The shure iem might be a bit too dark for your preference I would recommend you try an etymotic er4s or er4b. Also the 192k mp3 files might be too lo fi. Comparing my Cowon D2 to the sansa clip, I have noticed that the top end on the D2 might be just tad bit rolled. All these might be contributing to the lousy sound you are getting from your setup.
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And the winners of the FOTM:
Sony S639
JVC HA-RX700
JVC HA-RX900
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