Hahahaha...
If that's really true, then something went SERIOUSLY, and I mean SERIOUSLY wrong either with the format it was ripped to, or the equipment you were playing it back on.
I'll rip anything you'd like to 256 AAC and play it back on an iPod with proper buds or phones, and it would absolutely crush any portable cassette and player you could produce.
Because what you just essentially said is that peddling a toy car when you were a youngster was a superior experience to driving a Ferrari. Well, sure. I guess if the Ferrari had no wheels on it, and didn't start…OK.