Hm im not too sure about that kind of headphones, never tried it before

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what's the difference in between the different fits?
I. Ergonomic Design : Look at how more organically the Aurisonics and Westone (plus similar ones like Shure, Earsonics, the newer Fender-Aurisonics DXA-1, etc) are designed to fit in the space in the outer ear apart from just inserting essentially a padded tube into your ear canal. Cables are routed above and around the earlobes to help with traction and stay in place. In the case of Aurisonics and others that mimic the outer shell shape of custom IEMs, they spread the friction around a lot better at the outer ear, rather than the tendency of the other type of ergonomic shell that looks like a seashell to apply nearly all friction on the eartip in the ear canal and them a little bit of it rests on the outer ear and then a bit on the cable. Note though that the problem with larger shells like Aurisonics is that if it's much larger than that cavity outside your ear then it won't fit properly, and the primary reason for this design is to accommodate their original 15mm drivers (in the ASG-1 to ASG-1.3) and the air space it needed, plus they had an archive of ear impressions from which they were able to have a computer design one that was an average out of all those ears.
Aurisonics Kicker
Aurisonics ASG-1.x
Westone UM3X
II. Sennheiser still routs the cable up and around the earlobe, but a robot or otherwise something not human was used for a model because no section of the human ear is actually shaped like this.
IE8 and IE80 (IE80 just had some minor modifications to the side that meets the earlobe, not visible from this angle, that improves it, but the fundamental problem remained)
IE7 (just to illustrate, here's their worst design poking an earlobe)
III. Other IEM designs typically have the cable going downwards, but that basically doesn't use the cable to help the IEM "hang on" to your ears...
TT-Pod T1-e
...and while some can be worn cable up, the ergonomics are usually still different and might be affected in other ways. It still has to be angled in a way that still does not lie on the ear as organically as the first set.
TT-Pod T1-e, cable up
