Your Favorite/The Coolest Character-Connection?

[Guardian of the Rain]

As in characters who symbolically mirrored each other.

Ashura -> Hashirama -> Naruto. The Ones who walked the path of love.
Indra -> Madara -> Sasuke. The Ones who walked the path of power.
Obito -> Naruto. Hopeful Hokage, no family growing up, crush on female teammate, and knucklehead during youth.
Kakashi -> Sasuke. Lives of tragedy and lightning element affinity.
Jiraiya -> Naruto. Toad Sage Mode and the desire to bring friend back from darkness.
Obito -> Sasuke. Pure-hearted Uchiha turned villian due to the pain of loss.
Naruto = Sasuke. Loneliness.
Naruto = Gaara. Loneliness and Kage.

Lesser connections:
Itachi -> Naruto
Shisui -> Naruto
Kabuto -> Sasuke
Tsunade -> Sakura
Nawaki -> Naruto
etc

 

[Sasuke Ameno]

Sasuke -> Sasuke

 

[loj]

Gol D. Roger -> Monkey D.Luffy
Mihawk -> Zoro
Ace -> Sabo -> Luffy
Buggy D. Clown -> Go D. Usopp

:| only in Naruto? Nvm I won't delete it anyways

 

[Remedy]

I've always been interested in the Shisui - Naruto connection, he and Naruto would have gotten along good.

 

[NineSNS]

Sasuke = Naruto : loneliness, opposite paths and affinities, full circle to cooperation

i also like how this connection paralleled not only Indra/Ashura and Madara/Hashi, but also Oro/Jiraiya

 

[Meee]

God -> Aizen

 

[Pyro NB]

Obito -> Naruto

 

[Pumpkin Ninja]

Ashura -> Hashirama -> Naruto.

 

[Decimo Blaze]

Obito and naruto they seem the most connected to me

 

[SMX]

sasuke->boruto both wanted to be acknowledged and congratulated by their fathers

Naruto-gaara Both expierenced outcast and loneliness

Itachi-Sasuke Both had to protect the village from the shadows

 

[Ansatsuken]

God->Itachi

 

[RafiD62x]

Indra -> Madara -> Sasuke.

 

[Ootoriyu Jin]

Kaguya -> JJ Hagoromo -> JJ Madara (JJ/Rikudou)