RE: When do you get a second plane?
Sounds like everyone has offered good advice already. My second plane was a 4 star but i never got airborne with it. Got a little side tracked some years back and shelved flying altogether. As far as flying pre-requisites, I would venture to say since you are flying solo already you probably have them down. Just make sure you can fly in all types of wind conditions. I almost lost my trainer when I took off in not so ideal conditions. Make sure an experienced teacher/pilot takes off the maiden voyage and gets the the plane all trimmed out for you otherwise you should do fine.
Good luck.