I don't know why people have this bizarre obsession with the "plain meaning" of something. Every day life should teach everyone (by a fairly young age) that communication, written and spoken, often lacks an easily accessible plain meaning.
And since basic things in life don't have a plain meaning we can agree to, why should a document like the Constitution, which goes out of its way to be vague, have one?
"Cruel and unusual" is a fine example of my point, but the Constitution is filled with them. It's a phrase didn't have a specific meaning in1789, so I can't imagine why we'd expect it to be any clearer today.
Also, out of curiosity, do you have a source (legal document or dictionary, not a tax protestor web-site) for the claim that income only mean gain from investments in 1909?