In what situation is a simulator not a possibility? If the cost of Real Flight puts you off, check out the Clear View RC flight simulator. It's not as good graphics wise or physics wise, but it will get you going.
For planes, I'd go with a gentle flying 3 channel foamy. If you fly near a patch of tall grass, you can dump the plane in the grass for the first few landings until you get a feel for it. You'll have to wait for calmer days though, as gentle flying and good in the wind don't go together.
https://www.hobbyzone.com/rc-airplan...DY8971PNP.html
or
https://www.hobbyzone.com/rc-airplan...DY8925PNP.html

Of the two, the top one is a little more capable, which the bottom one will be more docile.

Best of luck to you, and be safe.