Hey! Asa Usa here! I know it's been years, but I'm finally getting back to this. I'm revamping all the chapters before I continue this, so we'll see how it goes. Right now I've taken down all of the other chapters, but I'll be reposting them soon.

Naruto entered the Hokage's office and greeted his teammates and friends. Everyone, except for the newly-returned Sasuke, was meeting to discuss a crucial new mission, although Naruto still didn't know it's objective. He could, however, guess that it was important with classified information since Sasuke wasn't here due to his recent treason. Tsunade had Shizune sound proof the room before the meeting began, before she explained the mission, stating "let's get right into business. We've recently found quite a bit of information on a group of dangerous s-ranked missing nin called Akatsuki. Some of their members have been taken out, but the leader must be taken out. He is very elusive and thought to be extremely powerful. Our objective is to kill him as quickly and easily as possible, without combat. He is the highest threat to all the nations and we cannot afford for him to attack us. Unfortunately, we don't know a lot about him". After confirming that everyone understood the gravity of the situation, she turned to Jiraiya, asking him if he had learned anything recently.

"Yeah, I've acquired a few details. His name is Pain and-" Suddenly, Naruto's head snapped up and Jiraiya paused, giving him an inquisitive look. Naruto looked troubled, but waved Jiraiya on, so he continued, stating that "he has multiple facial piercings, bright orange hair, purple eyes, and is between the ages of twenty and forty. We've learned that he is currently living just past the Valley of the End, in a small town in Sound".

Naruto now looked uneasy, and he released a soft groan. He could feel everyone's stares at him, and he was fairly certain of what, or who, he had done. "You've never seen him, right?" Jiraiya asked, not liking where this was going. Naruto groaned, while massaging his temples. 'Crap' He thought. 'I'm so fucked'. "Naruto, do you know something?" Jiraiya asked, concerned.

"Let's just say I happened to meet Pain about two weeks ago" Naruto said, still massaging his temples. Jiraiya and Tsunade sent a fleeting look of concern to each other.

"How did you just 'happen to meet' Pain? And more importantly, did you two fight, and could you tell us any information about him? Explain" Tsunade questioned, staring intensely at Naruto, who looked up.

"Well, after I finished a mission in Sound, I met him at a bar. I can't tell you about any of his jutsus or techniques because we didn't fight. He probably knew who I was, though. " Naruto said, gauging his colleagues' reactions. Disbelief was a big one, though that probably had to do with him drinking at a bar. He was only sixteen, but he was also a ninja, and therefore a legal adult. So, while he could technically drink, most of the people his age didn't do it that frequently. He had started when ero-sensei had convinced him to try sake, and now it was a tradition after a long or difficult mission.

"You left something out, I can tell. And why do you remember him? Did he do anything in particular, anything strange? After all, there's got to be a reason you'd remember him." Jiraiya said, baffled.

*Flashback* (Naruto's POV)

Pain kissed me softly on the lips for a minute, then deepened the kiss, his tongue exploring my mouth and I felt the cool touch of his metal piercing as he pushed me roughly onto the bed. His tongue trailed down my neck and he sucked on the hollow of my throat, followed by a gentle bite. I moaned, and the sound echoed loudly through the room.

The next morning, I woke up in a semi-dark hotel room. I basked in the small patch on sunlight on the bed for a moment before I realized I felt a warm presence on my back, and promptly noted the strong muscular arms around my waist and the prickle of hair on my shoulder. I remembered the guy attached to my back was named Pain. Despite his name, he hadn't really been that much of a sadist. I remembered meeting him at a local bar last night, sharing a bottle of sake, and finally hooking up with him. It was his muscles, and large chakra that attracted me to him, even if I didn't normally go for older guys. I had figured that with his body, he must have had great stamina, and that had been proven quite true. At that exact moment, Pain stirred. He removed his arms from my waist and stretched, his muscles flexing and his bones popping nosily as I turned around and looked up at him. His orange hair was as messily splayed as his relatively short hair could get, but it looked incredibly sexy on him.

"Sleep well, Naru?" He asked in his deep, sexy voice before kissing my forehead and pulling me back into his warm chest. I blushed, and nodded. We laid there for a long time, enjoying each other's company and warmth. "So, ready for another round?" He asked me, a smirk on his handsome face as he flipped us over so that he was hovering over me.

*End of flashback*

Naruto blushed and looked down as he remembered the night, and everyone stared even harder at him. They wondered what could have possible happened to get that reaction out of the blond. "Uhhhhhh . . ." Naruto stammered dumbly. While he didn't have a problem with his sexuality, he wasn't publicly out of the closet, and he'd prefer to tell people at the right time. This was not the time.

"Naruto, it's important that you tell us everything" Tsunade said gently. Suddenly, Naruto yanked Jiraiya forward harshly and started whispering furiously in his ear. Jiraiya's expression started out as surprised, then came to an intense look, and settled on dumbfounded and confused.

"Seriously?" Jiraiya asked, and Naruto nodded. "This isn't some kind of joke, right?" the older man asked, a bit of desperation creeping into his voice.

"Oh, shut up! It's not like you've never done something like this before. It wasn't my intention" Naruto said, frustrated.

"You . . . but I thought you were strai-"

"Not at all" Naruto cut him off. He still looked confused, but Naruto figured he could deal with it later. Tsunade looked between the two men.

"Care to explain to the rest of us?" She asked, and everyone nodded as Naruto sent a pleading glance at Jiraiya. Tsunade didn't miss it. She beckoned Jiraiya forward, and he started to whisper into her ear. When he was done, Tsunade was gaping. She sent an incredulous look to Naruto, and he nodded. She coughed.

"Can you tell us anything else about him, measurements, maybe?" She asked, her voice hard. Naruto turned beet red, and she quickly hurried to change her accidental insinuation. "Height, weigh, that kind of thing"

"Oh" Naruto said, visibly relaxing. "A little over six feet and three inches. Probably about two hundred pounds. Has the body of a swordsman, narrow hips and waist, but broad shoulders with a ton of muscles. He's probably not someone who fights with Taijutsu, based on the fact that he had only lean muscles, but is still fairly physically strong. And he's the kind of person who draws unwanted attention to himself, because of his general appearance. Most people don't have that metal in their faces. Though the time I met him he didn't have the Akatsuski cloak on or anything. It was just standard black clothing" Naruto concluded. "Oh, and I'd guess that he's in his mid-thirties".

Fed up, Kakashi stepped forward. "Would someone please tell us what's going on?" He snapped, gesturing at all of the other shinobi waiting to hear exactly what had happened between Pain and Naruto. Naruto's friends glanced at him. He shook his head. He could not let them know he had slept with an s-ranked criminal, mostly because it was the one they were currently plotting to kill.

Jiraiya and the Hokage sighed. As the Nara would say, this would be troublesome. "Well, you see, this might not want to get out, the long story short is that Pain knows who Naruto is now" Tsunade said. Everyone nodded, and a few people were exchanging glances. "He may want to stay back, but . . . I think we might have another plan to consider" Naruto looked at her. What the hell was she talking about? "Anyway, Jiraiya, Naruto come with me for a minute". They followed her command to a much smaller fully sealed conference room off to the side of her office.

"Naruto, did you seriously sleep with him?" Jiraiya asked. Naruto nodded. "I'm completely fine with it, but does this mean you're gay?" He asked.

"Yes, I'm gay. But this isn't really something I want to talk about right now. Baa-san, what did you have in mind for me?" Naruto asked. He didn't mind his sexual orientation at all, or even being open about it, but the older man's stare was making him uncomfortable.

"Well, I was thinking that . . . you could seduce him. He's obviously attracted to men, and you. I don't see any reason why he wouldn't sleep with you a second or third time. That would be enough for you to catch him off guard and finish the job" Tsunade said to Naruto. Both of the men just stared at her.

"You want me to seduce Pain?" Naruto asked, hesitation in his eyes. He'd killed before, but never committed something so underhanded before. He'd always fought on a fair platform, and poisoning a man seemed wrong.

"You cannot be serious! Naruto's sixteen, that guy must be at least fifteen years older than him with plenty more experience, and this could put him into a lot of trouble! He could be killed or worse!" Jiraiya shouted. Naruto sighed.

"I'll do it Baa-san, but only if you want me to. And ero-sensei, I'll be fine. It shouldn't be too hard. But how am I going to kill him? I can't hide a weapon; he'd find it as soon as the clothes came off. I suppose I could build a resistance to a poison, and kill him by exchanging body fluids, but that would take a while to get him in my bed again" Naruto mused. Tsunade pondered that.

"Poison might be the best method. Its reliable and you'll be quick to adjust because of the Kyuubi" Tsunade said.

"I guess that sums it up" The younger blond said, just about to leave

"Oh, and Naruto, try not to sleep with S-ranked criminals anymore, would you? It's sort of frowned upon to fraternize with the target" Jiraiya said.

"I can't promise anything. Didn't you know? They have amazing stamina!" Naruto said with a cheeky grin on his face. The two older people looked rather disturbed.

With that, they went back into Tsunade's office. Everyone stared, something the Naruto felt he was getting a little bit too comfortable with nowadays. "We've decided our plan of action. Naruto's going to poison Pain. He'll travel with a small party to the border, and then he'll will separate and complete his mission separately. The group will remain by the boarder so that they can be contacted quickly if backup is needed for any reason. Under these circumstances, we can't tell you guys the details until after the mission." The Hokage said.

"Naruto will be gone for a month or two, to allow him to get close to his target. He will leave no sooner than three weeks, but after that as soon as information is leaked on his current hiding spot. Hopefully, he'll be in the same location he is now"

"Wait! Shouldn't he go with a team, it's far too dangerous to go by himself. He could get killed!" Sakura exclaimed, worried.

"I'll be fine. I'm poisoning him in a rather complicated way. He'll be suspicious if I show up with a bunch of other ninja" Naruto said, a slight smile on his face.

"Anyways!" Tsunade said, "I'll have a medic-nin show up to drop the poison off tomorrow morning. It should have instructions on it. Naruto, you have to be very careful to follow them, it could be disastrous if you don't. Anyway, you're not allowed to train strenuously for the next few weeks, or do any heavy exercise for that matter" Naruto sighed. This was going to be a boring two weeks for him. "You can tell your friends about it after the mission if you want." Tsunade finished. "Now get out of my office. I need a few bottles of sake"

Immediately following that, the group left. Naruto could feel them staring into his back as they exited the Hokage's tower, and Naruto started to walk down the street, "So, who wants to get something to eat?" Kakashi asked, always acting as a mediator when tensions arose. Naruto turned and agreed. With that, the group of ninja went to a small barbeque restaurant a block away from the Hokage's tower. They might have gotten ramen, but they had too many people to eat there. They sat down and ordered, and started to talk.

"So, dope, any chance you'll tell us what happened after the mission?" Kiba finally said, his curiosity getting the better of him.

"Nope!" Naruto replied, much to the dismay of his teammates and peers. "It's classified, and I'm pretty sure you don't want to know anyway" Naruto said, even though he knew curiosity was probably eating them from the inside out.

After that, lunch went smoothly. They said their goodbyes, and all went to do their missions or train. Naruto, with an expectation of not being able to train for the next few weeks, worked his ass off until late into the night.