Is there an easier way to order the video chronologically than dragging to one you want to swap it with, repeat 100 times until it's in the right place?

Some keyboard shortcut or anything?

It feels like I should be trying to order them, but it takes so long.

Just browse the installation directory, then \HerStory_Data\StreamingAssets, and you'll get all the videos in avi format, cleanly and chronologically stored... :D

But that leaves them without subtitle.

All videos are tagged with the 'BLANK' tag, so just search for it and first 5 videos will be listed. Remove the blank tag and next 5 videos will come.

But of course only do it after u had played enough and learned what u must. Using the blank trick unveils everything and ur chance to experience the game will be forever gone.

LOL, that's ingenious!