You wouldn't believe how much this looks like one of my ex's. LOL Seriously, though; the face is exactly him. I guess it doesn't help that everyone would say he looked like Justin Bieber... Anyway! I like this! The pose is great! Good job!
as for the painting technique, I continually use brush strokes to achieve an even and smooth blend of colors. And if the strokes still look rough I use the smooth tool at a low opacity to get rid of the rough edges