Quote (Vengeance_IV pwns j00 @ Oct 16 2014 09:05pm)
Itachi was the best....alot of people liked him, killing him off kinda sucked. I was personally rather upset with the direction they took his story in...I genuinely wanted him to be a real asshole that truly did murder his entire clan just to "test his potential" like he said for his initial story. The plot twist that turned him from villain to hero and then the whole "I love you, bro!" between him and Sasuke felt so forced, but all character relations aside; in a fight, he was always a fucking monster. They still never explained why he lost to Sasuke, I remember Zetsu noting that Itachi wasn't moving normally during the fight, and that he had been dying or was poisoned, but they never expanded on that after, unless I missed something.
I think Itachi lost to Sasuke because he wanted Sasuke to get stronger. Just basically a test to see his worth, and when Itachi was satisfied he let Sasuke win.
I mean, most older brother let the little brother win at some point. Gotta raise that self esteem somehow, whether it's Mario Kart or a fight to the death. It all develops character.