Fax Machines
If anyone's office still has a fax machine, tell them 1985 called, and they don't want it back. Email and digitally scanning PDF documents have definitely made the need for a fax machine totally obsolete. That's just one less phone number to have to remember.
iPods
What can an iPod do that your smartphone can't? The iPod has slowly been phased out of use with the introduction of every new version of the iPhone. That little rotating clickpad thing was also super annoying to use anyways.