It is shocking how bad the experience of listening to my own music has become on iphones. Dongles (different for ipads and iphone of course), itunes for windows is barely usable, there is a bug they never fixed where the music player on iOS randomly mismatch the album artwork, and there are so many conflicting gestures that I always end up messing what I am trying to do. And like a year ago an OS update auto-decreases the volume if it deems I am listening too loud. Android isn't an option for me because Google.
But it's a pain to have to carry two devices, manage two batteries.