Ughhhh

So in my small world of trying to project points from a base sketch onto a surface I have found myself fighting software limitations. (as usual, but it usually wins) The tutorials we have worked so far are based on a 2d framework that is adjustable. From that framework we project points upward to a 3d surface that can be manipulated. That is all fine and dandy but what if I want to get crazy with the surface? So this is where I find myself with questions that I need to solve.