In 1978 I was looking for a decent small music player. When a local electronics shop owner told me to hold on to my money, Sony were going to bring out a mini stereo music player "soon" it is hard to believe now what a big deal it really was then. Although when the Sony Walkman came out it was way too expensive for me, eventually the then-new Mrs Twiddler bought me an Aiwa HS-G36 for Christmas 1987 with all the bells and whistles, auto reverse, auto stop, graphic equalizer, dolby, chrome/metal etc. It was not just a thing for portable music, the sound quality was good enough to just enjoy music on it. I used it for years, and the build quality is such that I still have it and it still works well now, though it has been superseded by later technology. The only drawback that I could see was the battery life of only about 4 hours unless you could plug it into a wall adaptor.
Some years later I bought a Philips Go Gear Vibe MP3/MP4 player which was also a good long lasting bit of kit. I was using Windows XP on a Samsung NC10 and at that time it was pretty amazing how much free music was available to download. I still have it and it works well but sadly I can't download new stuff because as far as I am aware the Philips Songbird programme can't be used on Windows 10. Windows XP no longer has support or updates from such as Firefox or Avast. A shame, as you can otherwise edit and delete stuff internally on this without needing to connect it to a computer. I was more or less compelled to update to a laptop with Windows 10. I tolerate it, but I really liked my old netbook with Windows XP for many reasons.
A few Christmases ago my daughter bought me an actual Sony Walkman MP3 player which is good in itself though a bit clunky when it comes to editing and downloading stuff via Windows 10. You can't edit internally as on the Go Gear Vibe. It is also hard to find free downloads any more without the programmes being full of potential bugs and viruses which takes away a lot of the pleasure. Perhaps I am a tightwad, but when you have been used to free stuff, it grates to have to pay for everything. I have at least managed to download all the stuff on the Philips to the Walkman. a far cry from the joyful innocence of making your own mix tapes from what we used to call a music centre with two tape decks, or from the radio (though in my folks' house we still used to call it the wireless).
It really does drive those enormous sound excluding headphones. Wired, not Bluetooth. I use smaller ones if I am carrying it somewhere.
Battery life for the Philips about 25 hours, the Walkman 20+.