Okay:

Drive C:\ (20 gigs, about 700mb free). Running a faulty version os 98se on it that seems to be lately very crash happy (esp. with explorer and the like). However this is the drive that all the stuff I want to clean out is on, however with all the media as well.
Drive D:\ (3 gigs, 83mb free). Running windows XP, but as I don't like XP (lack of morrowind and bad installations to this small drive), I don't want to rely on it on the top of my list.


I really don't know what caused all of the crashing, my sister ran word one day and then a lot of stuff started to crash.