Can't repair disk permissions

Are it these by any chance?

Mac OS X: Disk Utility's Repair Disk Permissions messages that you can safely ignore​

 

This is not a problem.
Repair Permissions does not need to be run on a regular basis. As a trouble-shooting technique, it is limited in its capabilities, to say the least.

File attributes do not rust, wear out, or rot away. Most system files are read-only, and so their attributes are unlikely to change unless you yourself deliberately change them, or give authorisation for some unlikely process to do so.

RP only affects SOME Apple system files. It does NOTHING for third-party apps or user data.

As pointed out, it reports confusing and possibly erroneous messages.

You most certainly do not need to reinstall your OS because of the messages in an RP log.

 

"When I click the repair disk permissions button it starts to "repair" (a lot of things), but when I run it again, all the permissions that I just repaired shows up again"

That's pretty much the norm.

I wouldn't worry about it very much…

 

You don't have to worry about it AT ALL.
The error messages in Disk Utility need to be fixed by APPLE, not you.

Your Mac is error free. Get on with your work.

 

Some people repair, or recommend repairing permissions for situations where it isn't appropriate. Repairing permissions only addresses very specific issues. It is not a "cure all" or a general performance enhancer, and doesn't need to be done on a regular basis. It also doesn't address permissions problems with your files or 3rd party apps.

Five Mac maintenance myths About Disk Utility's Repair Disk Permissions feature​

Troubleshooting permissions issues in Mac OS X​

If repairing permissions results in error messages, some of these messages can be ignored and should be no cause for concern.

Mac OS X: Disk Utility's Repair Disk Permissions messages that you can safely ignore​