When I'm shooting basketball, I feel comfortable with my 135/2.0. When I'm at a small indoor concert, I'm comfortable with my 100/2.0 or 200/2.8. When I'm traveling on the Monterey Coast, I feel comfortable with my 70-300/DO. When I'm inside the Monterey Aquarium, I feel comfortable with my 17-55/2.8.
This makes me either very wise or very naive. Wise because I'm enjoying myself using lenses that are OK for what I'm shooting; or naive because if I really analyzed what I'm doing, I could have taken better shots. Right now, I'm so concerned with what's in my signature that I don't think of whether I should be using a particular length prime or zoom (since I already decided that before I walked out the door).
Sometimes we amateurs make things too complicated. We try to work on step #9 before we've completed steps #1 to #8. After "mastering" my signature, I might be ready to contemplate whether the scene before me is better taken with my 85/1.8 or 135/2.0. But before I get to that stage, I'll just smile and take the shot with whatever lens I have on my XTi.