I grew up in the //e era. That shit was a blast. I learned a lot about Assembly and I learned Basic back then too. Copying disks, defeating copy protection was a rite of passage. I was actually bummed when Steve left and things got so bad.
So when Steve came back and things picked back up with the iPod, I was kinda jazzed for it. But I never bought in to the hype. iPods started the whole ridiculous pricing model. First thing I actually bought was a 3GS because there really was nothing else like it.
I got into Mac laptops because my work gave me one and I was a Linux nerd by that time so the fact that it's Unix under the hood has always been super appealing to me, still is. But the pricing still keeps me several years behind, I do not buy Apple new, always used. Gotta give them props for hardware longevity though. My daily driver is a 14/yo Air.
Never have felt the magic like back in the day though. Now it just feels like the lesser of several evils.