Can I install Windows 98 on an XP machine either on a partition or preferably a USB harddrive? A old friend has some old games he loves and wants the portability of his laptop but still able to play the old games, most of which I suppose are DOS.

Thanks Bob, I am working with an older gentleman who is 2000 miles from me.

Thanks Bob, I am working with an older gentleman who is 2000 miles from me.

I would suggest dosbox. That is quite easier and should work quite always. Also there is a huge fan base for it.

I have windows XP as my primary OS and an older version of windows on a different partition (i keep it for some programes that don't work on XP) and everything is running smoothly

You could also use something like VirtualBox which will allow you to run Win 98 while you're using Win XP.