I'm not sure whether this is appropriate for the Klipsch section of the forums, but I've tried both the Image and the Custom-3, and neither of them are as good exercise headphones as the Westone UM2. The Klipsch earphones both have very microphonic cords, whereas the Westones produce almost no microphonics. If you've never exercised with in-ears before, trust me, this is really important.
Aside from that, the UM2 passes all of your bullet points with flying colors.
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Headphones: Beyerdynamic DT-770 Pro/80, Westone UM2, Yuin PK2
Sources: Apple MacBook Pro (15"), Apple iPhone 3G 16 GB (White), Apple iPod 80 GB (5.5G, White), Apple iPod shuffle 1 GB (2G, Green)
Music: http://www.last.fm/user/rhythmicmoose/
Team College-Fi
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