I don't use it much now but I have an iPod Nano which has hundreds of songs on it that doesn't require an internet connection, has a headphone jack, has a battery that would last longer than a day and is so easy to use by its smart design.
If I want to do that now with a modern device, I have to use my phone, carry around separate bluetooth headphones, connect to the internet, obtain some subscription service and then drain the fuck out the battery streaming a fraction of songs.
Also if I had the time and space, I'd be playing on the PS3 and Xbox 360. The last 10 years of console gaming has been dismal.