I can't get three songs onto my 2nd gen shuffle

I can't get 3 songs onto my 2nd generation Shuffle (bought 1 week ago). I can get anything else on with no trouble, just drag and drop, but these 3 songs I can't get on, I drag them over the "iPod" icon and they don't do anything, they just sit there and no little plus sign appears. Any other songs, the little plus sign appears and they get put on no problem.
These 3 songs are from a CD I bought and paid for. Every other song from CDs I own that I've tranferred to iTunes will go onto the Shuffle with no difficulty, but not these three.
To make matters worse, these 3 songs are from the only CD that actually mattered to me - it's a relaxation disk that was the whole reason I bought the shuffle in the first place. I had them on my old iPod that died last month and they went onto it no problem.
Why won't they transfer onto my shuffle?
I'm using Mac OS 10.4.9.

Bingo. Thank you! I encoded them in "Apple lossless" when I originally uploaded. Among other things, the files were huge - I'd never noticed. (It didn't matter on my big old 40 MB, now playing in the Choir Invisible...) - I just changed the settings to convert it to (some other format) when it uploaded to the Shuffle, and everything is now fine.

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