I tried to get my parents to pay for lessons when I was in high school but they were not willing to spend the money. As soon as I graduated college and got an engineering job I started taking lessons. My mom was nervous about it, but both my parents acted very proud when I hit a milestone (first solo, passed checkride). I was single at the time, and I don't think my wife would have approved of me spending so much of my income learning to fly if she was in the picture. We didn't start dating until shortly after I got my license and she loves to fly with me. My parents flew with me for the first time last fall.