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LG GD-910 3G Watch Phone (2009)
At CES 2009, LG Electronics demonstrated the GD-910, the first true 3G phone watch with touchscreen and video calling capabilities, bringing Dick Tracy's 2-way TV phone to reality. It runs on its own proprietary OS.
At almost $1000 and with no data capabilities, the GD-910 is more of a novelty than a practical smart device.
TikTok and LunaTik watchbands for iPod Nano (2010)
After the 2010-era iPod Nano was introduced, it seemed natural to create a wristband encasement for it to turn the device into a full-blown smartwatch/wrist-mounted media player.
Design firm MNML created the LunaTik and TikTok bands, and through distribution partnerships managed to sell over 350,000 of these.
While the 2010-era Nano is no longer produced, bands from other companies have been created for the current version, although the solutions are not as elegant given that the current generation Nano is rectangular and larger.
Apple Patent 20130044215 for "Wearable Accessory Device" (2011)
In 2011, Apple filed a patent for a "Wearable Accessory Device", #20130044215.
While there is no proof any of this will be integrated in Apple products anytime soon, it's definitely an eye opener into future wearable computing developments at the company.