he didnt said "i dont deserve you", what he did was a wake up call he said
kakashi : "obito loved you"
Rin : But Kakashi my feelings...
Kakashi : "i was going to abandon you."
He simply rejected Rin not the other way around, he didnt felt that he deserved her but more likely the fact that how could he return her feelings when he was going to abandon her.
All the flashbacks of Rin/kakashi were of her admiring him because she thinks he's a greath shinobi and a great guy he did a wake up call on her by telling her that he's not a great shinobi and the great guy she thought he was.
Kakashi didnt loved Rin it was kind obvious when he was going to abandon her without hesitation, just like when Sasuke tried to kill Sakura without hesitation.
Dont even try to compare Kakashi abandoning Rin with Naruto's POAL, they give different resolutions.
"unwilling to confess doesnt mean that he believes that Sakura should not be with him".
Did you read the chapter? look it over again. It wasn't an obvious decision for him at all. He clearly was conflicted over his decision to leave her.
http://www.mangapand...hapter-241.html
Different sites have different translations, But if you want to go by "I was once the kind of scum that would abandon you." Fine.
The above quote does not mean, wake up I don't care about you. It means, You shouldn't be with me because I abandoned you. In other words, had I not abandoned you we might have had a chance. Note that this is the first time Kakashi has known of Rin's feelings for him.
Compare that to Sasuke's complete rejection when Sakura confessed to him and you see the difference between "My path is different from yours, I am an avenger." And "I used to be the scum who would have abandoned you."
Now as for Naruto not feeling he deserves Sakura. Why do you think he hasn't told her how he feels to her face yet? She confessed right to his face, and instead of telling her his feelings, He throws it right back at her.
Here's Why:http://www.mangapand...hapter-457.html
He clearly says "How can I, I can't even keep my promises."
It's clear as day that he doesn't feel like he deserves her. Part of why Sakura leaves for the Land of Iron is because of the pain he feels for that POAL.
But let's take this a step further. Kakashi and Naruto are even further paralleled by the fact that one of the biggest reasons they both refuse to make a move is that their respective girl team members love other guys then the one's they think they should. For example, while Sakura's feelings can be debated, Naruto clearly still thinks that she loves Sasuke. When she confessed to him it was the chief reason why he rejected her.
Right before Rin confesses to Kakashi, He tells her that Obito loved her. Kakashi isn't going to make a move on the girl Obito loved, regardless of his own feelings or hers, especially since he just saw Obito cut down. These are just other things showing that they don't feel that they deserve Rin or Sakura's feelings.
Naruto specifically made the POAL bc he wanted to see Sakura happy. He thinks that getting Sasuke back will make her happy, he hasn't been able to do this therefore he feels that he failed her.
Kakashi abandoned Rin, he admits to failing her and bc he was addressing her feelings for him. That is the only excuse he gives for not being with her.
Edited by Shadow1275, 13 November 2013 - 09:03 PM.