How do you transfer music from my library to my Ipod playlists?

When I try to clig and drag music from my Itunes music library to my Ipod playlists, I get a RED circle with a cross thru it.  It doesn't allow me to add any of my music to any playlists.  What am I doing wrong?

Hello, nwseattle. 
Thank you for visiting Apple Support Communities. 
The most likely cause for this issue would be that the option for Manually manage music and videos is not enabled.  I would recommend making sure this preference is selected and attempt to drag media to your iPod again. 
Managing content manually on iPhone, iPad, and iPod
http://support.apple.com/kb/HT1535
Cheers,
Jason H. 

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