I REALLY HATE TRS-DOS!!!
(This was the DOS for the TRS-80 line of computers)
After that I hate Windows 2000 because it just ate itself today and I've noticed that my files are much less recoverable due to difficulty in getting boot disks that support NTFS among several other things, like being in the console repair mode logged in as Administrator, and STILL not being allowed access to half my directories!
I like Win98 Second Edition. I never had problem with it for over 3 years, I had one blue screen of death from something that was competely my fault, and should (not that it did) it decide to claw the MBR, kernal dll, and several other pieces of itself from my hard-drive, I can still get into my directories to copy any valuable data off before I reformat with any MS-bootable floppy.
I also hate all deciples of windows 3 (3.0, 3.1, 3.11)
the 4.x series of MS-DOS sucked too!
Actually, now that I think about it, the only good MS-DOSes were 3.1, 5, and 6.22 those all pretty much worked the way they were supposed to. The rest of the 6 series would've been good if doublespace didn't have a tendency to trash your hard drive.
I am however thankful that I never have to use edlin again to fix a stupid autoexec file.
I have always found MacOS to be obtuse and annoying.
Linux scales the range from treating me like I'm a newborn baby infant (Redhat) to being nearly user hostile (slackware) if you're a relative beginner.
I liked Be.
I find I have little complaint even with the early versions of Workbench.
Yah, I'd have to say TRS-DOS was really my enemy (I don't remember which version) tho'