I have done this before and it worked out just fine, however, I'm in a situation today where I don't have my iPod Touch and I went to my iPhone, I saw that I didn't have the albums on there for whatever reason (I probably removed them at some point or another, as I've never had sync issues.)
Originally Posted by Jellotime91
Needless to say I was looking to get a few albums downloaded that I've already purchased to help get me through the day at work.
Also, after reading your post and as I was typing this post, I tried downloading a single song that I had already purchased to confirm, and I got a pop up that told me I had already purchased it, and it asked me if I would like to buy it again. So, I guess that answered that, lol. That's a shame though, that it wouldn't work out the same way as downloading apps to both with the same iTunes account.
Ah well. Thanks for your help though.