Interesting. I find the tripple flange to have worse highs on my ears than the foam tips. This is why I use foam. It looks like the shape of my ear canal affects the way the tripple flange inserts itself.
I thought that maybe the smallest flange bends, hence the darker highs, so I grabbed one of my grey (non transparent) tips and chopped off the smallest flange. Better...but now terrible isolation. So I get the best isolation with the grey foams. When I insert the tripple flange, as well, I seem to create a pressure chamber in the ear and discomfort quickly ensues.
I wonder then if the black olive foam will be the real deal for me. Is size Medium on Shure the same size as the grey foams? From the photos they look a bit smaller.
Thanks again for your help!