Hmm, I haven't read it yet, except for the prolouge.
The prolouge isn't really a prolouge at all though. Most authors will make their prolouge's about as long as your first chapter, then make the first chapter longer. I don't think I've ever seen a prolouge that's been two sentences long. D:
I agree with Lily, however. You add description in little bits and parts, but they don't really 'flow' with the story.
“Oh, yeah, my Chimchar awaits!” Jack quickly dressed himself in a black t-shirt, black blazer, blue jeans, and white running shoes. He rushed downstairs, past his young, brown-haired, blue-eyed mother, grabbed a slice of buttered toast on the table, and ran out the door, swallowing the toast whole.
Describing his mother in such a quick jumble of adjectives wasn't really nesseccary, as it would've been just as well to not describe her at all. Jack, in this instance, is the focus, so you should've spent more time describing what he was wearing,
his eye color,
his hair color, and not his mother's.
That's all I can read with the time I've got though, so my suggestions are:
1. Add description! It's an annoying thing, I know, and I used to absolutely hate it when people told me that I didn't add enough description. But it helps the reader to imagine what you're imagining, and that's the whole point, isn't it? ^^
2. Length! I, as a reader, hate reading super short chapters! When I've waited and waited, I expect to see not only some quality, but some buffed up quantity! ^^
and
3. Originality! (like Lily said,) But I don't think the 10-year-old starting out as a trainer thing is always cliche'd. You can easily make the concept your own, by adding an original element. A cliche fanfiction can easily turn into a very enjoyable cliche fiction if you write it with skill and style. >D