Over 5+ years I've tried a few mid to higher end IEM's, I absolutely loved the dynamics and musicality of them but for some reason they leave one of my ears sore. I've tried all kinds of different materials but the ones that sound the best tend to cause my left eardrum much soreness, almost feels like an ear ache after an hour or so of use. So I've been wondering if any of you head-fiers' have suffered from the same issue?
I've thought about a custom fit but hate to waste the time and money to suffer the same outcome. From my experience the closest I've gotten to an IEM sound is my Grado RS1i's but even then it's close but no cigar. At the office I just can't jam to an open can (why I gotta leave the RS1i's at home) due to others around, so a closed or IEM is my only option. Any advice or experiences would be gratefully appreciated.