We need not draw any line.
For most people (including the deceased in the Kobe Bryant event), flying IS about transportation.
That transportation may be inconvenient, annoying, expensive, and frustrating - or not. But what it is supposed to be is SAFE.
We also have food-safety practices. Gym equipment that doesn’t maim us. Hiking trails that are not three feet from the edge of a cliff.
Being careful, and enjoying life, are not mutually exclusive.
In aviation, failing to be careful - as in continuing VFR into IMC - often instantaneously terminates one’s enjoyment of life. And OTHERS’ enjoyment of life.
Machines don’t break rules. They don’t get clever. God save us all from clever pilots.