This is my reply to a similar question in another discussion:
I had the same problem today. Previewed several songs on my Mac (Mountain Lion & signed in with Apple ID). Preview history of what I just played synced to my iPad 3rd generation and iPhone 4 (both IOS 6.0.1) ok but history did not show up in iTunes 11.0.1 ("You don't currently have any preview history"). Then previewed songs on my iPad. Once again, previews showed up on iPad and iPhone but not on Mac. I then cleared the Preview History on my iPad, which also cleared the phone.
I then previewed several songs on the iPad. WONDERS! Now the iPad previews are syncing to the Mac! I previewed several songs on the Mac and these previews now show up in my Mac Preview History, as well as the iPad and iPhone histories.
See if clearing all your History works for you!