How to make a file (Maybe Zip) randomly shoot pre-loaded images

I am wondering if there is a way to make a file (Could be folder or zip?) randomly decompress or "shoot" out preloaded files or images you have already placed inside of it, once you click it. I know zip files decompress when you click on them, but I'm wondering if you put several images or files inside of a zip, is there a way to randomly decompress each one?

Not sure if there is a way, but thought this would be the best place to ask. By the way, this is being used just on desktop (mac).