Cannot transfer music from iTunes to iPod Shuffle

Still having difficulty getting my head around how this iTunes stuff works.  I logged into iTunes and redeemed a $15 gift card by entering the code on the back.  I saw the $15 balance added to my account.  I proceeded to buy two songs, but now cannot get them onto the iPod Shuffle device.  I'm using a new Windows 8 PC and the iPod does not appear as a device within in iTunes.  So I remove the Shuffle from the USB port and take it to the older Windows 7 PC, plug it in, and now it shows up in iTunes on that machine.  However, when the two new songs I purchased don't show up in the Library there so when I try to Sync with the Shuffle, no new songs come over.
On the Windows 8 PC, I see the two new songs along with three earlier purchased songs in the Library.  However, only the three earlier songs display the "Download from iCloud" icon next to them.  I'm guessing this means that the two new purchased songs only reside locally on the Windows 8 PC (where the purchase was initiated) and therefore cannot yet be seen from the Windows 7 PC.  If this is the case, how do I get the two new songs into iCloud so that I can transfer them to the Shuffle from the Windows 7 PC?  Or better yet, is there a way to get iTunes to see the Shuffle through Windows 8 so I can just transfer it from there?
This is all far too confusing than it needs to be.  For a company that touts its "It Just Works" slogan, this experience is extremely disappointing.

After some period of time, I eventually was able to see the newly purchased songs in the Library from the Windows 7 PC (not sure if there is typically such a delay).  I then finally figured out that I needed to click the "Download from iCloud" icons to manually initiate the download of the two new songs to the iTunes repository on that PC.  At this point, I found that re-running Sync finally completed the transfer of the songs to the iPod Shuffle.
Still curious about why the device isn't detected on the Windows 8 PC, though.  But apparently it's a common issue as I get a lot of hits on this when I Google it.

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