Obito Uchiha was the first person to sneak into Naruto's room. It wasn't for a perverted reason, no matter how one may have interpreted for a supposedly dead man in his mid-twenties to sneak into the room of a five-year-old boy in the dead of night. Obito had a far more selfish reason to be there, beyond mere sexual gratification (which would line up more with 'creepy' than with 'gratification' since he wasn't Orochimaru). The reason was because of Obito's self-imposed role of older brother.
He DESERVED to be here, dammit. Naruto was Minato-sensei's son. Had Obito not faked his own death, he would have been one of Naruto's older brothers. The other one being Kakashi. Could he really let a stuck-up prick like Kakashi be Naruto's only role model?
No! Obito would never be so cruel to the world.
Incidentally, it was laughably easy for Obito to sneak past village security and knock out Naruto's ANBU guards. That may have had something to do with his talents as an S-rank missing nin, but Obito preferred to believe that Konoha was only growing soft.
"Naruto," Obito whispered, taking off his mask and tiptoeing into the room, "Naruto- wake up." The boy was remarkably similar to his father, Obito noted happily, with his spiky blonde hair and blue eyes.
"Huh?" Naruto said groggily, blearily blinking his eyes a few times, "Who're you?"
"I'm your nii-san!" Obito announced, cheerfully, completely abandoning his self-control and grabbing chibi-Minato. Naruto squeaked as he was suddenly brought over to the dark-haired stranger's chest and snuggled in a manner not entirely dissimilar to a stuffed toy.
"You're so adorable," Obito cooed, feeling strangely proud as Naruto tried to grapple himself out of the stranger's grasp, "And surprisingly energetic. You must get that from your mother."
Naruto quickly stilled. "You know my mother?" he asked, with a hopeful tilt of his head.
"I knew her," Obito corrected, hugging Naruto's body to his chest once again as the boy's head fell, "Hey, it's okay. She really loved you. She would have wanted you to be happy. And look, I'm here! So you won't have to be alone."
"I don't think you're really my nii-san," Naruto informed him, sniffling, "You have the Shami- Shari- the weird red eyes."
Instantly, a dark aura of depression surrounded the young man. "Why does everyone always hold my heritage against me?" Obito whimpered, "I can't help being an Uchiha!"
Naruto sweat dropped when he saw a black cloud appear over the man. Feeling a little bad- the man was just trying to comfort him after all- Naruto raised a hand and hesitantly patted him on the shoulder.
"Um… it's okay?" he offered. Obito quickly returned to beaming at him.
"You're such a good boy for comforting me!" Obito squealed, drawing him into a hug again, "I know I'm not really your nii-san, but I was the second person to hold you after you were born. Even before your father! I was there for your birth too. I had never known Kushina-san could curse like that."
He conveniently decided not to mention that he was trying to hold Naruto hostage at that time.
"Where have you been all this time, then?" Naruto pouted, "I'm five and this is the first time I've ever met you!"
Obito chuckled nervously. "Long story. To give you the brief highlights, I've trained to become an S-class missing nin, took over Kiri by initiating a civil war, and placing a genjutsu on the Mizukage, and recruited a group of S-class missing nin to form my own Bijuu delivery system. There are some extra details here and there like when I tricked a serial bomber into joining the Akatsuki, or when I contacted my baby cousin to help massacre my entire clan, but that's pretty much it."
Naruto, being only five years old, seemed to have understood only one part of that. "Cool! You're a ninja? Are you really strong? Can you show me any tricks?"
Obito relaxed fractionally and gave him a large grin. "Why not? I'm one of the strongest ninja in existence after all. By the way, do you like orange? I like orange. I think you're one of the few people who would like orange too."
They spent another few hours discussing the relative merits of different ninja techniques and about Naruto's life. After one morose recounting of a cruel shopkeeper who tried to sell him grossly overpriced rotten vegetables (Obito gave the blonde a tense smile and promised to 'handle it'), the Uchiha finally showed Naruto a few techniques.
"And this," Obito began, demonstrating a spherical black and white ball of raw energy, "Is yin-yang release in its' purest form. With this, I can level mountains and take over entire villages." The young man particularly enjoyed the rapt attention he was given.
"Cool," Naruto said, obediently. Then, "Can you teach me that?"
"Maybe when you're older," Obito replied, with that special sort of condescension that a young person can only receive from an older relative or someone with an above-average dedication towards pissing you off.
Naruto pouted. Obito paused. Naruto raised teary eyes. Obito wavered. Naruto bit his lip. Obito broke… nearly.
"Sorry chibi, but I own that look," Obito grinned at him. His smile fell off his face as the red-eyed shinobi remembered what he had to do.
"I'm sorry chibi-mine, but I have to go," Obito said, with genuine sadness. A small dash of pink and robin's egg blue had taken place of the morning sky.
"Will you come back soon?" Naruto asked, his shoulders dropping somewhat.
"I don't know," Obito said quietly, attempting a shaky smile, "I'll try to see you again, but… I doubt that our next reunion will be as happy as this one. Don't ever think that I'll regret this, though. Whatever happens, I'll still be glad that I got to know you, chibi-mine. Keep your head up, kay? And wear those goggles I brought you. They could remind you of me."
The man paused, "I'm going to have to make sure you can't tell anyone about me, chibi-mine. Don't worry; it won't hurt, and you'll still remember me."
Then, before Naruto could protest, Obito brought his eye down to bright blue irises and activated his Mangekyo Sharingan.
"Tsukuyomi."
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