Playing Through Kalos for a 3rd Time?

I wanna have a 6th Gen save file with the custom trainer AND a proper name. No more stupid Nuzlocke nickname stuff. XP Also, I REALLY wanna train a Chespin. And from the looks of it, the only way to do that is to play through Pokemon Y again. For a THIRD TIME. I've already played through it twice, so I might just be sick and tired of it the third time around, but then again, maybe not.

After I play through ORAS, and have some time on my hands, Which of the above do you think is best? Do you have your own suggestions? How do I make this playthrough unique? (I'm thinking of playing this one the way Whiteh plays her own Pokemon playthroughs, racing through at the speed of sound to freedom using whatever Pokemon she comes across on her adventure. @<>@) And how do I go about restoring my save file to its former glory (style points, Pokedex, clothing shopping, money, etc)? Any help on this weirdness would be appreciated. THANKS GUISE <333

I say wait for Z or whatever it'll be. xD
If you play through Y again and choose Chespin, when the next game rolls around, you'll have to reuse a starter. I think it'd only be a problem with me… so… whatever works for you. xD