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I'm also a Mac user. Adding books to the PRS-T1 is as easy as plugging in the USB and drag/dropping the files to the "Books" folder or any subfolders within (must be within "Books" otherwise the system won't see them at all). I've only tried it with non-DRM books thus far, though. (IMHO, one of the best things about having the PRS-T1 is that I no longer have to use the horrible Sony Reader for Mac software to pick up the freebie books from their store and can do it directly from the device now.)
Another way to wireless download is apparently to keep stuff online at a backup service like Dropbox and retrieve them via the web browser on the Sony, but I haven't tried it myself so someone else will have to give you more details.
Yes, you can get books from any other Adobe DRM-supporting vendor or any DRM-free ePub or PDF seller (and convert books from elsewhere which are sold DRM-free or happen to become that way using tools we can't openly discuss here on MR). I have a number of my Kobo-bought books on the Sony right now.
Hope this helps.
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