I used not to hear with earphones as the poor wearing comfort absolutely prevented me from enjoying it. After 20 min the latest the ears began to hurt.
The problem of a reliable seal came on top of this.
Only recently I found the solution for me. Instead of using silicone or (hard) foam tips as they come with the earphones I make my own from super soft ear plugs with a hole punch, a piece of wood with 12mm bore and the sharpest kitchen knife I have.
It takes maybe 3-4 min to produce a pair and much of this is waiting for the foam to unfold again.
With these I sometimes actually forget that I wear earphones, never happened before. And I can get a seal without feeling pressure in/on the ear.
For me the wearing comfort of earphones is now on par with the best headphones.
pro: much lighter
con: the closed ear canal does seem to sound a bit unnatural
Foto story:
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