In ear? vs. On/over ear? Your experience

I have owned over and on ear headphones from some of the best in  the past.  I am once again in the market and wondered about the in-ear option.   The following are my questions/wonderments...

Do in ear become annoying after some time wearing?
How are they sonically?
Do they compete with the best or simply a different catagory?


If you have 300$ or so to spend for in ears.....check the reviews for the Blessing'll have to wait for about 6 months after ordering.

There's no wrong choice, but if you value battery life and portability, on-ear headphones are probably the better choice. If you want slightly better audio quality, active noise cancellation, and don't mind heavier headphones, you should get an over-ear pair.