Headphones: "earbuds", "on-ear", "over-ear". What's the Difference?
By Stephen Bucaro
Some modern sound circuits support changing their output impedance to better match the type of headphone
that you plug into your computer. When you plug in the headphones, the system may ask "did you install
earbuds, on-ear or over-ear headphones?"

Earbud is a very small earpiece(s) worn inside the ear, similar to those used for hearing aids.

Over-ear refers to headphones with large cups that fully enclose or surround your ears.

On-ear are similar in style but have smaller cups and sit over your ear.
Some people who wear glasses have problems with on-ear and over-ear headphones because they press on
the ear over the eyeglass temple. On-ear headphones can have more problems with audio leak due to the less
head-sealed and nature of the design.
Resource: https://superuser.com/questions/1391427/earbuds-vs-on-ear-vs-over-ear-headset-in-windows-10 @Mokubai
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