe there would be a scene with a character named "Kizumo" who was unattractive and terrible in bed...



Oblivious to the worry he was causing, Jiraiya eyed Sai as he climbed ahead of him, up the stairs. He generally preferred women, but nothing gripped so tight as ninja ass. Nothing... except... ninja ass that had never been entered before. He reached out and grabbed a quick handful of Sai, then quickly let go and snaked his hand down the front of his own pants to stroke in anticipation. First time. He was going to be this boy's *first*. He could barely contain his gleeful chuckles.



Kotetsu took this all in, not believing his great luck. Jiraiya was going to ass-fuck Sai? On his bed? With his lube? And he would sure as hell figure out a way to watch, and screw Izumo. Too, too much... He glanced up at Izumo as he led the way up the stairs. Hmmm. Something wasn't quite right... He brushed past Sai and Jiraiya, caught up to Izumo, and pulled him to the side to let the other two pass. He tossed his keys to Jiraiya. "It's number 612, 6th floor. We'll catch up."



He stood behind Izumo on the same stair, watching the other men climb up and around the staircase, and waited for the sound of footsteps to disappear. He reached around and cupped the Izumo's crotch in his left hand, and slid his right hand around, just under his waistband.



"What's wrong, 'Zumo? Don't feel like fucking?" He leaned in to Izumo's right ear and used his left hand to grope a just a little as Izumo sighed and pressed back into him.



"You don't want to get just the quickest of looks, just for a second, of an experienced man rubbing lube, *our* lube, on Sai's never-been-fucked-before hole, then watch him slide his huge, hard, knows-just-what-to-do cock inside?" He flattened his left palm against the erection he could feel growing in Izumo's pants, and pushed his right hand down his waistband a little further. He moved closer until his lips lightly touched Izumo's right ear.



"Do you remember our first time, 'Zumo? Yeah? The first time I *fucked* you?" He held Izumo in firmly in place as he thrust his still-clothed body forward, rubbing his own erection on Izumo's backside.



"I remember it. Fuck, you were so tight." He laughed softly and pushed against Izumo with more pressure. "I had no idea what the fuck I was doing... Remember? We were supposed to be training for our second try at that damned Chuunin exam... Remember how we got further and further each training session? Our spot in the woods?"



Izumo closed his eyes and alternated between pushing back on Kotetsu's pants bulge and lifting his hips up and forwards to press into those pleasing hands.



"Yeah? You're picturing it? The first time we trained without the rest of the team? Ohhh.. We shouldn't kiss... Shouldn't...." Kotetsu paused to kiss Izumo's covered neck. "But then we did it anyway."



"Next day- Be back later- Going to train with Izumo. Ohhh.. We shouldn't touch each other *there*, shouldn't push down our pants and touch *there*..." He paused to work his right hand down further into Izumo's pants. "But then we did it anyway."



"Next time- No, no, you guys go ahead. We're finishing up some training in the woods. Definitely should be training, definitely shouldn't put out mouths *there*, no way we should slide our fingers *there*" He pulled his left hand around to rub firmly up the back seam of Izumo's pants with his thumb. "Then, FUCK yeah, we did it anyway..."



Kotetsu gripped moaning Izumo tightly against him as they found a comfortable groping rhythm.



"Next day, I remember fumbling around, horny and confused as all-hell, but there you were... waiting, so patient, so fucking hot, ass-in-the-air, legs spread... Just waiting for me to figure out how in the hell to slide my hard cock inside of you and ffffuuuck you..."



Izumo bit his lips to keep from crying out and unzipped his pants to allow easier access.



Kotetsu resisted the temptation. He literally shook his head, as though to shake the distracting memories loose. He slipped his hands from their positions and refastened Izumo's pants. "We shouldn't start without our friends." He kissed Izumo's neck, over his wrapping, then took his wrist and started leading him up the stairs. "They're waiting... Don't be freaked out, 'Zumo. This'll be great."



Izumo's mind protested the plan, but his traitorous body responded to Kotetsu's words and touches as he quietly followed. He scrambled after Kotetsu the rest of the way up to his apartment.



After opening the unlocked door and letting themselves in, Izumo stayed at a discreet distance while Kotetsu went straight to his bedroom.



Sai's clothes were piled neatly on a chair, and Jiraiya's were tossed all over the floor. Both men were admiring Jiraiya's naked body in the full length mirror on Kotetsu's closet door.



Kotetsu ran an appraising glance up and down Sai, then turned to scrutinize Jiraiya. That guy looked *hot* for his age! No, fuck that... He just plain looked *hot.* But still...



"Dude! I know it's annoying to fuck with a forehead protector on, but that wildly flowing mane of yours is going to seriously get in the way! I'm lovin' your huge-as-hell cock, though..."



Jiraiya was torn between showing this foul-mouthed brat the meaning of respect or preening his naked self and showing his "huge-as-hell cock" at its best angle. He decided on the penis showcase.



Naked Sai moaned and immediately fell to his knees in front of him. Once again, he expertly gripped with one hand and went to work with his mouth. Sooo fun... Sai *loved* bonding.



"Hold up, man!" Kotetsu coached as he lounged in the door frame and began stripping off his own clothes. "The whole point is to move forward on the skills checklist. Get that lube you were so desperate for and let's get this thing started!"



Jiraiya grabbed a jar from the top of the dresser, deciding this Kotetsu guy wasn't so bad after all. He was glad the younger shinobi of the village had an appreciation for knowledge, wisdom, and physique. He stopped to admire himself in the mirror from several different angles. There was nothing wrong with his hair... Reluctantly turning from his reflection, he opened the jar and dipped the first three fingers of his right hand inside.



He addressed Sai, who was waiting patiently on his knees. "Go ahead and climb on the bed, Sai. Let's get comfortable."



Izumo joined Kotetsu in the doorway and hung back, just out of view, as Kotetsu started coaxing him out of his clothes and pulling him forward.



Izumo frowned a little and pushed Kotetsu's hand away. "Is this... I mean... I don't mean any disrespect Jiraiya-sama, but is this a good way to have a 'first time'?" He blushed and looked away from Jiraiya's fierce eyes, accentuated by the streaking red tattoo lines.



He tried not to stammer as he continued, "It's just... Well, you only have one *first time* and maybe.. I don't know..." he trailed off, making sure to look anywhere but at the Toad Hermit's death glare.



Sai gave Izumo a small, genuine smile. "Thank you for your concern, but this is perfect." He climbed up on to Kotetsu's bed, got on all fours, spread his legs just an enticingly little bit, and lifted up his hips for easy access. He looked over his shoulder at Jiraiya. "I want this."



Jiraiya's eyes melted from rage to lust as he turned from that pesky busybody Izumo and looked at what Sai had to offer. He approached the bed, and stood beside Sai. When he raised his hand to rest against the side of Sai's face, Sai caught it in his own hand and brought the palm to his mouth.



Kotetsu eased a blushing, miserable looking Izumo out of the rest of his clothes. He tried to soothe and comfort him with soft kisses and reassuring strokes, but he kept getting distracted by the sight of Sai on all fours, licking the marks on Jiraiya's palm, then leading that hand down to stroke his erection.



Jiraiya gladly gave his enticing pupil several quick, hard strokes, letting the action spread the lube across his fingers. He crawled on to the bed behind Sai and was just about to prepare him with his fingers, when the sight of that unchartered pucker lured his tongue close enough just for one... quick... lick. Sai's enthusiastic response, coupled with Kotetsu's approving growl, encouraged him to continue. Usually when he shared his wisdom with the younger generation of the village it was one on one. He really needed to look into expanding his audience and distributing his expertise to a much wider shinobi base.



He gripped Sai's hips to steady him, then leaned forward to run his tongue in a slow circle around that tight entrance. Once slowly, then a little faster, then a little faster... pointed tongue... closer to the center, then quick tease, tease, tease right at the hole.



Sai bucked back into the tongue, but was held in place by Jiraiya's firm grip. He struggled to keep the moans of pleasure from escaping his mouth, not used to sharing sounds of arousal.



Jiraiya decided they had waited long enough. He reached to get a touch more lube, just in case, then reached for Sai.



"Hey!" Kotetsu looked over Izumo's shoulder as he stroked him from behind. "Aren't you going to warm that up?"



Izumo turned his head and buried it Kotetsu's neck, appalled that he had just corrected one of the legendary sannin on his ass-finger-fucking technique.



Jiraiya shared this view. He made wriggling Sai wait just a moment longer as he glared Kotetsu back into silence. Then, without warming it, he slid one finger very slowly and carefully inside of Sai. "There... not so bad. Cold for a second, but that heat takes care of it, doesn't it Sai?" He squinted his eyes at Kotetsu, then focused on the task at hand.



Sai didn't answer, unsure of whether or not he liked this odd feeling of intrusion. He felt the finger sliding in a little further, then back almost all the way out, then back in several times before he felt it disappear altogether for just a moment. The pressure increased a little as Jiraiya's voice explained, "I'm adding another finger now, Sai. We need to stretch you just a little bit. Relax, Sai, don't tense up... Don't fight it. Here... Here's something you'll like..."



Ohhh... Sai *did* like that wiggle, wiggle feeling. He knew what this was! This was the "come here" fingers, just in to the second knuckle. Ohhh... No wonder the other men reacted like they did. He let one long sigh escape, then closed his eyes and dropped his head down as the two fingers turned into three and worked their come-here-wiggle magic some more. The fingers disappeared and he felt Jiraiya's cockhead lining up carefully against his hole. Finally, *finally* this time of bonding would happen...



"Wait!"



Sai looked at Izumo with as much patience as he could under the circumstances, Jiraiya stared at him with an anger to match the red lines streaking up to his eyes, and Kotetsu paused his stroking.



"I really... I don't mean to be... I just don't know if this is the right thing to be doing. Sai is trying to learn about relationships. About bonds. Is there anyone precious to you, Sai? Anyone who it would give you happiness to share this experience with and make it romantic and special?"



He felt Kotetsu's sigh against the back of his neck. He avoided Jiraiya's menacing glare and focused completely on Sai's flushed face as he rocked just slightly back and forth on his hands and knees, clearly aching for what Jiraiya was ready to give him.



"The only person I'm interested in, in the way I think you mean when you say 'romantic', is Tenten."



Kotetsu, Izumo, and Jiraiya looked at him blankly, and in unison asked, "Who?"



"Tenten. You know... That beautiful girl who was on Lee and Neji's team, the one with the two odd hair buns on either side of her head who can be really rude, and everyone ignores, and is really expert with weaponry. Remember, Jiraiya? We tried researching her at the hot springs and she almost broke my arm."



Jiraiya distractedly answered, "Yes, yes, of course. She's a huge admirer of Tsunade's. I can see why you like her so much. So... This is an easy fix, really."



He rubbed the tip of his erection up and down Sai's cleft and struggled to maintain a level, wise, sensei voice. "There's certainly nothing wrong with exploring your sexuality as you move past your old life of loneliness and lack of identity. If this particular act is something you want to do to bond with friends, this girl doesn't have the right equipment to be your first experience. You can save *your*... erm... penis... for this girl and hopefully have a special romantic evening with her!"



Jiraiya glanced back and forth between the other men. His eyes asked the question, "Anything ELSE??" No? Okay then...



He once again lined himself up with Sai, rubbed his cockhead gently on the outside of Sai's hole to help him relax a little bit, then...



"Wait, wait, wait... Hold up!" This time it was Kotetsu with the objection. He didn't slow down his stroking of Izumo, although he did pause his action of rubbing his own erection against Izumo's backside.



The other three men sighed audibly and turned to him.



"Dude, you're just too huge. For real. I mean, that's some great eye candy, and I'm sure Sai was loving on that thing with his mouth, and Izumo or I could take that no problem..."



"Your POINT???" Jiraiya was about out of patience.



"My *point* is, you're going to split the poor guy in half. Now..." Kotetsu smiled his nice friend smile, "Me and Izumo are decent sized guys, but we're not crazy huge like you are. Really, the best way to go about this..."



Izumo reached down to stop Kotetsu's stroking and shook his head. "NO! No, no, no, no, no, NO!!"



Kotetsu's eyes widened in innocent confusion. "What? *You're* the one who wanted this to be a special first time. Don't you want our friend to have the minimum of discomfort?" He quickly continued before Izumo or Jiraiya could respond.



"We're about the same size, but Izumo is definitely the gentlest. The logical progression here... really the *only* path it makes sense to follow, is: first, fingers, which Jiraiya-sama has done." He nodded in the sannin's direction. "Then, gentle Izumo, to stretch our boy out a bit more. Then, " he smiled that smile Sai loved so much, "I'll help out a little. Not that I'm any bigger than you, babe..." He hastened to assure Izumo, "but I'm all about the 'hard and fast.' That will be a nice lead-in to Mr. Mammoth over here."



Mr. Mammoth rubbed his chin and considered the wisdom in this plan as Sai smiled back at Kotetsu and said, "Thank you so much for making this such a special occasion for me!"



Izumo covered his face in his hands.



Kotetsu turned him around, putting his arms gently around his waist and pulling him close enough for their erections to touch. He looked over at Jiraiya. "Could we please just have one minute?"



Jiraiya rolled his eyes and repositioned himself on the edge of the bed, pulling Sai to sit by his side. The two men idly stroked each other as they blatantly watched and listened.



Kotetsu raised one of Izumo's hands to his mouth and licked up the palm with a flat tongue, pointed his tongue to trace back down, then flatly traced back up. He placed that hand firmly around his own erection, then wet his own palm to place on Izumo's. The two men rubbed together, occasionally reaching down to gently fondle each other's slightly tightening sacs.



Kotetsu waited until Izumo's breath quickened to begin speaking softly. "Everyone' s first time isn't going to be some amazing I'm-fucking-you-but-I-also-lo...lo.." He stopped and cleared his throat. "Like-you-alot kind of thing like *our* first time, 'Zumo. Whatever else you might say about me, I'm not a total asshole. If I didn't really thing this was something that Sai will remember, for the rest of his life, and love the memory of it, I wouldn't be doing it. I'd let the perv sannin slip it to me or you, and get Sai out here."



Kotetsu slid his hand from between them, and gently laced his fingers with Izumo's, pulling his hand from between them as well. He glanced over at the bed.



Jiraiya wrapped his hand over Sai's briefly, just to indicate his preferred amount of pressure, then pulled his hand away and enjoyed the feel of Sai's attentions while happily returning the favor and enjoying the show.



Kotetsu slowly circled his hips, trying to maximize contact with Izumo. He released Izumo's hand and reached down, using his middle two fingers and thumb to rub the ridges of their erections together, and stroking across the top of Izumo's cockhead with his index finger. "Fffuuuck, yeah. Oh, fuck, that feels so good. You like that, 'Zumo?"



Izumo ran his tongue across his bottom lip, then pulled his lip into his mouth and held it in gently clenched teeth to mute the moans he preferred to hide from the other men in the room.



He needn't have worried. Jiraiya was openly ogling the display, and let out a low growl of approval.



"You hear that?" Kotetsu sank to his knees and looked up. "Jiraiya-sama wants us to fffuuuck...." He breathed the word directly onto Izumo's erection, still maintaining eye contact. "I want that, too. Right after you slide your so-fucking-beautiful cock into Sai's ass and show him how amazing it feels to be filled and fucked, and after you watch me hit that just-fucked-by-you ass. But first..." He pointed his tongue and ran just the very tip lightly up Izumo's shaft. "I want to..." Now the tongue flicked quickly, dartingly, all over the head. "Tongue fuck your hard-as-hell cock."



Izumo called out and gripped Kotetsu's hair as that pointed tongue flew with quick, flickering speed over his head, his ridge, the underside of his shaft, the head, the head, the head... He gently pulled Kotetsu's hair, pulling him back. "Stop, please..."



Kotetsu pulled against the hands in his hair, taking Izumo's entire length in his mouth in one quick move.



Sai couldn't stand it anymore. He was too aroused by Jiraiya's touches and by the sight of his very favorite activity. He threw himself on his knees before Jiraiya. Slightly put off by the slippery coating of lube, he took one hesitant lick. Mmmm.... Strawberry! Not as tasty as straight up penis, but not too bad considering. He copied Kotetsu's moves as best he could, eager to practice and learn this fascinating looking trick.



Jiraiya tried to keep his voice level as he watched the other two men and enjoyed the pleasuring of his waiting-too-long erection.



"Izumo... I respect your.. ah.. oh, fuck, Sai. Just like that... I respect your concerns. But there are all kinds of different first times, and many different... ohhh... yes, yes, Sai. So good... many different levels of bonding. Sai has a lot of...oh, fuck... a lot of lost time to make up for, and everyone in this room cares deeply about him, yes?"



Izumo gripped Kotetsu's hair and tried not to sway as his leg muscles began to go jelly-like. He couldn't help but steal glimpses at the other two men during the handful of seconds he could tear his eyes away from Kotetsu.



"I.. I understand, Jiraiya-sama. I.. Oh, oh, please, yes... please, Kotetsu... sooo good... I ... I just... just wish everyone's... everyone's first time could be.. could be like... like..." He broke off, unable to continue when Kotetsu reached around and started teasing his hole with rhythmic pushes.



Jiraiya wrapped Sai's silky hair around his fingers and closed his eyes as he answered, "But Izumo... That's what Sai's going to say...to say about *his* first time... Ahhh... yesss, Sai. RIGHT there... Can you be the judge of...of another's appetites and desires?"



Kotetsu gave one last teasing lick and stopped, looking up at Izumo's face. Ohhh hell yeah. Go time.



Kotetsu stood up and leered over at Jiraiya, who answered with a lascivious look of his own. Finally, finally, finally!



Jiraiya groped behind himself to grab the jar off of the bed. Again. It really was a good thing they had so much lube on hand. He quickly tossed it to Kotetsu.



Easily catching it, Kotetsu quickly lubricated Izumo over the wetness he had already lavished on him. He then took Izumo's hand and dipped his fingers in the jar, motioning with a glance and a head gesture down to Sai.



Izumo searched his mind for any more arguments or protests, but they seem to have slipped away and been replaced with the thought, "Fuck Sai, fuck Sai, fucksaifucksaifucksai..."



Izumo quietly knelt down on the floor behind Sai, not wanting to interrupt the pleasure he was still giving Jiraiya. He hesitated, unsure of what to do next.



Jiraiya looked past Sai and made eye contact with Izumo for the first time, sending erotic sensations straight down to Izumo's already straining erection.



"That's it, Izumo. It's time. This is what Sai wants. He needs you to stop being so shy and give him a few strokes."



Izumo kept looking into Jiraiya's eyes as he reached around Sai and groped first for his balls to give some "Hey! I'm Izumo! Nice to meet you..." kind of squeezes, then glided his hand up and down Sai's erection.



Perfect plan. Not only did Sai not interrupt his activity, he went at it with more enthusiasm, now taking Jiraiya's cockhead into his mouth and rhythmically sucking. His body responded to Izumo's touch by arching his back and spreading his legs a little more.



Kotetsu knelt on the floor next to Izumo and Sai, looking up at Jiraiya for an expression of permission which he received.



Izumo felt Kotetsu's hand covering his on Sai's cock. They stroked together for a few moments, then Izumo slipped his hand away and let Kotetsu continue on his own. He leaned forward to give Kotetsu a light, then deepening kiss, then used his fingers to make sure Sai was still ready to go.



Jiraiya shifted on the edge of the bed to give himself a slightly better view. He removed one hand from Sai's hair and reached out to stroke the side of Kotetsu's face with the pad of his thumb. This boy truly showed promise...



Kotetsu's pulse quickened as he watched Izumo carefully position himself and then push... slowly... in.



Sai let Jiraiya slip from his mouth as he felt just the very tip of Izumo's cock push inside of him. His muscles reflexively tightened against the intrusion. He flattened his tongue and ran it along the underside of Jiraiya's erection, waiting for his body to get used to the strange fullness.



Jiraiya moved his free hand from Kotetsu back to Sai, this time stroking his jaw with his thumb. "That's it, Sai. Just relax. Ohhh... That's good. That tongue feels so good... Just breathe, relax..."



Izumo continued to push in slowly, then wait... push in slowly, then wait... making sure to follow the signals Sai was sending with his body.



Kotetsu kept stroking Sai as he sat back on his heels and watched Izumo, mesmerized. He had never seen Izumo penetrate another man before, and the sight was intoxicating. He didn't take his eyes off of Izumo as he spoke.



"You like that, Sai? Fuck yeah, you're liking that. Feel how that screaming ache goes away and your ass starts begging for more... Begging to be fucked. Feel that? I know that feeling. I know that *exact* fucking feeling. I've had that same hard, hot cock up my ass... and I fffuuucking *love* it..."



Without realizing it, both Kotetsu and Izumo sped up their Sai-pleasuring pace.



Jiraiya reached down to touch Kotetsu's shoulder and tried, and failed, to catch Izumo's eye. "Not too quickly, now. We don't want our young trainee to finish before we get to share what we know with him."



Kotetsu pulled his hand away all together, resulting in a moan of protest that Jiraiya felt as Sai lightly pressed his mouth and nose against the sannin's erection.



Sai kept his eyes closed, breathing warmly on Jiraiya, and periodically reaching out his tongue to give short, flat licks.



Kotetsu walked on his knees behind Izumo and circled his arms around his waist loosely enough not to interfere with the rhythm. "You are sooo fucking hot. I am so hard from watching you fuck Sai." He proved his point by placing his erection where Izumo would back up against it after each thrust. Izumo gritted his teeth and moaned, speeding up a little more at the sound of Kotetsu's words.



"You like that tight ass?" You like being the first one, the first cock, to ever slide into that tightness and fuck it? 'Cause I love *watching* your cock disappear into that ass over and over again."



Jiraiya caught Kotetsu's eye with another warning look as Izumo sped up even more and Sai started breathing heavily against Jiraiya, darting his tongue out with flickering quickness every time one of Izumo's thrusts pushed him forward.



"I hate to do this to you, baby... I know you're not going to want to slide out of that so-fucking-tight ass, but it's time 'Zumo. Let me fuck him for awhile while *you* watch, then I'll fuck you and make sure you cum. Sound good?"



Izumo gripped Sai tighter and thrust harder, not able to control his desire enough to stop. Sai reached down to stroke himself as he felt an unbearable pressure building up.



Jiraiya jumped off the edge of the bed. "STOP!"



Izumo and Sai both froze, trembling from the effort. They forced themselves to focus on Jiraiya's face: He definitely looked like he was in a "STOP!" kind of mindset, and would be willing to enforce that command.



Sai gritted his teeth and forced himself not to beg as he felt Izumo's hot, hard, fullness sliding out of his body. He didn't have long to wait. Within seconds he felt a very similar, yet different cock pushing itself deep inside of him. This time, without any thoughtful hesitation. He glanced over his shoulder, but Kotetsu's attention was on Izumo. The two men passionately twined tongues while Kotetsu fondled Izumo's balls with his right hand, and gripped Sai's hip with his left.



Jiraiya sat down on the floor next to Izumo and leaned against the bed. He roughly pulled Izumo over to his lap, facing out so he could watch Kotetsu. The sick-of-waiting sannin wasted little time lubricating Izumo's hole with one, two, three fingers then abruptly pulling him down on his erection.



It turned out Izumo *could* easily accomodate a man of Jiraiya's size. He squatted above that enormous, silken length and angled his body for the most pleasurable penetration while also watching Kotetsu's primal Sai-fucking.



Sai wasn't even trying to control his moans anymore. He filled the room with animalistic cries as Kotetsu slammed into him again, harder, faster, and more urgently. He was pounded forward until his forehead was pressed against the edge of the mattress, and he just had to turn his head the smallest bit to see Izumo riding Jiraiya. He was tortured by the just-in-view sight of Izumo's neglected erection. As much as he loved this new way of bonding, he ached to have a cock in his mouth. He brought the first two fingers of his own hand up to his mouth and sucked, watching Izumo longingly.



Kotetsu also stared at Izumo as he wantonly rode Jiraiya. "Ohhh.. FUCK yesss... Fuck that sannin cock, 'Zumo. Holy fuck... You see that, Sai? Oh, fuck yeah you see it. I want that cock in *my* mouth, too. HELL yeah." He reached around to fondle Sai's balls and... Uh oh!! Pretty high and tight... No *way* was he going to cockblock the Toad Hermit.



Jiraiya saw Kotetsu starting to slow down and knew it was finally, finally going to be his turn. He grabbed Izumo's hips as he enjoyed a few more minutes of this deceptively sweet young man's wild screwing. He was tempted to finish his pleasure with this remarkable boy, but he knew this experience with Sai was something he needed.



He needed to try, once again, to put to rest the memories of another first time. His own first, and the first for another young emotionally-stilted boy with raven black hair. Somehow, all those years ago, Jiraiya had missed seeing the core cruelty of that other boy. Somehow he had made the mistake of letting misplaced friendship and an early sexual experience cement an extremely unhealthy and ultimately disastrous bond. He couldn't remember the name, or even very clearly the face, of his female first. Only his first male. His formerly precious friend and teammate, now turned bitter enemy.



With great reluctance, he stilled Izumo by firmly placing his hands on his hips.



He needed to create and keep this memory of Sai's first time, of providing pleasure in the name of camaraderie and genuine caring. He would add this memory to the long string of others, both real and fantasized, secret and published, in an effort to dilute the too-painful memory of that other first time.



Izumo slid off of Jiraiya and practically threw himself on the bed, way past ready for what he now desperately needed. He got on all fours, tilted his ass invitingly upward, and waited.



Kotetsu slid out of Sai and planted a soft kiss on the curve of his back before jumping onto his bed, grabbing Izumo's hip with his left hand and his shaft with his right, and wildly thrusting. A stream of lust-filled profanity flew from Kotetsu's mouth as Izumo begged for more... please, please, more... and tightly gripped the sheets.



Sai remained on the floor, waiting impatiently for Jiraiya to finish what they had started, and form their closer bond as he had promised. He was in the enviable and rare position of enjoying sexual pleasure without the accompanying egocentric complications. Kotetsu and Jiraiya were right: This was a first time he would cherish the memory of forever. As he subconsciously raised his hips and spread himself a little bit wider, he kept his fingers in his mouth and desperately wished he could still see Izumo.



Jiraiya hesitated, noticing the source of Sai's obvious distress. He puzzled through this dilemma... It really wouldn't do for Sai to depend on having a cock in his mouth in order to orgasm. On the other hand, they had all worked so hard to make this first experience as enjoyable as they could. Why not take it to the highest level possible? He, also, needed his sexual experiences notched up to the highest level possible. Now, how exactly should he orchestrate this?



"Ummm... Excuse me boys, but I'm afraid it's my turn to interrupt and make some requests."



Kotetsu and Izumo slowed their pace, panting, and gave the sannin as much attention as possible.



Jiraiya continued, "I've noticed during my... er... research observations that this is your preferred position, but I'm going to have to ask you to switch yourselves around and give Sai's mouth access to Izumo. You really have no one to blame but yourself for this, Kotetsu."



Kotetsu grudgingly nodded at this and looked over at Sai, not really blaming him for drooling over Izumo's goods.



The men shifted and arranged themselves on the bed with Kotetsu sitting well propped up against the headboard, Izumo backwards-straddling him while facing Sai, who was on all fours providing back-entrance access to Jiraiya who stood at the foot of the bed leering down at impressive pervert-in-training Kotetsu.



It was a good thing Sai had learned the new fast-flickering tongue-fuck technique, because Izumo quickly began riding Kotetsu too fast and furious for any kind of concentrated cock sucking. Jiraiya's powerhouse thrusts kept inching Sai closer and closer to the other two men until he mimicked Izumo's earlier actions of pressing his knees into the mattress and gripping tight to the sheets. Filled, filled, fucked... He *loved* this... He couldn't get enough of tasting Izumo, being filled and.... ohhhh, niiice- now also stroked by Jiraiya, and he never could get enough of hearing Kotetsu talk...



"FUCK yeah... Fuck me like that, Izumo- Just like that... You like Sai's tongue on your cock? You like that tongue pressing flat onto you when Jiraiya ass-fucks Sai so hard he pushes closer to us while we fffuuuck?" He leaned forward so Izumo could feel the warm breath of that last word.



His talk became harder to hear through Izumo's moans, the wildly creaking bed, Jiraiya's increasingly loud grunts... all of the assorted sounds of hedonistic fucking.



"You still thinking we shouldn't do this, 'Zumo? Think it's wrong? Think maybe you shouldn't ride *my* cock while someone tongue fucks *yours*- Someone who's taking it up the ass for the first time? Want to stop... Or do you want to FUCK? Fucking *say* it, 'Zumo..."



"Yes, yes... oh, FUCK yes.. Please, please let me... let me just... Oh, I need to fuck this, to fuck you... need to..."



After several more minutes of frenzied penetration, Izumo came first. He watched as his ejaculate warmed Sai's face, pushing Sai over the edge to his own orgasm. His pulsing climax ran over and through Jiraiya's stroking fingers as his ass clenched around Jiraiya's thrusting cock with a ferocity that made *him* come in unison with Kotetsu, each drowning out the other's cries.



They remained in varied states of sweaty, sated, stickiness for close to a full minute, unable to summon the energy to move apart. They each struggled to re-gain voluntary muscle control and semi-regular breathing.



Jiraiya finally pulled his softening, art-inspiring penis out of Sai, who had sank onto his stomach at the foot of the bed. Sai made a soft sound of protest, then curled up and closed his eyes.



Kotetsu and Izumo untangled themselves only to re-tangle in reclining positions. Izumo reached out a sleepy arm to pull Sai closer just as Jiraiya walked around the side of the bed to plant a kiss on Sai's cheek. He pulled the covers from the floor and placed them over the other three men before beginning to collect his clothing.



Kotetsu, Izumo, and Sai were drifting into a doze when Jiraiya, now fully dressed, made the final adjustments to his appearance and put on his forehead protector. He looked into Kotetsu's mirror and saw the young man he used to be looking back out at him, thanking him for taking one more step away from that tragically formed bond with Orochimaru.



He slipped quietly out of the bedroom and let himself out, thinking that one of these times that bond would finally be severed. The day would come when he would enjoy a sexual experience without the face of his former friend rising to his memory in torment. There was a first time for everything.



-END-



*** I have a special treat for anyone who actually made it this far and finished my PWP silliness: Check out the amazingly talented Ebaka's page on y!gallery. If you have (or create) a sign-on for y! you can see the adult filtered content- Pay special attention to Talk To Me, Kotetsu- My favorite piece of art in this whole, wide world...



http://yaoi.y-gallery.net/user/ebaka/