I think that if you can do rolling circles with a trainer, youshould've moved on LONG ago.  However, I agree with the statement thattrainers aren't the easiest to fly.  I think that the easiest plane tofly is a great 3D plane set-up on low rates.  They're very responsive,but not twitchy.  They go where you point, but they're not unstable. They slow for landing incredibly well, and float for miles.  In noorientation do they fly poorly.  I think that your first two planesshould be hard to crash (Trainer/Ultra Stick type plane).

Iguess the real way to answer the OP is like this: if you think you'reready....you are.  A second plane isn't any harder to fly....it's allabout confidence.  If you BELIEVE you'll be fine, you will be (untilyou get to Warbirds ).  That's the way half of life works.