Have to say, I have real sympathy with the opening post. What I loved about my iPhone and still love about my iPod Touch, is the way I just plug it in to my Mac and there it is - everything, music, podcasts, films, etc. in front of me. I can move stuff around, delete anything I've finished with and download new material from the iTunes Store. It works brilliantly and makes my life easier.
Trying to get that music/film onto my Samsung S2 however, is nothing but hassle and frustration.
The key is Apple's investment in iTunes and the iTunes Store - whatever you think of Apple, they work brilliantly and that's what gets people hooked into their products.