Ah, gotcha. Well we’re all learning, by no means do I consider myself to be an expert, so please take anything I say with a grain of salt. 
One thing you might consider trying is scanning a drawing and working from there. I’ve done that many times and I enjoy that process.
A couple of digital painting tips: when in brush mode, press Alt and click any part of your canvas (assuming you are using Photoshop) to select a value from anywhere. You can also at the beginning of any painting create a value scale from black to white by creating a rectangular marquee selection and using the gradient tool to get a range from pure black to pure white within that rectangular selection. Also right click your pen to change the size and hardness of your brush. You can modify the Shape Dynamics of your brush and even change its roundness, spacing, etc. by clicking on the Brush presets icon at the right upper menu of PS.
As a general approach, I’d recommend using a large, not a small brush, to block in big shapes and values - try blurring your reference or just squinting your eyes to see the bigger areas of value. Also I’d just treat the hair as a mass instead of as individual strands until the value structure and shape design is worked out.
All of these things I have to continually remind myself to do, since we are all learning and most of digital painting is just a reiteration of the basics and fundamentals, just using digital tools.
But I’m just blathering. 
-R