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Discman - so much better than the Walkman. =)
I loved my discman, but remember trying to pretend like it wasn't skipping with every bodily movement? That's the advantage the walkman had that we didn't want to admit at the time
The later models had quite a large buffer and you'd have to shake it pretty long for it to skip.
By the time I could get one that wasn't a problem.
Mine has a 10 second buffer so it never skipped, except on the RW-CD that has been re written to 10x
minidisc
That was a cool fad. I had one that you could connect to the internet! Was rad.
Hitclips. Listen to the chorus of your favorite song for only $5 a pop.
Felt like they were only really big in Japan and the U.K. though. I thought it was such a cool technology, but couldn’t even find one to buy where I grew up.