Damn... you guys sure have given Apple lots and lots and LOTS of money over the years...
I have an iPhone, which I didn't pay for. And an iPad which I also didn't pay for. Work bought them.
Personally I am a Windows Mobile user. You know, that obscure underdeveloped full of potential little OS, not to mention copy/paste and multitasking since its advent in 1996. I've constantly owned WM devices since 2001 for PDA purposes and WM phones since 2005.
Yes, Apple products do have a cool factor attached to them, but it's the same cool factor associated with say a Lamborghini vs. a Honda. Both will take you to the same place, but only one will turn heads while getting you there. At the same time though, I'm quite happy that my WM phone won't be snatched out of my hand in the commuter train as it happened to one of my coworkers. Nor will I be followed around the mall when I've just purchased a tablet PC and have the bag ripped out of my hands along with the flesh of my fingers. But I might get stabbed and robbed at a coffee shop because I'm sporting an Apple laptop while sipping my favorite coffee, as it happened to the brother of my former boss.
Ultimately it all comes down to preferences. I prefer WM.