|I'm guessing that the second pic is your new idea? You want higher ankle boots and bigger wheels?
That will work ok if you are not side surfing, but the high ankles will get in the way of side stance. The big (softer?) wheels will be ok for now, but as you progress, you'll find that smaller wheels are much better for doing tricks. The bigger the wheel, the more to get in your way. And if it is a soft wheel, then it will grab too much as well.
Keep at it though, as everyone has different needs. It might just be that this works perfect for you.