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Disclaimer: I do not own Naruto but I do own this idea
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Preparing for 12th meeting

Pull on the black balaclava checking in the mirror to carefully hide every bit of blond hair. Slip on the thick leather vest over that a black long-sleeved shirt carefully detaching the weights on the forearms. Pull on the loose black pants carefully tucking in the shirt and threading a belt to hold the shirt in before crouching to detach the 5 bands of weights on each of the legs, the floor groaning under the enormous weight. Pull on the combat boots tying them securely. Form a Kage Bunshin to check over the neck line making sure that no skin is visible and the balaclava is snug and clean of external evidence. Dissolve the Bunshin, smiling slightly as the memories ease into the mind. Only the fact that parts of them are desired spares them the filtration that would have been otherwise required.

Confident in the first part of his disguise Naruto carefully removed one of the black contact lenses from its sterile container. Holding his eye open as he carefully slips it in getting it in just the right spot before grabbing it with a tiny film of chakra ensuring that the lens would not move allowing his pupil a view through the tiny clear center of the lens. Fitting the second lens in took only a moment as his body remembered the flows of chakra needed to hold the lens.

Looking down beside the sink he carefully picked up the reinforced clay mask, checking it all over for cracks that might splinter in the heat of battle. Satisfied in finding none of such he turns it around and fixes it onto his head with a five band configuration. He easily reached behind him and slung the cloak onto his shoulders, snapping the clasp shut and pulling the hood over his head. The moment he looks at himself in the mirror and sees the mask he feels himself straighten unconsciously, his posture becoming much more controlled and calm, the near critical slouch fading, his eyes hardening, and his stance shifting as his senses began to pick up every little detail as hyperawareness set it.

Where Naruto stood, Zan remained.

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Glancing at the small pocket watch in his hand a sense of slight anticipation descended upon him as he noted that Sakura would be there within moments. Carefully slipping the watch into his pocket and zipping it closed, he jumped landing halfway up the wall and gripped momentarily before pushing away and smoothly launching himself up. Gracefully landing on the opposite roof he crouched and carefully began moving to the edge of the roof facing the open street where he hid himself into a shadow and waited.

Not long after having hid himself he noted a figure turning onto the empty street. A sense of satisfaction spread through him as he noted the changes that Sakura had undergone. Gone was the red dress and skin-fitting shorts. In their place was a jacket the color of rich red wine and loose beige slacks. He knew from experience that she was likely wearing shirt of a lighter shade of red under the jacket. The changes had come nearly a day after Sakura had received her weights from Maito Gai.

Noticing that she was nearing the alley he removed himself from his examination of her clothes and began examining her stance and watching for openings. Noting several he waited until she reached the entrance of the alley.

Waited as she paused and looked around.

Waited as her nerves began to fray.

Waited as she slowly began to walk into the alley.

Waited until she had just entered the alley before carefully slipping off the roof landing silently on street level and creeping up behind her. Whipping out a side kick he watched as Sakura leapt forward dodging the kick and spun around to face him. Smiling slightly behind his mask he felt the need to compliment her.

"You've gotten better, Haruno" he said carefully tailoring his voice to be utterly toneless.

"You've been teaching me sir" she replied a small smile of pride on her face.

"Good to see that I haven't been wasting my time" he said as he whipped a kunai at her.

And thus continued Sakura's training under Zan.