How long are you using a earphone before your ear feel uncomfortable

I like to listen to the musics with my earphones anytime anywhere.

However my ears feels uncomfortable after 20 minutes.
How long can you listen?

It seems that the over headphone are better.
The Apple earphone and sony earphone also make me uncomfortable.

Do you have any good brands to recommend ?

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I'm feeling same as you bro. I think around 3-5 songs only i feeling uncomfortable with it especially when i am lying on my bed i better to use loudspeaker.

I feel better yesterday, while I use a wooden earphones