RE: Simulator transition
I learned to fly without a simulator- it is possible! The best way to get into the sport (with or without a simulator) is to find a local club, join the club, and learn to fly with an instructor.
I will admit that after a few years away from the hobby, I did get Real Flight G3.5 (the latest version my computer would run). I still use it to practice new things, and I use it a lot over the long, cold, winter months here in Minnesota. It helps to keep the edge on my flying when spring rolls around.