(Only about the first question)
Use TinyContent-Duplicatable.

TinyD has tree type of wrapping.

1) original wrapping
The base path is modules/tinycontent/
You have to put html in modules/tinycontent/content and images in modules/tinycontent separately.

2) same as wrapped page
The base path is modules/tinycontent/content/
Thus you can put them as is.
But you can't turn comment on.

3) using mod_rewrite
The base path is modules/tinycontent/content/
Multiple htmls are wrapped automatically, and thier relative links works perfectly.
And you can use comment feature.
But it is necessary condition that your server allows you to use mod_rewrite

You can select them by each page.