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First and foremost, it should feel and look great. There is a noticeable difference when you slip into a well-fitted bra. You feel secure and supported.
Will finding the right bra mean all discomfort disappears as soon as you put it on? Not exactly. Just like a new pair of shoes, your new bra and you will need a few days to adjust to each other. But nothing should hurt or poke.
You will be aware that you are wearing a well-fitted bra. The band should feel snug but not tight. If you can't feel the band, it's not doing its job.
The bra should remain in place when you raise your arms or lean over. Your breasts should not pop out of the cups when you move.