Yes, Sony NS-WS623 is meant for the rough usage and it is both - waterproof and dustproof.
Connect the USB cable (supplied) to the USB cradle (supplied). Then, attach the Walkman to the USB cradle.
Make sure to connect the terminals ( 1 and 2 ).
Yes, you will get a pair of normal earbuds and a pair of swimming earbuds.
Hold down the button (1) for 3 seconds.
You will hear the shutdown sound. Then, the Walkman and the lamp ( 2 ) will turn off.
Yes, it does have fast charging. Charge it for just 3 minutes and it will work for another 60 minutes.