I don't know how many CD's and DVD's I have, but I used the regular labels to mark them, so that was easy, but these flash drives are driving me nuts. Someone told me to put each one in a separate envelope and mark on the envelope the contents of the drive. I started doing that and it just became too time consuming.
I have pictures of anything and everything on my FD's and even thousands of songs. The reason that I have so many flash drives is because back when I was flying, I would buy low end 8 gig flash drives and install my flight plans on them and then when I got home, I would use it on my flight simulator to just play with. I used one flash drive for each flight plan, so not to confuse them and to be able to easily find them. Say I was going to fly from Washington, D.C. to LAX. I would download the company's flight plan onto my flash drive and then when I got home and had some time, I would plug in the flash drive using my flight simulator and play around with it. Flight simulators can be a lot of fun.