I sided with Kenny for the first episode because Lilly and Larry rubbed me the very wrong way. By the end of Episode 2, I realized I got really poor rolls in the zombie apocalypse - I was stuck with fairly ignorant and intransigent people. Kenny and (obviously) Lilly screwed me over in Episode 3 a few times, and I felt bad for Kenny in Episode 4, but when he went off on how I was never there for him I told him to fuck off and for the entirety of Episode 5 I was very flippant towards him. By the end, I was just disgusted by his pointless suicide and killing of Ben.
At least Ben did redeem himself. He managed to be cool and not make any real mistakes. Kenny was just a damn mule the whole time.