Anyone feel like they don't know how to do things for themselves... for "fun"? How do you get used to it?

I was spurred to write this when I realized that I've attempted a couple of drawing tutorials, and the way they always say "You should also draw on your own for fun" is what tends to lose me. Seriously.

I could say more, but I don't want to be sitting on this message all night. All I know is, this must be due to growing up having to keep up with outside demands, or to hear stuff like "Who cares?" or "Good for you" or "Nobody asked you" when I was just trying to share of myself.