Casio WMP1

The evolution of MP3 players was startlingly fast, and it didn’t take long at all for weird iterations to arrive. Casio, known for putting everything from calculators to PDAs into its digital watches, realized the best MP3 player is the one you already have with you, and the WMP1 would be literally strapped to your wrist all day long. Copying music files to your smartwatch now is an effortlessly wireless affair, but in the early aughts, it was far more challenging. The WMP1 relied on a proprietary docking station to connect it to a PC, and a separate proprietary adapter for connecting headphones to it. And with just 32MB of storage onboard, it wouldn’t take long to tire of listening to the same four songs and again.