I dont know? I remember all kinds of things.
I DO have a large collection of old retro DOS games, some of which are still quite fun to play, but which dont run worth SHIT on WINE or modern windows. (and cruising inside dosbox just doesn't feel the same. MoSlo and real hardware feel like the genuine experience.)
My inability to forget legacy shit sometimes pays off, when I come in contact with a poor IT wage slave who has to maintain legacy CNC equipment. (Sometimes phone equipment too, but mostly CNC equipment) Things like 2D vinyl cutters, old PCB milling/masking machines, etc. Those things cost millions of dollars when new, and despite being ancient beyond words inside by modern standards, the owners rarely consider "buying a new one" an acceptable solution, as long as said expensive legacy devices can be coaxed into continuing to make product. Typically, these devices simply cannot be upgraded to a more modern OS, for multitudinous reasons. The most commonplace one is that there simply arent any drivers for the custom PCI (or even ISA!) cards inside them, and the drivers that do exist require realmode level control over the hardware to work (Or the control software is so poorly written that it can't work on anything newer, etc.).
Sometime last year, the topic of how to reduce the need for re-imaging win9X installations came up here on slashdot. (I forget the story.. does not matter) A poster was in the undesirable position of having to maintain such a legacy device, and my inability to forget legacy shit paid off for him. I told him that he could basically make his legacy devices damned near maintenance free by using syslinux as the bootloader with an ext2 partition holding a small (512mb or so) disk image, and using memdisk. System acts goofy? Just reboot it. Fresh, clean image each and every time. Because the actual HDD is formatted with an EXT flavor OS, the win9x running does not see it or use it for anything. The actual HDD never gets written to. Switching out an aging IDE disk with a CF->IDE adapter, this works out just fine. The flash is never written to, just read from, even when windows is running.
He was having problems where he would have to re-image his CF cards every few months because of how intrinsically shitty and unstable win9x was. He was VERY interested in running win9x from a ramdisk. I never heard back, but I hope it worked out for him.
As for why I can't seem to ever forget? Who knows. I'm just unlucky maybe?
I can shit out a config.sys and autoexec.bat right from the dos prompt, straight from memory even to this day.