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Speak and spell
Why they will hate it: You must pronounce the words in exactly the right way or you the device will not understand you.
What they want instead: Siri.
Image credit: Sarcastic Sarcasms
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