RE: A second plane?
The classics are the Tiger, the Sig 4 Star, and any version of the Stick. I you like scale models Cessnas and Cubs are a slightly bigger challenge but still very doable for someone who can handle a trainer well. I wouldn't be so concerned about trail draggers either. They require a little more control on takeoffs, but on sport planes it's not hard to do. The thing with most sport planes is that they have a broad setup range, so you can start with a fairly mild airplane and then turn it up as you want to. Most flyers graduating to one comment that they are actually easier to fly than their trainers, especially in the wind.