i'm not quite sure i understand what you want to do exactly, but yes, you can put several file outs to the same node if you want. usually you'll want to do some sort of processing before the different fileouts, such as reorder, resize etc.
to my understanding, it's bad practice to put fileout nodes into a macro though, so you'll have to think of another way to automate this.
hope that helped a bit.
++ christoph ++