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Etymotic Research ER6 Isolator In-Ear Earphones (Black) home electronics.
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Etymotic Research ER6 Isolator In-Ear Earphones (Black)
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Etymotic Research ER6 Isolator In-Ear Earphones (Black) Our Price: $85.27

Features
 Compact, lightweight with amazing sound quality
 Offers noise isolation of 34-36 dB
 Perfect for travelers and laptop users
 Flanged eartips fit snuggly into most ear canals
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Etymotic Research ER6 Isolator In-Ear Earphones (Black) Customer Reviews
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♥♥♥♥ maybe this could help with the comfort issue
i don't own this product but i've demo-ed a few different brands of iems(shures,ultimate ears, westones and ety). i heard these on a CD player with a headphone amp. definitely quite impressive if you're listening to clean music (classical, opera...) and not hip hop or bassy r&b stuff.

anyway, the owner of the shop recommended moisturizing the eartips(flanged sleeves) with body lotion for about a day, before washing them thoroughly. I tried that with my shure triple flange sleeves and they were all soft and nice after. but CAUTION: you have to wash all the lotion off. otherwise, your tips might get stuck in your ears.
don't know if it'll work for any of you. but you could always give it a go.
also, why not try other brands of eartips. you could modify shure triple flanges into double flanges by snipping off the bottom flange. (that's what i did).
Etymotic also has new triple flange tips for smaller ear canals (the blue ER4 ones).
hope this helps in some way.
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