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Jailbreaking just injects code that makes the device gain admin privileges of the root filesystem. It also installs an app called Cydia that is the central area where you can download tweaks, push updates, etc.
iTunes will still work as normally. I would use something like DiskAid to do your own individual app backups as the iTunes ones tend to get corrupted with jailbreaks. Otherwise everything works as normal.
I recently started using Safari Enhancer, which I really like.
iOS 8 doesn't make jailbreaking pointless, there's less to it now, but still...
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