Ok, so update after testing on several platforms:
Chrome - Audio plugin loses tags, causes music to double/triple up
iOS using XDK - Same issues after going to homescreen and coming back
Internet Explorer - No looping issue, but audio can sometimes just stop
Firefox - Seems ok
NW.js - No issues as far as I can tell
So I'm not exactly sure where to go with this. Like I said, it was fine before. This is a new issue and I haven't changed any events recently. I may try to see if there's a work around, but honestly I'm kind of annoyed by this, as the issue is not the same across each platform.
@ashley have you heard anything about issues similar to this?