I had a Droid X.. upgraded to Droid 4. It's running Droid OS 4.0.4.. which is darn slick.
The only drawback I have with the droid is the insanely low battery life ( Motorola trademark ).
Neither one held a charge for a full day.. which, I suspect, is due to the living environment I have, as I rarely get 4 bars of coverage where I spend the majority of my time. I have determined that is the primary reason the battery life is so short.. the stupid thing is constantly scanning for a better signal, instead of just living with 1 or 2 bars of strength. When my Droid X was deactivated, the battery now lasts over a week.. and it behaves just like an android tablet. Nice toy for experimenting.
The only exposure I have to the iPhone is through the iTouch machines, and, as painful as it may be to folks, the iOS is much slicker than Droid OS. There's a look, feel, interface... not sure what to call it, but the iTouch is simply fun to play with. I don't care for iTunes and the way it controls your music.. too much feeling that the music industry is watching your every move, but, since all my stuff is legit, it works for me. And, no, I don't buy $.99 MP3s... they sound like crap compared to the CD. I buy the CDs and rip the songs from there. Not as many songs, but they sound much better. ( I filled my 8G iTouch gen 1)
Apple has been proprietary since day 1 of their existence, which is the primary reason I despised them for years. However, as narrow minded as that seems, they did build good stuff, and by not having a bazillion versions of hardware to support, they probably saved themselves a lot of headaches. Seems a couple versions of the iPhones have had issues over the years.. Apple is due for a product bust to get them back on the straight and narrow.
Oh, and I do own a MacBook Pro, also.. picked it up after I fried my overly priced gaming laptop. ( big mistake ) It has a healthy battery life ( 3 - 4 hours ) which was great for traveling to competition cheer meets and processing pictures between events. However, even after all these years, I've found that the MAC OS is just not easily to switch to after Windowing for 25 years. BUT.. for a new user, I believe the Mac OS is far easier to get up and running than MS systems. Again, since Apple keeps a firm grip on hardware options, they probably have less issues than a lot of the winders stuff out there. I probably should bump up the memory and put Win 7 on it.. but I'll need a bigger HD.
Currently running Winders 7 on my main box.. and I think it's the best of the Winders bunch yet. Not seeing a need to want to switch to 8 anytime soon.