I had never tried them, so I put them on last night with headphones and messed around for a bit.
For the most part they were fine, although I could feel them. The headphones just kind of pushed them to the side. For the 15 minutes or so I had them in, they didn't bother me at all, however, if you were going for hours on end, it might get a little annoying. However, anything in my ears for hours on end would get annoying. Just take them out and readjust, let your ears breath for a second or two and it seems like things would be ok.
I should mention my ears are larger...not really dumbo ears or anything, but not tiny either.
To be honest, they're just plastic and the long ends are to get them in and out of your ear. I'm sure you could file down the ends a bit to make them work better with headphones.
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