So here's the deal. As I discussed previously, using a bit of tip material to act as a vent just didn't work for me. Altered the sound way too much. However, the idea is sound. So I started experimenting with different materials to find something that doesn't change the sound, but allows me to prevent a strong vacuum seal, making it easier to fit them quickly and consistently.
Ready for this? No joke. Dental tape. The wider floss. Specifically this brand/type: http://www.oralb.com/products/glide-pro-health-comfort-plus-floss/
That's right folks. You can keep your ears clean while you listen to music! Less plaque equals more details!
But seriously, it is perfect in two ways. First, it's incredibly easy to thread through a tip and then pop the tip on the earphone. Then you can pull the floss back until it isn't covering the opening at all. So easy to implement. You can cut off the excess too if you care to and don't change tips often.
Second, it acts as a more slow vent. I can push the earphones in at any depth and within about 1-2 full seconds the air pressurizes perfectly and they are very comfortable. This slower release allows enough of a break in vacuum that it doesn't alter the bass at all. In fact, I left longer floss hanging out initially and pulled the floss out while listening to music. No change in sound.
I also removed the floss and inserted the earphones a bunch and swapped back to floss, repeat, repeat. There is definitely a clear change in the pressurization after a second or two. I've listened to them all day, and not once have I had a problem with the sound or refitting them after removing them. I'll post back after a few days. But now these definitely rock more than any other iem I have. Minus the cable pulling out of the housing, but so far it's still technically in tact...
Edited by luisdent - 8/25/14 at 2:37pm