I'm half way in between on the tucking. My general dress style (either pants for days I'm in the carpentry shop, or kilts when I can) is a tucked in tee shirt, and an untucked (unbuttoned) button up shirt. If I have a meeting, I button the shirt (at least part way) and tuck it in.... but again that's me.

I say wear how you think you look good. That's all that matters.