RE: First "real" airplane
just harrier everywhere....you can fly in your front yard :P
just kidding!
What has been said about field size is absolutely correct......I think you will do fine with a plane once you get a basic feel for it. Cut out half of the orientation stuff you had to memorize for helis and you have a plane (because planes can't fly backwards).
I still recommend you jump on a buddy box with someone at your club to get a feel for takeoff and landing, those are what's different w/ a plane....then go for it. Jump into something like the yard stick or even a katana w/ scaled down throws.
-Erik