RE: where should i start?
A cub flies nice and slow, is forgiving like any other trainer. They can be nasty on the ground, that is what makes them a little more complicated.
For the first plane , a 40 to 60 size high wing plane with a nose wheel is a good way to start.
Some wind won't bother it like a small electric.
And the simulator is a good way to learn.
Then by all means - find a club and join, these guys will help you out and there is always someone who has a nice used trainer for sale.
I went the same route first the simulator, then for a while helicopters and then I went to airplanes, joined a club, moved up from a trainer on the buddy box to an Extra 300 in just about a month and I don't regret doing it this way.