You should have no problems... Rock stars have long hair (sometimes) and they use customs... also just brush your hair back from one ear insert the IEM and you should be fine.
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Headphones: UE Triple.fi 10 Pro's, Sennheiser HD650's
Amps: RSA Tomahawk, OTL Tube amp (Built by me)
Sources: Portable: 30GB iPod video, iPhone 3G, original iPhone, 2G iPod shuffle Home: Marantz CD5001
Cables: Barqy made silver on copper iPod LOD
Current Home setup: Marantz CD5001 -> OTL Tube amp (Built by me) -> Sennheiser HD650's
Current Portable setup: 30GB iPod video -> Apple Lossless -> RSA Tomahawk -> UE Triple.fi 10 Pro's
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