Definitely Obito. He has the power of the Mangekyo Sharingan and can use Kamui, which allows him to phase through attacks and teleport. Naruto would have a really hard time getting a solid hit on him. Also, Kisame with his massive chakra reserve and his Samehada sword that can absorb chakra. Naruto would need to find a way to either avoid having his chakra absorbed or overpower Kisame quickly.
Pain would be one of the most challenging. His Rinnegan gives him a wide range of powerful abilities like the Six Paths of Pain. Naruto would have to figure out how to counter each of those paths and find a way to reach the real Pain. Itachi is also tough. His Sharingan and genjutsu skills are top - notch. Naruto would need to break free from his genjutsu and then find a way to fight back against his fire - based attacks.
Definitely Itachi. He has a complex character and his own sense of justice. He might see Naruto as a key to changing the shinobi world in a different way than what the Akatsuki originally planned. Another one could be Kisame. He is loyal to Itachi and would likely follow Itachi's lead in taking care of Naruto.
Pein could be another one. As the leader of the Akatsuki, he might see baby Naruto as a means to an end. He could either want to use Naruto for his own grand plans or, in a more interesting twist, be swayed by Naruto's innocence and change his perspective on the Akatsuki's goals.
One of the members could be Karin. She has a connection to Sasuke and has unique abilities. She might see Naruto's new Akatsuki as a place where she can use her skills and be part of something bigger. Jiraiya could also be a part of it in some form, perhaps as a mentor figure from the shadows. And Hinata, out of her love for Naruto and her own growth as a shinobi, might be convinced to join the Akatsuki he forms. There could also be some new characters introduced specifically for this fanfiction who have special powers and are drawn to Naruto's vision for the new Akatsuki.
Naruto could use his shadow clone jutsu to play pranks. For instance, he could make clones that look like the Akatsuki members themselves and have them do really silly things like dance around in circles or sing out - of - tune. The real Akatsuki members would be really confused at first, thinking one of their comrades has gone crazy.
One possible plot could be Naruto using his new Sage of Six Paths powers to take on the Akatsuki one by one. He could start with Hidan and Kakuzu, quickly dispatching them with his enhanced speed and strength. Then, he moves on to Deidara, outmaneuvering his explosive attacks with his own agility. Another plot might involve Naruto infiltrating the Akatsuki's hideout alone, using his shadow clones as decoys. He could then surprise Pain and defeat him in an epic battle, showing his growth as a ninja.
Naruto's relationship with Kisame might become an interesting one. At first, Kisame would likely be very suspicious of Naruto. But as time goes on, Naruto's determination and strength could earn Kisame's respect. With Itachi there, he might be more open - minded towards Naruto. As for Kakuzu, Naruto would probably constantly clash with him due to Kakuzu's money - loving nature. Naruto would try to convince him that there are more important things than wealth. And with Sasori, Naruto would be horrified by Sasori's use of human puppets and would try to make him see the value of human life.
Naruto is obviously very popular as he is the main character of the original series. His interactions with the Akatsuki members are always a focal point in fanfictions.
Itachi is often a very popular character in Akatsuki fanfiction. His complex backstory, his powerful abilities, and his self - sacrificing nature make him a fascinating character to write about. Writers often explore his relationship with Sasuke more deeply or create scenarios where he didn't have to die.
Pain is also popular. His powerful abilities and his ideology about peace through pain are fascinating. In a fanfiction where Naruto is in the Akatsuki, Pain's reaction to Naruto's presence and how they interact would be a big draw for readers. Kisame might also be popular. His loyalty to the Akatsuki and his shark - like appearance and abilities add an interesting element to the story.
Sakura and Sasuke are very likely allies. Sakura has her medical skills and combat abilities, and Sasuke, despite his past issues, has great power. They've been comrades with Naruto for a long time.