HighHover,
Sounds like you'd be a good candidate for a trainer with some aerobatic ability.
ARF or kit?
If you're thinking about an ARF might I suggest the Hobbico Avistar.
For a kit the Sig Senior with ailerons and reduced dihedral would be an option.

Since you have the patience and concentration to fly a heli, flying an airplane shouldn't be terribly difficult.

Getting help will be the key factor in learing to fly.

Good luck and Have Fun!