Hey, I did a timetable for Jess and the same goes for Jimmy, K?
The first episode to reveal James' past was the Bridge Bike Gang, however, there was something before that, wasn't there?
Holy Matrimony! Yes, the best Rocketshipper episode to date. The episode in which the Twerps and TR find out James is actually the son of a millionaire, but can nly get ALL THAT CASH is he ties the knot with the Biatch from Hell Jezebel. Of course he doesn't take the money, but anyways we find out about his past in the beginning. James tells his friends and the twerps this story:
"The last thing I can remember is flunking out of Pokemon Tech. and joining a bike gang. There's only one thing I can remember before that..." And so goes the flashback: James and Growly ran away from home. Snow was falling on the ground, and the boy collapsed, saying a bunch of crap to his dog about how the angels are going to get him, and he's leaving the world for some other place. Rrrrrriiiiighhtt. He probably just saw some angels on a stained glass window. So somehow Little James "was found frozen solid," which is a pretty lame excuse since Growlithe's a FIRE pokemon, if no one noticed yet. And so ends the flashback.
We also know that he was FILTHY RICH. He lead a somewhat pleasant life, perhaps a time before Jezebel learned about the word "stalker". But, really--there have been a few times where James' memories have not been of terrorist parents or stalking fiances. On Kids Day he had off from school and a mountain of ice cream sandwichs, plus an Olympic-sized swimming pool, and at the same time Jessie was fiddling with snow.
Okay, so this is how his life has gone so far: Semi-happy childhood, then at around eight or nine, Jezebel comes in, causing him to run away.
So then he must have headed off to Pokemon Tech, which seemed to have been the trend of his time. I'm guessing he then met up with/befriended Jessie, and after flunking out, joined the bike gang. Which didn't seem to build up his image any--he rode with frikin training wheels, for Chrissakes. But he became a local hero anyway--so who cares about the details.
Well, after that comes TR, where your job is to capture pokemon and always hug/touch/flirt with your partner (if your partner is of the opposite sex). And I know, I know, James still wants to get rich, but the great part about it is, he wants to do it his way--with Jess and Meowth by his side. Now there's a brilliant plan for ya. ^_^