Rich-
I know exactly what you're talking about!  Have had the same problem for years.
And ear plug like designs started hurting after a few hours also.  There are
options, however.  Years ago I bought a Telex HTW-2A.  They were perfect!
Assuming background noise isn't an issue, they can be adjusted so that no part
actually touches any part of the ear.  They look sort of like a stethoscope.
Check out at
http://www.telex.com/86256C14005A2FEE/0/89E8F4F4AA3E220586256BE50070614D?Open&Highlight=0,htw-2a.
Worked fine until I wanted the added feature of a boom mike and bought the Heil
ProSet Plus.  Same problem again, plus the heat after wearing for a few hours.
So I marked the cushions and cut a 1/4" slot on each side.  Then covered the
opening with black plastic tape.  Not elegant, but at least there's a little air
circulation and nothing touching my glasses.
73, Bob W7BJ
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