1. i would have to say Kurenai so i could learn genjutsu from her, but if my chakra was compatible and i had a way to deliver it without getting killed in the process i would want to learn Chidori from Kakashi.
2. Tsunade already is the 5th Hokage, as for the 6th i think it should Negi Hyuga or Shikimaru Nara being as they were the first to reach Jounin and Chunin respectively as well as both of them being great tacticians.
3. i's have to say Guy is the most cheerful only because his sadnesses haven't been flushed out yet, Naruto, Lee, Iruka, all of them have been shown to have emotional weaknesses, but even when guy is sad he's kinda goofy and happy, i think if he were developed more he'd be less happy so he wins.
4. i believe in having your idol be your rival so i'd want Sasuke as my rival, because i'd want to train to surpass him Lion's den style, fight full force until i stop getting utterly wasted, then hold my own, lose gracefully, tie and eventually, probably when we're both jonin, beat him. since Sasuke's awesomeness cannot be contained by the village anymore i'd settle for Hinata and probably Choji and shikimaru to a lesser extent.
5. I'd want Hinata and Shikimaru on my team because i really respect Shikimaru and Hinata has the most esthetically pleasing fighting style, it's just fun to watch those gentlefist fighters fight, and i might even be able to have Negi as the leader on some missions.
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Kira = Cuteness.

Remember kids: if you touch Lacus Kira will beat you to death with meteors.
"If something truly was a problem you'd take the actions needed to change it."
-my personal motto