No idea about IIS and pipes, but perhaps you could try:

open MORE,"|more" or die "wtf hax:$!";
open HELP,"help|" or die"more hax:$!";
print MORE <HELP>;
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Of course, you can't read and print to more without getting slightly more complicated, namely IPC::Open2

use IPC::Open2;
open HELP,"help|" or die"more hax:$!";
open2(MORE_READ,MORE_WRITE,'more');
print MORE_WRITE <HELP>;
close MORE_WRITE; #send eof so the program will give us stdout
print <MORE_READ>;
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And of course, all the usual fun of deadlocks and such can apply, but if you're just doing basic shell linear direction it shouldn't be a problem.