Back in the day I made good use of those oversized jacket pockets to pop my CD player in - then you just run the cable up under your shirt and you're good to go.

It's surprising how little of a hassle headphone cables can be - I understand that the market is going elsewhere but I've stuck with wired and couldn't be more content. This does have the side effect that I've been soft locked out of Apple phones though, so I switched over to Android devices.

The lightning to 1/8" adapter is <$10 and very small. Works 100% of the time.

Back in my day I used my tape player the same way. Plus it was smaller and more compact than those new fangled cd players!

Seems so obvious, how could anyone not realise this after one time of snagging the cord when it's outside of clothing?

I used to wear my wired earbuds like this at times. They would still snag (though less frequently). The cord has to exit my shirt to get into my pants pocket and that’s where they would snag. That plus snagging on jacket zippers at the neck.

Plus the annoying telephonics that the wires cause was enough for me to finally buy wireless earbuds. Yes, I can try to route the wire under my shirt. Yes, I can try to wrap the wires around my ears to cut down on the telephonics. But all that is more hassle than dealing with Bluetooth.

This works but then all my music has a muffled rubbing sound from the cable that reaches my ears while I walk around. This is what I used to do, but wireless is still better IMO for headphones on the go.

Admittedly that is an annoying problem, but it's quite simple to arrange the cable as it exits around your neck to stop it happening. I guess it's just a personal preference thing in the end of the day. I personally find wireless annoying on the go, I only use them at my shared office space because they have noise cancelling, so I can keep music at a sensible level and blot out all the background noise; with wired I need the volume at a frankly stupid level to keep me from hearing the office noise.