Choosing the ones to gamble (Ino/Rukia)

"Alright, we'll choose our own to wager. Ino, you're up."

Ino walked meekly to the sidelines, coming to an understanding that if any pussy is being put on the line, it should be the one this guy used before.

"Keeping the stakes as low as possible? Too bad. I was hoping for new pussy. If it's going to be like that, then this is the best you can get." He spanked Rukia, corralling her to the opposite sideline.

"You're not measuring their worth by tit size are you?"

"Maybe that's just one of various factors. Honestly I like maturity in addition to a full figure."

"Like your mom?"

"You say that like a true outsider." Chakra was channeled through his sword, and using shape transformation, the resulting chakra blade extended to 1.75 meters.

"Overcompensating a little there?"

Ino and Rukia simultaneously quipped "Trust me, he's not.", both amused by the synchronization.

Naruto goes into Nine Tails Chakra Mode right from the start and throws a punch that extends via a chakra arm, sending him backwards as he barely shields himself behind his blade. In retaliation he swings his sword sending a sharp cresent of chakra at Naruto. In turn, he uses a Mini-Rasenshuriken to cancel it out.

"You mocking me blocking my Flash with that little technique of yours? Well I'm just getting started!"

Ichigo uses the Rupture technique but Naruto counters with a Big Ball Rasengan, then clutches his sword with a chakra arm before surrounding him with chakra arms each wielding a Big Ball Rasengan.

"Damn it, let go!" He trys in vain to expand the chakra on his blade before he figured out to just shrink it to get loose. Little that did to avoid the barrage, so he took quite the pounding.

"You're clearly outmatched, if this escalates further, I could end up destroying a lot of the terrain, nevermind your sword."

"Nevermind my sword? Hell of a thing to say to a samurai. Since you dare threatened to go that far, I can't hold back."

Ichigo takes off his shirt, and a black circle makes an appearance on his chest. Black lines extend up from it to his face and shoulders. His skin turns white and he grows horns and claws and furry red tufts on his neck, wrists, and ankles. His face even becomes more like a skull, but not quite a human's.

"A curse mark? Damn, just what I needed. Rasen.." He's interrupted as his face is grabbed and pushed back, smacking him onto the ground.

He repeatedly hacks at him like a butcher dealing with a slippery fish, missing with every attempt to stab Naruto so far. Naruto goes Kurama Mode and fights back, forming a tailed beast ball in one hand, and a Big Ball Rasenshuriken in the other to push him back. Ichigo takes a direct hit from one, then the other. Even in that state, he kept his sword from breaking by concentrating on channeling a large enough chakra covering. His body isn't in as good of a shape, but he spams Flash hoping to cut through that ckakra cloak eventually.

"Knock it off already, someone other than us is going to get hurt if you can't even aim properly anymore."

Naruto decks him as to snap him out of it, breaking off a horn and imbedding him into a tree. His curse mark receded and he calmed down, defeated, still clinging onto his sword.

"The hell is someone as strong as you doing not running your village or something? You want to conquer this place?"

"Funny you should ask. I'm Naruto Uzumaki and I'm going to be Hokage. Believe it!"

"You've been waiting for an opportunity to use that old line, haven't you?" Sakura quipped in a moment of unforced sincerity piercing through her programming.

"Sakura, I order you to orgasm so hard you squirt."

Sakura made the most ridiculous face and her legs gave out as her body was racked by an intense orgasm that caused her to squirt where she stood.

"Wow, it does work like that."

"You took four of the collars, and you didn't know how they work? Hs ha ha ha! Ow. Something about you I can't stay mad at. Rukia, you're his now. Prove your loyalty."

"The pleasure will be all his, Ichigo."

Rukia kneeled in front of Naruto, who has now dropped the chakra cloak and she started to undo his pants.

"Right now, right here?"

"Of course. This is how the post-duel works. The netorare phase. She is going to act like you got the best cock shy of the Erokage and I'll get off to having her taken. Orihime, heal me. Yoruichi, Riruka, get me off with your mouth and hand respectively after I'm well enough to handle it."

His remaining whores take their places at his side. Naruto starts getting hard at this turn of events just as his cock is exposed.

"Things seem to have come full circle for us Naruto-sama. I hope you derive even more pleasure from me than you did from abusing my throat. So, what do you want your dirty masochistic whore to do for you first?