To dongle, or not to dongle. That is the question. Just how big a deal "to me" is the lack of 3.5" headphone jack in the iPhone 7 (mine is still back ordered).
I primarily use 3 headphones. A pair of bluetooth jaybird x2's that I use for walking/running. No dongle needed. I use the EarPods that came with my phone at work, traveling and sometimes in bed when I want to sleep but not wake my wife. No dongle needed as I'll get a new lightning pair.
But I have a nice set of Bose noise canceling headphones. I use these at home, and I used to travel with them but they are bulky. So I need a dongle for these.
I have a set of Shure "in ear monitors" that I NOW travel with. They aren't "noise canceling" but they fill your ear and block out ALL sound. Great for on a plane, but that's about the only time I wear them as I do not fancy getting run over by a car because I'm walking around with no ability to hear outside noises. Even at home I don't like being so completely sound isolated that I can't hear my wife or kids if they try to talk to me. So I need a dongle for these head phones. The bonus here is that now I'll be able to keep my iPhone and iPad cases on when listening on the plane. Without the dongle, the headphone jack doesn't fit either device when it's in a case.
So I've ordered two dongles and I'll just put them on each of those headphones and leave them there. $18, free shipping from Apple. No big deal.
I still couldn't "listen to wired headphones AND charge my phone at the same time". That's not a problem for me. I'm not wearing my headphones all day every day, and most days my battery lasts all day anyway. And I have a set of bluetooth headphones if I need to listen and charge. But if NOT, then I'd just get the lightning charging doc that also has a 3.5" jack.
To buy Apple's AirPods or not. That's still a question. One of my use cases is that I go on walks and like to make phone calls. I imagine the microphone/talk quality of the AirPods will be substantially better than my Jaybirds. The AirPods are not expensive in light of other Bluetooth headphones....only $30 more than my Jaybirds. I'll certainly wait as I have bluetooth headphones, but the AirPods do interest me. I'll see how the early adopters feel about them...do they fall out of one's ears as easily as feared? Do they really sound no better than the $29 wired EarPods?
I'm not ancient, but I'm old enough to remember the transition from the large headphone jack to the mini jack. Then as now, I just bought adapters for head head phone and left the adapter on.