(all chapters co-written with 3sisters from the Wedgie Haven forum!)

Uzumaki Naruto stood with his arms folded and looking proudly down on his student who was kneeling on the ground before him awaiting further instruction. He'd always known that Konohamaru had a lot of potential, even at a young age. That's why he'd took him under his wing back when they'd first met. And now that they were both older, Konohamaru was making even more rapid progress. The blood of a true prankster definitely flowed through his veins.

Their training area was an isolated clearing about a half-mile from the village. Ever since Konohamaru had begged Naruto to learn more of his special techniques almost half a year ago, they'd been secretly meeting there once a week. In this clearing, Naruto mentored Konohamaru on all sorts of fun stuff that the stuff Academy deemed unsuitable for young genin. Well, 'Prank Sensei' Naruto had entirely different standards when it came to suitability.

"Good job so far today, Konohamaru!" Naruto congratulated him as the boy caught his breath from his last exercise. "Just one more test for today. If you pass this, I'll know that you're ready for a more . . . " he smirked, "specialized assignment."

He brought his hands together and chanted the familiar words. "Kage bunshin no jutsu!" Immediately, two of his clones poofed into existence on either side of Konohamaru.

"Your task is to take down these two guys in any manner you see fit, though I'll give higher marks for creativity! Think you can do it?" Naruto grinned at his 'apprentice', who he'd always thought of as a little brother.

"Eh?" both the clones said at once, looking up, apparently surprised and confused about the reason they'd been summoned.

Konohamaru looked up at his sensei, glad he was finally ready to take him seriously. He had always been on the bad end of Naruto's pranks in the part but now that he was learning how to pull them off himself he'd never put as much effort into his training. Looking left and right at the newly created clones he gave a toothy grin to his Prank Sensei.

"I won't let you down, Sensei!" He replied with pride before swiping the legs out from both the clones, making them tumble to the ground on their faces. While they were stunned Konohamaru reached into his side pouch and pulled out two small lengths of wire. Attaching them to kunai, he threw them down around the clones to pin them to the ground and leaving them helpless. He grinned as he slowly approached the squirming clones, ready to have a bit of fun with them.

"Hey, what is this?" one asked. "Yeah! Let us go!" said the other. They kicked and struggled to free themselves as Konohamaru drew closer, then started to look a bit worried.

Naruto also grinned as he admired Konohamaru's technique. It was thanks to his training that the kid had been able to pull off such a move so quickly. And although the clones were in his image, he'd divested himself of any link to them deeper than the bare minimum, so their experiences while caught wouldn't come back to him when they vanished.

Konohamaru was enjoying watching them squirm, he could pretend they were Naruto. He knew they were just clones, but they would still be satisfying to get 'creative' on. He pulled out another kunai and sliced open the back of both clone's pants, then removed them completely from both struggling boys. "Enjoying the draft, guys? I'm liking the view," he teased, grinning at their embarrassment.

"Gah!" "No, stop that!" The bunshins protested as they were stripped, left in nothing but underwear and sandals from the waist down. Their underwear was the same as the one the real Naruto currently wore, a pair of green boxers with irregular orange splotches. "You can't do this to us!"

Konohamaru then pulled down the backs of both bunshins boxers, baring their nice tan bottoms. Raising his hands up in the air, he brought them down with a loud clap as he started to spank them. He started out slow, but soon found a rhythm and built up speed. Each spank was harder and faster than the last. "Apparently I can, and I'm just getting started... trust me."

The two clones gasped and were soon squirming even more than before as Konohamaru gleefully disciplined them, using hand for each butt. Naruto had a rather firm and rounded rear, and this was of course reflected in his clones whose cheeks bounced under the smaller boy's palm, quickly coloring as they were covered in hand-prints.

"Yow! This isn't fair 'tebayo!" "Stop! That stings, dammit!" The clones both blushed red at being spanked by a boy younger than they were and unable to do anything about it.

Naruto chuckled as he observed. "Interesting technique, Konohamaru. I see you've been paying attention all those times I've tanned *your* bottom, eh?" he teased.

Konohamaru's cheeks flushed slightly when Naruto mentioned his own spankings. He didn't like to remember them. "Well I got enough of them, I guess it sunk in." Chewing his lip, he used his own embarrassment to fuel his spanking, and didn't stop until both clone's bottoms were bright red and very sore.

"Woah I could cook an egg on your butts, hahah!" The younger ninja threw in some teasing before he then yanked both boy's boxers upward, hard, bringing it to their mid backs in a painful wedgie.

"Ahhhh!" "Nooooo!" Both bunshins continued to wail in distress, though it was clear nobody was listening to them anymore. They were merely test dummies to gauge how Konohamaru's skills had progressed, and so far the boy was performing splendidly. They squirmed and winced, clenching their teeth as the material was dragged further and further up their backs. "Pleeease stop!"

Konohamaru was getting satisfied with his work, pulling the boxers farther and farther up the whimpering clone's backs. He hoped Naruto was pleased with his skill and would think he was ready to tackle harder cases. He gave each pair of boxers one final hard yank, getting to each of their necks. "Okay Sensei... you can release them now."

Naruto smirked and nodded as he released the seal, and the two thoroughly humiliated clones vanished in a puff of smoke.

"Good work!" Naruto congratulated him. Even though Naruto had stated earlier none of the clones' sensations would be fed back into him on their dismissal, was it Konohamaru's imagination or did he brush a hand over his bottom with a slight expression of discomfort? The next instant however Naruto was grinning widely again, so there was no way to tell.

The blond slung an arm across his younger student's shoulders. "You pass with flying colors. I'm proud of you! Though you'd have got even higher marks if you'd managed to make that last wedgie atomic," he said with a chuckle.

"Aw c'mon sensei! You know I can't stretch them that far using only one hand!" Konohamaru protested, though he said it with a smile since he'd still passed.

Naruto winked at him and went on, "With this latest exercise completed, I think you're finally ready for a real field-test." His voice lowered dramatically as he spoke to heighten the suspense. He always enjoyed milking opportunities like these. Konohamaru was such an eager student, he knew that the boy would soon be begging to know what this secretive assignment could be.

Konohamaru couldn't smile bigger if he tried, he was so glad Naruto thought he was ready for a real mission. He could barely stand still, "Tell me! Tell me! Tell me! What is my next assignment?" He looked up at his sensei with wide eager eyes. He wanted to expand his skills and he wanted to inflict some much needed embarrassment on the other ninja in town.

"It's simple. You know Rock Lee, right? Well, that guy is in serious need of some embarrassment!" Naruto explained. Although he and the 'Blue Beast' typically got along quite well, tomorrow was the annual Konoha Summer Festival. Naruto planned to ask Sakura out to dance with him at it . . . but he just knew that if Lee was around, he'd try and beat him to the punch.

"Your job is to keep ol' Fuzzy Brows . . . 'occupied' for the afternoon. It won't be easy! Lee can be a tough nut to crack. What do you think? Can you do it?" Naruto gave Konohamaru's shoulder a squeeze and then rubbed his back. "It would be the first time we test your skills out in the real world, but I think it's time for your training to advance to the next stage."

Konohamaru absorbed the information and nodded, "Wow... that is a big target... I know I'm ready to prove myself though!" His voice was determined and he seemed resolute to accomplish his mission. He didn't know how he'd win against such a strong target but he knew he could outsmart him if he tried. "Anything specific you want done to him Sensei?" he asked, seeking a bit of guidance.

"Hmmm, nothing specific. Just make sure he doesn't come anywhere near the festival until it's over," Naruto told him, relying on Konohamaru to use his own judgement as a sign of how much he was trusting the kid. "Oh, and make sure to send a message to him not to mess with me in the future, heh!

"Oh, and by the way . . . just in case you're getting any funny ideas that just because you beat a few of my clones, that you can do anything like that to ME in the future . . . " Naruto smirked as his hand, previously rubbing Konohamaru's back, dived into the back of the boy's shorts. Before Konohamaru could stop him, he was lifting up on the boy's briefs, giving him a sizable wedgie. "This should remind you that I'M still the sensei and YOU'RE just the student 'tebayo!"

"Ack! Noo, stop!"

Ignoring the boy's protests, Naruto didn't stop until it was an atomic, all so that Konohamaru could "see how it was done". Konohamaru groaned in misery as his white briefs were yanked high up out of his pants and placed over his head. "Gah! I get it I get it!" he cried out in pain and embarrassment.

That evening, Konohamaru walked funny back into the village, rubbing the seat of his shorts. Another pair of underpants ruined. Naruto still had a lot to teach him though, so he knew better than to cross his sensei . . . at least, for now . . .