I had one Discman back in early 90's which was great. When it broke I was never happy with any of the Portable CD players (PCDP) I had after that. The sound doesn't wasn't great. I actually went back to cassette, which I felt sound better, if noisier. I then went MiniDisc and HiMD, and I was very happy with that. But the the DRM on ATRAC was painful. MP3's caught up in SQ and MP3 player were just far easier to use, with no DRM issues.
For ease of use, something like a Sansa Zip with a MicroSD card is just better than any PCDP or MIniDisc player. That said I find younger kids struggle with MP3 players, I'd like to get an easy to use PCDP for them but they've all but vanished from the market now.
I thought the issue with older Discman was they had very clear signal paths. The later ones had antiskip and battery saving features which compromised the SQ. So while the occasional one was great the vast majority weren't that great.
Edited by Sparky191 - 5/20/14 at 4:09am