I've never owned anything Apple, because I can always find an alternative for less money. I'm not saying I can always find something better for less money, but maybe better suited to my tastes/budget.
My ROKR E8 will soon have 10GB of storage (Came with 3 out of the box, $21.50 shipped 8Gb micro SD is en route) and it even has an FM radio and standard 3.5 headphone jack so I'm good for portable music. It was free with my $40/mo plan.
I'm not really one for mobile web/texting since it's expensive and awkward. But I do want to grab something for nav soon. I'll probably grab a cheap Tom Tom or something.
When it comes to desktops and laptops, I've never seen anything Apple that made me even consider dropping the extra cash for one. If I ever double/triple my income, I'm sure I'll have a house full of Apple stuff though.