Hmmm apart from the fact wired headphones and 35mm film unlike the others on your list are far from redundant technology at this point in time. The others I would agree with i.e floppy disks and tapes.Buy a pair of Bose QC35's. You'll forget all about the silly wired headphones you used to use in the dark ages.
Put them in a drawer with your floppy discs, tapes and camera film.
My advice would be to use the crappy adapter Apple supply. That’s what i’ll do when I own an iPhone without the jack. The iPhone is very much a product about compromise in recent years and we’ve just got to accept that if we want iOS on a mobile device. It’s a shame but there’s bigger things to worry about.