1) He will
2) Yes, he`ll be the sixth Hokage
3) Hinata x100 times
4) See number five
5) No, Shikamaru will end up with most of the chicks. Chouji will fall into depression and will become so obese he can`t do ninja things, then he`ll go evil and use those pills to turn all his fat into chakra and will become the 18th person to reach chakra level comparable to that of the sage of the sixth path (Trademark). This will set the stage for Sakura`s parent to intervene and defeat the evil Chouji along with chibi Guy and Zabuza`s ghost (who is looking for redemption) in a series we`ll refer to as Naruto GT.
6) Becomes a good guy, will lead Sakura`s parents like Zordon leads the Power Rangers.
7) That will be seen in Naruto GT: the movie.