At 20:37 21/05/2014 -0400, Mark LaPierre wrote:
In almost all cases adding apostrophe "s" on the end of a word denotes ownership, i.e. Tom's car, ..

With nouns and proper nouns, yes. (Actually grammatical possession, not ownership: Tom may own Tom's car but Tom does not own Tom's home town!)

... but to indicate ownership with the word it the 's' is added without the apostrophe.

That's no exception: "it" is not a noun but a pronoun. You would no more put an apostrophe in the corresponding possessive pronoun "its" than you would write m'y our you'r or hi's or he'r or ou'r or thei'r!

Of course its could also indicate multiple quantities of its.

No: two its are a them.

Then there are words like disgruntled.  Has anyone ever been gruntled?

No, but they have gruntled - that is, made little grunts. And dis- here is an intensifier, not a negator.

Then too as in also, two as in one more then one, and to as in where you are going.

Since when have homophones been a problem?

There's lead as in the heavy metal, lead as in being shown the way, lead as in showing the way.

Since when have homographs been a problem? (Oh, and that middle example should be "led" anyway"!)

Brian Barker

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