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Why they will hate it: It needs a cassette tape (later models used CD's). It is too big to carry comfortably in your hand so a shoulder strap is provided to sling it across your body. It does have two sockets so that you can both use your own headset
What they want instead: iPod / Zune / smartphone
Image credit: Retrozone
Why they will hate it: Mono LCD screen, not touch enabled. It has no data plan by default but there might be WAP to access the Internet.
What they want instead: A touch screen device with a data plan, WiFi and unlimited texting on the plan.
Image credit: Hai Bye
Why they will hate it: They probably will never have seen one. Their parents will not know how to use it, and their grandparents will baffle them with reminiscences of their time at school
What they want instead: They will want one of these. It is ultra geeky and none of their friends will have one -- nor know how to use one.
Image credit: Oregon State University Library