Let's start with your current relationship with your bra.
What does that look like?
Do the strap fall off your shoulders when you move?
Does it ride up in the back?
Do you have a "muffin top" over your bra cups? Or "fat pads" under your arms?
Does it leave groves in your shoulders?
Does it have underwires that pinches, bruise, or gouge?
Do your breast bounce when you walk?