When you use your simulator, try it with some wind. I use the Realflight sim and I find it is a very good tool to learn to fly planes and helicopters.
Keep in mind that there is always some wind you have to deal with.
15 mph is a lot for a trainer, even for a 60 size. Not the best conditions for your first flight.
A buddy box helps a lot and is the only way to prevent a crash if you make a mistake. There is no time to hand over the tx when you are in trouble, things happen to fast.
I don't think anybody at that field will look down on you for crashing. That happens to everybody, not just beginners...
If someone would walk around on our field, you'll find enough parts to build a few planes
That is part of the hobby. Get a new plane and try again - with little wind and a buddy box.