Java does not have a native functionality to send over debug prints to Windows debug output.
However you can easily do it by importing the Windows OutputDebugString function using JNA. It will break any multi-platform functionality (you will only be able to run on windows) but it will work.
You can do something like this :
import com.sun.jna.Library;
import com.sun.jna.Native;
public interface Kernel32 extends Library
{
public void OutputDebugStringA(String Text);
}
When calling OutputDebugString you need to do this :
Kernel32 lib = (Kernel32) Native.loadLibrary(“kernel32″, Kernel32.class);
lib.OutputDebugStringA(message);