Initially I had much trouble putting music on my Apple Watch Sport. Once I got it to work, with only one album in the playlist, I left it alone. In iTunes on my Mac I added two piano only versions from the Deluxe or Extended version of the same album to the playlist. I only listen to music on my watch while jogging, and didn't notice this Discovery right away. Those two songs had been uploaded to the watch without my doing anything! (Except putting it on the charger overnight). Now I've added another complete album to the playlist and as soon as I placed the Watch on the charger it started to update.
BONUS TIP
The bonus of all this is that all the new songs were from the "Add To My Music" selection in free trial of Apple Music. Thus, as long as I am a member of Apple Music these songs will remain on all my devices, and especially Apple Watch, with no outlay of cash or credits, beyond what will become $9.99 per month.
BONUS TIP
The bonus of all this is that all the new songs were from the "Add To My Music" selection in free trial of Apple Music. Thus, as long as I am a member of Apple Music these songs will remain on all my devices, and especially Apple Watch, with no outlay of cash or credits, beyond what will become $9.99 per month.