What's the correct apostrophe usage in this case?

I just wrote a response on a meta Stack Exchange site to a question about tag usage and purpose. In that response, I found myself writing the following:

I hesitate to argue for the tag's (and the questions' that go with it) complete removal.

"Tag" is intentionally singular and "questions" is intentionally plural. Is that the correct way to use the apostrophe on "questions"?

Solution 1:

This is a creative application of the apostrophe to avoid re-ordering:

I hesitate to argue for the complete removal of the tag (and of the questions that go with it).

It's not outright incorrect to apply the apostrophe in order to omit of, but it is highly unusual to qualify a possessive noun with a clause introduced by that, which, etc.; I think most would frown on it for possible ambiguity or lack of clarity in other situations. Still, I daresay I'm rather fond.

Solution 2:

No need at all for the apostrophe on your word questions

But why not

I hesitate to argue for the complete removal of the tag and associated questions

or

I hesitate to argue for the complete removal of the tag and its associated questions