I still have my Walkman and it sees occasional usage when I want to record old tapes onto my music server. It's a little more souped up than the original version though.
Coincidentally, speaking of old kit, I had occasion to use my old mp3 player this morning (an iRiver H120, with a whopping 20Gb hard drive) The battery is shot and I run it on mains. I've debated replacing the battery but truth is that most modern smartphones are better players, and with greater capacity.
I hate throwing stuff out when it can be repaired. My old portable CD player is around somewhere too.