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There’s only one smart watch that matters! This was the boyo!
All my phone numbers, my entire school lesson schedule, a calculator - everything 10 year old me ever needed!
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There was also a Casio Wrist Camera, which took 120x120 pixel photos in glorious 16bit greyscale. Sort of like a wrist mounted Game Boy Camera.
A discussion of retro smart watches would also not be complete without the Ruputer / OnHandPC - a PDA watch from 1998.