I have electronic books for my kindle, can they be imported into iTunes?

I confess, I have always used Windows mainly because of my job and my wife refuses to learn anything else. We have been married 35 years; I know what battles to avoid.

I have a rather large library, legally obtained, of electronic books for my Kindle Fire.

A certain publisher makes all of their electronic books available to disabled veterans so if you are reading this and like electronic books, do a search on electronic books disabled veterans and you should see the name pop up. I don't know the rules in here and don't want to get banned my first day. However, it is a true blessing as I am housebound due to service injuries (non-combat) and reading saves my sanity at times since they forced me to retire after 40 years of programming in 2011. :-)

I confess, iTunes scares me to death. Every time I have tried to help my wife get her music into iTunes (mostly from truly ancient CDs) I create playlists and inevitably, somehow wind up erasing everything in the library and we have to start all over again. I believe she is thinking I lost a few IQ points when I retired.

I truly do not understand the synchronization process despite repeated readings and watching YouTube video of purported experts.

Examples: I buy her 20 songs and want them to go to her iPod for work as a gift. I move them from recently purchased to a playlist on the iPod and somehow I wind up wiping out hundreds of songs between the devices. Is there an iTunes for extreme dummies?

I have more books thanks to this publisher than I will live to read and don't want them to go away. I also don't want to spend days creating DVDs of backups, though I do do regular backups but have never had luck restoring iTunes from one.

We are dinosaurs so our music CDs are so old they are starting to deteriorate. iTunes does not even allow us to import some of them even though we bought it new at the time, have the case etc. I always hoped there would be a number hidden on the case somewhere that could be used to prove ownership but I guess that is a fantasy.

Ridicule is acceptable.

Guidance would be wonderful and greatly appreciated.

If you suggest a manual, please give me a link and an idea where to start. I am old and have no idea how long I have to read so I have to be efficient.

The same goes for YouTube videos. If you know of a good one for people at the 5th grade level, please provide a link.

I know it is a lot to ask as being a new person to iTunes almost appears to be a form of heresy. My adult children laugh at me and tell me to just learn it.

Help?!