I have wanted to become a small plane or ultralight pilot since I was in high school (I'm nearly 40 now)... it's just that with a single income and kids, life is expensive and busy.
I was astonished recently while watching The Spirit of St Louis (the 1957 Jimmy Stewart movie) - how as a young man Charles Lindbergh drove into Souther Field, bought an army surplus Jenny biplane for $500 cash (about $8000 in today's dollars), and took off immediately without any bureaucracy. Oh for that kind of freedom!
Maybe I'll do paramotor training with my kids when they're in their late teens - but for now, I can only stare up at the sky and dream (and occasionally watch YouTube videos of others living that dream).