Once I get to know a song on my guitar good enough, I can play it without even thinking and the singing comes easily. In fact, for some songs I know really well, if I think about my guitar playing at all, I tend to mess up more than if I don't think about it.
That said, I've seen guitar lines that are VERY complicated and someone is singing while playing it, and it looks waaay beyond what I could do. In particular I'm thinking about this. It has a complicated guitar line AND a complex singing part. I admire someone who can do this stuff.
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