There are a few alternatives to fileevent for win32. The simplest is just to setup a timer, and every half second, run a sub that reads all the filehandles, and sends the text to the respective Text widget. It is probably best to use sysread instead of read.

You are not very clear on where or how these files get opened? IPC::Run works thru sockets, and fillevent will work on win32, so you might try IPC::Run. Also see Perl/Tk App and Interprocess Communication and Please suggest a non-forking way to do this (OS: windows)