I do understand pure mathematical concepts of probability space and random variables as a (measurable) functions.
The question is: what is the real-world meaning of probability and how can we apply the machinery of probability to the real situations?
Ex1: probability of heads for fair coin is 1/2. Which means that "if we will make exactly the same experiment over and over again, we will obtain heads roughly 1/2 of the time". More rigorously, there is some convergences under the hood etc. But this is nonsense: if I will make exactly the same initial conditions, velocity, humidity, wind etc, then I will always obtain the same result. Moreover, I cannot guarantee the same circumstances: we have some planets flying around, and molecules are not in the same places etc. So it is not really possible to make the same experiment twice. Like, you know, one cannot step twice in the same river.
Ex2: probability of rain is 0.9 for the next day. The "frequency" idea is really absurd in this case.
Ex3: I'm throwing a coin and see the side. You don't see it. I ask you, what is the probability that it comes Heads. This is really somewhat vague...
It's exactly the fact that the conditions can't be duplicated exactly that makes a probability model for the experiment viable.
With some practice, a person with good fine-motor control can become an expert coin-flipper who can fairly reliably produce either "heads" or "tails" as desired. The "fair coin" probability model might not work well for coin flips by such a person.