Well, best approach is to build your huge list of keywords, then group them, and use these groups to build pages. So maybe from 1000 keywords you will be able to build some 50-100 pages.
Some pages of course will be more competitive and will have that main keyword in page, some pages will have very long tail ones and bunch of them on one page.
For example:
- penis enlargement
- penis enlargement pills
These are big core keywords so you would make some 400-500 word pages for each of them.
For smaller keywords you would combine them in same page:
- natural penis enlargement exercises
- natural penis enlargement exercise
- best natural penis enlargement exercises
- top natural penis enlargement exercises
and similar you can easily combine into one article.
Hope this helps.