When I picture "preferring wired headphones", I picture taking around my studio monitors with their 10ft 1/4" solid-copper-cored cabling. (I did used to do pretty much this, when I was a stupid teenager! But that was before Bluetooth was invented.) That kind of cabling doesn't have a minimum curve radius that would let it fit in most pockets, unless you're either wearing an overcoat, or you've got the middle of the cable cleanly wrapped and tied in a linear bundle [which would still protrude upward out of most pockets, like a very tall phone.]

There's also the as-yet-unmentioned inconvenience of such cables—that they tend to have 1/4" RCA jacks on the ends, making plugging them into your phone a worrying experience involving adapters and shear stress—but oddly enough, modern phones with their lack of headphone jacks are better for this, since the flexible DAC adapters that plug into their USB ports protect the phone itself from being damaged by the shear force of a rigid 1/4"-to-1/8" adapter.

What makes you think you’re gaining anything in audio quality by using 1/4” instead of 1/8” cable?

When listening to music, I don't usually bother to "queue up" songs/entire albums in advance, or to make playlists, but rather I just have a library of individual tracks, and then, as I listen to a song, I'll have a whim for what song to listen to next. (I use music to inspire me while writing fiction, so a lot of this is about creating the right mental mood for a scene.)

If I'm not listening to music, I'm listening to podcasts, which are also often a "listen to one episode, then pull your phone back out to select the next one" sort of experience, as many of them like to do things like slip in repeats of old episodes, such that a linear listening order gives you things you wouldn't want.